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Hotels near Chester River Yacht & Country Club

Hotels near Chester River Yacht & Country Club

7738 Quaker Neck Rd, Chestertown, MD 21620

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15 Hotels near Chester River Yacht & Country Club

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Photo of Red Roof Inn & Suites Chestertown 7.2 mi
Guest Rating 3.6 Good

Red Roof Inn & Suites Chestertown

From $66

The choice for independent travelers seeking affordable comfort and smart locations.

  • Enjoy freshly brewed hot coffee before heading out exploring
  • Connect multiple devices simultaneously with verified internet speed standards
  • Bring your truck with oversized vehicle parking spaces at select locations
Pets OKLaundryBus ParkingWi-FiEarly Check-In
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Photo of Comfort Inn & Suites Chestertown 7.22 mi
Guest Rating 4.2 Very Good

Comfort Inn & Suites Chestertown

From $121

The brand that removes complexity so guests can truly disconnect.

  • Skip the front desk with mobile check-in and checkout
  • Drift off wrapped in soft, luxurious blankets and sheets
  • Power up with complimentary hot breakfast featuring scrambled eggs
Free BreakfastIndoor PoolWi-FiKitchenGymPets OK
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Photo of Fairfield Inn & Suites by Marriott Annapolis 24.37 mi
No guest rating

Fairfield Inn & Suites by Marriott Annapolis

From $127

The full-service standard for guests transitioning from structured workdays to earned relaxation.

  • Keep your electric vehicle charged at onsite EV stations
  • Enjoy expansive square footage that transforms your entire travel experience
  • Stay hydrated with self-serve stations open around the clock
Indoor PoolGymPets OKBar/LoungeRestaurantLaundry
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Photo of Residence Inn by Marriott Annapolis 24.41 mi
No guest rating

Residence Inn by Marriott Annapolis

From $116

This brand delivers the room to breathe that leisure trips deserve.

  • Sleep soundly in dedicated bedroom spaces away from work areas
  • Grab snacks and drinks anytime from The Market convenience store
  • Relax poolside with provided towel service and comfortable seating options
Free BreakfastIndoor PoolWi-FiKitchenGymLaundry
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Photo of Baltimore Marriott Inner Harbor at Camden Yards 25.85 mi
No guest rating

Baltimore Marriott Inner Harbor at Camden Yards

From $1192

When the checklist ends, this flagship's elevated standards take over beautifully.

  • Book your spot with dependable airport shuttle service available
  • Settle into ergonomic workspace perfectly positioned for productivity and comfort
  • Select premium snacks from the always-open M Club lounge
Indoor PoolGymPets OKEarly Check-InWi-FiBar/Lounge
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Photo of Candlewood Suites Baltimore - BWI Airport NE 26.34 mi
No guest rating

Candlewood Suites Baltimore - BWI Airport NE

From $120

Serves travelers craving home-style flexibility without the extended-stay commitment.

  • Experience quality viewing on the living area's flat-screen TV display
  • Work comfortably at the spacious executive desk with ample surface
  • Find snacks and toiletries whenever you need them most
GymPets OKLaundryWi-FiEarly Check-InKitchen
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Booking 9+ rooms? Get group rates.

Everyone books together, pays separately. No deposits, no rooming lists. Lowest group rate guarantee.

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Photo of TownePlace Suites by Marriott Annapolis 26.53 mi
No guest rating

TownePlace Suites by Marriott Annapolis

From $138

Offers the furnished-apartment experience with the reliability travelers expect from this family.

  • Upgrade to one-bedroom suites for enhanced privacy and extra space
  • Brew fresh coffee anytime at the always-open lobby coffee station
  • Splash around in the pool with the whole family
Free BreakfastIndoor PoolGymKitchenWi-FiEarly Check-In
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Photo of Holiday Inn Express Annapolis East-Kent Island by IHG 26.86 mi
Guest Rating 4.5 Excellent

Holiday Inn Express Annapolis East-Kent Island

From $126

Smart systems replace guesswork when the day demands fast execution over lingering.

  • Splash around in the heated pool for family fun
  • Unlock your door directly from your smartphone during stay
  • Sleep soundly on your choice of firm or soft pillows
Free BreakfastIndoor PoolGymLaundryWi-FiEarly Check-In
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Photo of Quality Inn Grasonville near Kent Island 26.95 mi
Guest Rating 3.9 Good

Quality Inn Grasonville near Kent Island

From $98

Hospitality built on simple promises kept reliably across every weekend getaway stay.

  • Secure free parking spots just steps from the hotel lobby
  • Experience roomy floor plans that make travel feel less cramped
  • Pour complimentary coffee from the lobby station before heading out
Free BreakfastIndoor PoolGymEarly Check-InWi-FiPets OK
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Photo of Best Western Kent Narrows Inn 27.14 mi
Guest Rating 4.0 Very Good

Best Western Kent Narrows Inn

From $102

Known for serving guests who want straightforward hospitality done right.

  • Dive into the crystal-clear heated pool any time today
  • Download the app to handle bookings from anywhere
  • Cleanse with quality branded bath amenities and plush fresh towels
Free BreakfastIndoor PoolEarly Check-InLaundryGymPets OK
Guest Reviews (748) › · All Amenities ›
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Photo of Hyatt Place Kent Narrows & Marina 27.16 mi
Guest Rating 4.7 Excellent

Hyatt Place Kent Narrows & Marina

From $210

Designed for travelers who value clarity over chaos from arrival on.

  • Cool down with post-exercise laps in temperature-controlled water
  • Use the World of Hyatt app for contactless check-in
  • Enjoy well-appointed granite vanities in spacious modern bathrooms
Free BreakfastIndoor PoolLaundryKitchenEarly Check-InShuttle
Guest Reviews (470) › · All Amenities ›
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Photo of Hilton Garden Inn Kent Island Marina 27.3 mi
Guest Rating 4.5 Excellent

Hilton Garden Inn Kent Island Marina

From $202

Known for balancing heritage hospitality with tools that let guests disconnect faster.

  • Order from the extensive room service menu day or night
  • Swim comfortably in the heated pool maintained at ideal temperatures
  • Arrive and head straight to your room with Digital Check-in ready
Indoor PoolGymPets OKWi-FiLaundryBar/Lounge
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Photo of SpringHill Suites Baltimore White Marsh / Middle River 28.36 mi
Guest Rating 4.5 Excellent

SpringHill Suites Baltimore White Marsh

From $139

Designed for guests who value practical comfort over unnecessary frills.

  • Connect all devices with complimentary Wi-Fi across entire property
  • Sink into plush Marriott mattresses designed for deep sleep
  • Start mornings with signature waffle stations ready for sweet cravings
Free BreakfastIndoor PoolWi-FiKitchenLaundryEarly Check-In
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Photo of Super 8 by Wyndham Baltimore / Essex Area 29.76 mi
Guest Rating 2.6 Fair

Super 8 by Wyndham Baltimore / Essex Area

From $88

Smart pricing meets dependable amenities when vacation budgets demand careful attention.

  • Grab complimentary hot coffee anytime in the welcoming lobby
  • Access the indoor heated pool for all-weather recreation time
  • Unlock your door directly from your phone at select locations
Free BreakfastIndoor PoolLaundryEarly Check-InWi-FiPets OK
Guest Reviews (417) › · All Amenities ›
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Photo of Hampton Inn Easton 29.81 mi
No guest rating

Hampton Inn Easton

From $139

Friendly hosts create mornings that feel effortless and departures that feel easy.

  • Access on-site self-parking steps from your guest room door
  • Lounge comfortably in the dedicated seating area with ample room
  • Choose from hot coffee, tea, or cocoa any time
Free BreakfastIndoor PoolWi-FiGymEarly Check-InLaundry
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Hotel offerings and amenities can change. Check the hotel page for up-to-date details.
Local Area Guide

Chester River Yacht & Country Club Travel Guide

We built this guide so your team doesn't have to figure it all out from a Google search. Neighborhoods, restaurants, game day logistics, local tips — it's all here.

Welcome to the Chester River Yacht & Country Club, a premier destination for golf, dining, and community events on Maryland's Eastern Shore. This guide is designed for visiting golfers, families attending events, and anyone looking to explore the charming surroundings of Chestertown. You’ll find practical advice on navigating the club and its environs, from planning your arrival to discovering local dining and attractions that complement your visit. Let us help you make the most of your time here, ensuring a smooth and enjoyable experience whether you're here for a tournament, a casual round, or a special occasion.

Neighborhood Overview – Chester River Yacht & Country Club

Nestled on Maryland's Eastern Shore, the Chester River Yacht & Country Club is situated in a picturesque, semi-rural setting just a short drive from the historic town of Chestertown. The primary access route is via Quaker Neck Road, which connects to Maryland Route 20, leading towards the town and other regional highways. While the club itself offers ample on-site parking, those arriving from out of town will likely fly into Baltimore/Washington International Thurgood Marshall Airport (BWI), which is approximately a 70-mile drive. Driving times can vary significantly based on traffic, especially when approaching the Baltimore metropolitan area, so budgeting an extra 30-45 minutes for transit is wise. Public transportation options are limited in this more spread-out rural area; therefore, private vehicles or rideshare services are the most common ways to reach the club. For a smooth arrival, consider reaching the club at least 30-45 minutes before your tee time or event to allow for parking, check-in, and familiarization with the facilities, particularly during busy weekend periods or special events.

Where to Stay Near Chester River Yacht & Country Club

Accommodations for visitors to the Chester River Yacht & Country Club are primarily found in the nearby historic town of Chestertown, offering a range of inns and bed & breakfasts that capture the area's colonial charm. While the club is a destination in itself, the closest cluster of hotels is concentrated within Chestertown, about a 10-15 minute drive away. Many visitors choose to stay in town to experience its shops and restaurants, then drive to the club for their activities. For those seeking more extensive hotel options, Salisbury is a larger city approximately an hour's drive south, offering a wider selection of national hotel chains. Due to the club's location, booking accommodations well in advance is highly recommended, especially during peak golf season (spring through fall) or around local festivals in Chestertown. Utilizing map filters that show proximity to Chestertown can help narrow down lodging choices that balance convenience to the club with access to town amenities. Consider properties that offer easy access to Route 20 for a straightforward commute to the golf course.

Quick-Plan Overview

Getting There

Baltimore/Washington International Thurgood Marshall Airport is about a 70-mile drive, taking roughly 1 hour and 15 minutes without traffic.

Arrival & Parking

Arrive 30-45 minutes prior to your tee time or event to allow for parking, check-in, and locker room access.

Food & Dining

Explore historic downtown Chestertown for unique shops, antique stores, and waterfront dining options after your visit.

Food & Dining

If weather is uncooperative, the historic taverns and cafes in Chestertown offer cozy indoor diversions.

Food & Dining

The club lounge or a casual restaurant in Chestertown serve as convenient spots for groups to gather post-activity.

  • Baltimore/Washington International Thurgood Marshall Airport is about a 70-mile drive, taking roughly 1 hour and 15 minutes without traffic.
  • Arrive 30-45 minutes prior to your tee time or event to allow for parking, check-in, and locker room access.
  • Explore historic downtown Chestertown for unique shops, antique stores, and waterfront dining options after your visit.
  • If weather is uncooperative, the historic taverns and cafes in Chestertown offer cozy indoor diversions.
  • The club lounge or a casual restaurant in Chestertown serve as convenient spots for groups to gather post-activity.

Game Day Flow

Check-In & Warm-Up

Begin your day by arriving at the Chester River Yacht & Country Club at least 30-45 minutes before your scheduled tee time or event. This buffer allows ample time for parking, which is generally straightforward on-site, and proceeding to the pro shop or club office for check-in. Take advantage of the practice facilities, which typically include a driving range and putting green, to get a feel for the conditions and loosen up your swing. Familiarize yourself with the locker room amenities if needed, and then make your way to the first tee, ready to start your round or attend your event.

Mid-Day Regroup

After your initial activities, the club's facilities provide excellent opportunities for a mid-day regroup. If you've played a morning round, consider enjoying lunch at the club's restaurant or lounge, which offers a relaxed atmosphere and views of the course. This is an ideal time for players and their families to discuss the game, plan the rest of their day, or simply relax and refuel. For those attending an event, breaks might be structured, but the common areas of the club can serve as informal meeting points for attendees to connect and recharge between sessions or activities.

Wrap-Up & Departure

As your golf game concludes or your event winds down, take time to settle any outstanding balances at the pro shop or administrative office. If you’ve enjoyed your time, consider a final beverage at the club lounge or browse the pro shop for any merchandise. Plan your departure, considering potential travel times back to your accommodation or to your next destination, especially if heading towards major roadways. Ensure all personal belongings are gathered from the locker room and that your vehicle is easily accessible in the parking area for a smooth exit from the club grounds.

Check-In & Warm-Up

Begin your day by arriving at the Chester River Yacht & Country Club at least 30-45 minutes before your scheduled tee time or event. This buffer allows ample time for parking, which is generally straightforward on-site, and proceeding to the pro shop or club office for check-in. Take advantage of the practice facilities, which typically include a driving range and putting green, to get a feel for the conditions and loosen up your swing. Familiarize yourself with the locker room amenities if needed, and then make your way to the first tee, ready to start your round or attend your event.

Mid-Day Regroup

After your initial activities, the club's facilities provide excellent opportunities for a mid-day regroup. If you've played a morning round, consider enjoying lunch at the club's restaurant or lounge, which offers a relaxed atmosphere and views of the course. This is an ideal time for players and their families to discuss the game, plan the rest of their day, or simply relax and refuel. For those attending an event, breaks might be structured, but the common areas of the club can serve as informal meeting points for attendees to connect and recharge between sessions or activities.

Wrap-Up & Departure

As your golf game concludes or your event winds down, take time to settle any outstanding balances at the pro shop or administrative office. If you’ve enjoyed your time, consider a final beverage at the club lounge or browse the pro shop for any merchandise. Plan your departure, considering potential travel times back to your accommodation or to your next destination, especially if heading towards major roadways. Ensure all personal belongings are gathered from the locker room and that your vehicle is easily accessible in the parking area for a smooth exit from the club grounds.

Things to Do Near Chester River Yacht & Country Club

Walkable

Chester River Yacht & Country Club Grounds

On site

The club itself is a primary attraction, offering beautifully maintained grounds for a leisurely stroll or simply enjoying the natural surroundings. The meticulously kept golf course is the centerpiece, providing scenic vistas and a peaceful environment. Visitors can often find shaded benches or quiet spots to relax, particularly around the clubhouse and overlooking the water. It's an ideal place for quiet contemplation or enjoying the fresh air before or after scheduled activities. The marina facilities, if accessible, also offer a glimpse into local boating culture and water views.

Local Waterfront Views

2.5 mi

While the club offers its own water views, a short drive into Chestertown provides access to the Chester River waterfront. Stroll along the docks and enjoy the picturesque scene of sailboats and yachts. The town's historic district lines the river, offering charming views of colonial architecture alongside the water. It's a peaceful area for a relaxing walk, especially in the late afternoon, where you can watch boats come and go and enjoy the tranquility of the river. The area is perfect for photography enthusiasts and those seeking a serene moment by the water.

5–15 Minutes Away

Historic Downtown Chestertown

2.5 mi

Step back in time in Chestertown's beautifully preserved historic downtown, a designated National Historic Landmark District. Wander along High Street and Water Street, admiring the 18th-century architecture, charming boutiques, art galleries, and antique shops. The waterfront area is particularly scenic, offering views of the Chester River and its working harbor. Take your time exploring the unique shops, perhaps finding a local craft or antique treasure. The town offers a pleasant atmosphere for an afternoon of leisurely exploration and discovery, providing a stark contrast to the club's more focused activities.

Chesapeake Heritage Museum

2.8 mi

Located in the heart of Chestertown, the Chesapeake Heritage Museum showcases the rich history and maritime heritage of the Chester River and the Eastern Shore. Housed in a historic building, the museum features exhibits on shipbuilding, oystering, and the area's colonial past. It offers a fascinating glimpse into the lives of the people who have shaped this region. The museum provides context for the local landscape and culture, making it a worthwhile stop for those interested in understanding the area's roots and development. Plan for about an hour to fully appreciate the displays.

Walkable

  • Chester River Yacht & Country Club Grounds — The club itself is a primary attraction, offering beautifully maintained grounds for a leisurely stroll or simply enjoying the natural surroundings. The meticulously kept golf course is the centerpiece, providing scenic vistas and a peaceful environment. Visitors can often find shaded benches or quiet spots to relax, particularly around the clubhouse and overlooking the water. It's an ideal place for quiet contemplation or enjoying the fresh air before or after scheduled activities. The marina facilities, if accessible, also offer a glimpse into local boating culture and water views. On site
  • Local Waterfront Views — While the club offers its own water views, a short drive into Chestertown provides access to the Chester River waterfront. Stroll along the docks and enjoy the picturesque scene of sailboats and yachts. The town's historic district lines the river, offering charming views of colonial architecture alongside the water. It's a peaceful area for a relaxing walk, especially in the late afternoon, where you can watch boats come and go and enjoy the tranquility of the river. The area is perfect for photography enthusiasts and those seeking a serene moment by the water. 2.5 mi

5–15 Minutes Away

  • Historic Downtown Chestertown — Step back in time in Chestertown's beautifully preserved historic downtown, a designated National Historic Landmark District. Wander along High Street and Water Street, admiring the 18th-century architecture, charming boutiques, art galleries, and antique shops. The waterfront area is particularly scenic, offering views of the Chester River and its working harbor. Take your time exploring the unique shops, perhaps finding a local craft or antique treasure. The town offers a pleasant atmosphere for an afternoon of leisurely exploration and discovery, providing a stark contrast to the club's more focused activities. 2.5 mi
  • Chesapeake Heritage Museum — Located in the heart of Chestertown, the Chesapeake Heritage Museum showcases the rich history and maritime heritage of the Chester River and the Eastern Shore. Housed in a historic building, the museum features exhibits on shipbuilding, oystering, and the area's colonial past. It offers a fascinating glimpse into the lives of the people who have shaped this region. The museum provides context for the local landscape and culture, making it a worthwhile stop for those interested in understanding the area's roots and development. Plan for about an hour to fully appreciate the displays. 2.8 mi

Food & Drink Near Chester River Yacht & Country Club

Inside & Adjacent

CRYC Restaurant & Bar

On site

The Chester River Yacht & Country Club features its own on-site dining establishment, offering a convenient and pleasant atmosphere for members and guests. The restaurant typically serves a menu that complements its setting, featuring American cuisine with potential seafood specialties reflecting its waterfront location. Enjoy meals with views of the golf course or marina, making it an ideal spot for a post-game meal or a relaxed lunch. The bar area provides a more casual setting for drinks and lighter fare, perfect for unwinding after a round or event.

The Kitchen at the Ebenezer Theater

2.5 mi

Located within the historic Ebenezer Theater in downtown Chestertown, this restaurant offers a unique dining experience in a charming, revitalized space. The menu often focuses on fresh, seasonal ingredients, with creative American dishes and a well-curated wine list. Dining here combines culinary enjoyment with the ambiance of a historic venue, making it a popular choice for a special evening out. Reservations are often recommended, especially on weekends, to secure a table in this sought-after spot.

Nearby Gathering Spots

The Mainstay Inn & Conference Center Restaurant

2.6 mi

The Mainstay Inn offers a refined dining experience in a beautifully restored historic inn located in downtown Chestertown. Their restaurant is known for its classic American cuisine, often featuring locally sourced ingredients, particularly seafood. It provides an elegant setting for dinner, suitable for couples or small groups seeking a more sophisticated meal. The inn also often hosts events and offers a cozy bar area for pre- or post-dinner drinks, contributing to its reputation as a local gathering place.

Bluebird Tavern

2.7 mi

A popular spot in Chestertown for a more casual and lively atmosphere, the Bluebird Tavern serves up elevated pub fare and a good selection of craft beers and cocktails. It's a go-to for locals and visitors alike seeking a relaxed environment to enjoy good food and company. The menu typically includes well-crafted burgers, sandwiches, and shareable plates. The tavern often has a welcoming buzz, making it a great place to gather with friends or teammates after a day of activities.

Local & Elevated Picks

The Great Oak Grill

9.5 mi

While a short drive, The Great Oak Grill in Georgetown offers a distinct dining experience, often focusing on seasonal menus with an emphasis on fresh, local ingredients and wood-fired cooking. The ambiance tends to be refined yet comfortable, making it a destination for those seeking a high-quality meal in a picturesque setting. It’s a good option for a more celebratory dinner or when you're looking to explore beyond the immediate Chestertown area for a culinary adventure.

Bad Habits Gastropub

15.0 mi

For those willing to venture a bit further, Bad Habits Gastropub in Rock Hall provides a vibrant atmosphere and a creative take on comfort food, alongside an impressive craft beer selection. This spot is known for its inventive dishes and lively setting, appealing to groups looking for a fun and casual dining experience. It’s a great example of the diverse culinary offerings available on the Eastern Shore, rewarding those who explore its coastal towns.

Inside & Adjacent

  • CRYC Restaurant & Bar — The Chester River Yacht & Country Club features its own on-site dining establishment, offering a convenient and pleasant atmosphere for members and guests. The restaurant typically serves a menu that complements its setting, featuring American cuisine with potential seafood specialties reflecting its waterfront location. Enjoy meals with views of the golf course or marina, making it an ideal spot for a post-game meal or a relaxed lunch. The bar area provides a more casual setting for drinks and lighter fare, perfect for unwinding after a round or event. On site
  • The Kitchen at the Ebenezer Theater — Located within the historic Ebenezer Theater in downtown Chestertown, this restaurant offers a unique dining experience in a charming, revitalized space. The menu often focuses on fresh, seasonal ingredients, with creative American dishes and a well-curated wine list. Dining here combines culinary enjoyment with the ambiance of a historic venue, making it a popular choice for a special evening out. Reservations are often recommended, especially on weekends, to secure a table in this sought-after spot. 2.5 mi

Nearby Gathering Spots

  • The Mainstay Inn & Conference Center Restaurant — The Mainstay Inn offers a refined dining experience in a beautifully restored historic inn located in downtown Chestertown. Their restaurant is known for its classic American cuisine, often featuring locally sourced ingredients, particularly seafood. It provides an elegant setting for dinner, suitable for couples or small groups seeking a more sophisticated meal. The inn also often hosts events and offers a cozy bar area for pre- or post-dinner drinks, contributing to its reputation as a local gathering place. 2.6 mi
  • Bluebird Tavern — A popular spot in Chestertown for a more casual and lively atmosphere, the Bluebird Tavern serves up elevated pub fare and a good selection of craft beers and cocktails. It's a go-to for locals and visitors alike seeking a relaxed environment to enjoy good food and company. The menu typically includes well-crafted burgers, sandwiches, and shareable plates. The tavern often has a welcoming buzz, making it a great place to gather with friends or teammates after a day of activities. 2.7 mi

Local & Elevated Picks

  • The Great Oak Grill — While a short drive, The Great Oak Grill in Georgetown offers a distinct dining experience, often focusing on seasonal menus with an emphasis on fresh, local ingredients and wood-fired cooking. The ambiance tends to be refined yet comfortable, making it a destination for those seeking a high-quality meal in a picturesque setting. It’s a good option for a more celebratory dinner or when you're looking to explore beyond the immediate Chestertown area for a culinary adventure. 9.5 mi
  • Bad Habits Gastropub — For those willing to venture a bit further, Bad Habits Gastropub in Rock Hall provides a vibrant atmosphere and a creative take on comfort food, alongside an impressive craft beer selection. This spot is known for its inventive dishes and lively setting, appealing to groups looking for a fun and casual dining experience. It’s a great example of the diverse culinary offerings available on the Eastern Shore, rewarding those who explore its coastal towns. 15.0 mi

Local Tips & Year-Round Info

Weekends: , especially during event season, can see increased traffic on Route 20 heading into Chestertown from the club.

Parking in downtown Chestertown is generally ample: , particularly in designated public lots, though street parking is metered.

The Eastern Shore experiences a slower pace of life: embrace it and allow extra time for your journeys.

Seasonal note: The Chester River Yacht & Country Club and its surroundings offer a distinct experience throughout the year. Spring and fall are ideal for golf, with pleasant temperatures and beautiful foliage, though these seasons also bring peak visitor numbers. Summer can be warm and humid, making early morning or late afternoon golf rounds most comfortable, and the waterways become particularly active. Winter offers a quieter, more serene atmosphere, with fewer crowds, but golf may be limited by weather conditions; indoor dining and social events at the club and in Chestertown become more prominent. The area retains its charm year-round, with the maritime and historical elements providing consistent appeal.

  • Weekends , especially during event season, can see increased traffic on Route 20 heading into Chestertown from the club.
  • Most dining establishments in Chestertown observe standard business hours, with some smaller shops closing on Mondays.
  • Parking in downtown Chestertown is generally ample , particularly in designated public lots, though street parking is metered.
  • The Eastern Shore experiences a slower pace of life embrace it and allow extra time for your journeys.
  • Consider checking local event listings in Chestertown for festivals or markets that might coincide with your visit.
  • Seasonal note: The Chester River Yacht & Country Club and its surroundings offer a distinct experience throughout the year. Spring and fall are ideal for golf, with pleasant temperatures and beautiful foliage, though these seasons also bring peak visitor numbers. Summer can be warm and humid, making early morning or late afternoon golf rounds most comfortable, and the waterways become particularly active. Winter offers a quieter, more serene atmosphere, with fewer crowds, but golf may be limited by weather conditions; indoor dining and social events at the club and in Chestertown become more prominent. The area retains its charm year-round, with the maritime and historical elements providing consistent appeal.

Weather & Seasons

❄️

Winter

Winters here are cool to cold, with average temperatures ranging from the low 30s to the mid-40s Fahrenheit. Expect rain and occasional snow or sleet, which can impact course conditions and outdoor activities. Dressing in warm layers, including waterproof outerwear, is essential for comfort. Shorter daylight hours mean planning activities for mid-day is advisable.

🌱

Spring & early summer

Spring brings milder temperatures, typically from the 50s to the 70s, with increasing sunshine but also a chance of rain showers. Early summer continues this trend before temperatures climb. It's an excellent time for golf and outdoor exploration, with blooming landscapes. Light jackets or sweaters are useful for cooler mornings and evenings.

☀️

Mid-summer

Mid-summer is characterized by warm to hot and humid conditions, with average highs in the upper 80s and occasional heatwaves pushing into the 90s. Afternoon thunderstorms are common. Lightweight, breathable clothing is a must, along with sun protection like hats and sunscreen. Hydration is key for any outdoor activities during this period.

🍂

Fall season

Fall offers crisp and pleasant weather, with temperatures gradually cooling from the 70s into the 50s. This season is renowned for its beautiful autumn foliage, making it a visually stunning time to visit. Layers are recommended, as mornings can be cool and afternoons mild. It’s a prime time for golf and enjoying the scenic beauty before winter sets in.

📅

Rain & snow

Rain is a frequent occurrence throughout the year, especially in spring and fall. Winters can bring snow, sleet, and freezing rain, potentially leading to course closures or hazardous driving conditions. Always check local weather forecasts before traveling and be prepared with waterproof gear. Even summer thunderstorms can be intense but are often short-lived.

Winter

Winters here are cool to cold, with average temperatures ranging from the low 30s to the mid-40s Fahrenheit. Expect rain and occasional snow or sleet, which can impact course conditions and outdoor activities. Dressing in warm layers, including waterproof outerwear, is essential for comfort. Shorter daylight hours mean planning activities for mid-day is advisable.

Spring & early summer

Spring brings milder temperatures, typically from the 50s to the 70s, with increasing sunshine but also a chance of rain showers. Early summer continues this trend before temperatures climb. It's an excellent time for golf and outdoor exploration, with blooming landscapes. Light jackets or sweaters are useful for cooler mornings and evenings.

Mid-summer

Mid-summer is characterized by warm to hot and humid conditions, with average highs in the upper 80s and occasional heatwaves pushing into the 90s. Afternoon thunderstorms are common. Lightweight, breathable clothing is a must, along with sun protection like hats and sunscreen. Hydration is key for any outdoor activities during this period.

Fall season

Fall offers crisp and pleasant weather, with temperatures gradually cooling from the 70s into the 50s. This season is renowned for its beautiful autumn foliage, making it a visually stunning time to visit. Layers are recommended, as mornings can be cool and afternoons mild. It’s a prime time for golf and enjoying the scenic beauty before winter sets in.

Rain & snow

Rain is a frequent occurrence throughout the year, especially in spring and fall. Winters can bring snow, sleet, and freezing rain, potentially leading to course closures or hazardous driving conditions. Always check local weather forecasts before traveling and be prepared with waterproof gear. Even summer thunderstorms can be intense but are often short-lived.

Venue Facts & Trip Essentials

Primary team

N/A (Golf Club/Social Venue)

Neighborhood

Rural Chester River Area

Nearest airport

BWI Airport (Baltimore)

Parking

Ample on-site parking

Walkable district

Chestertown Historic District

Groceries & supplies

Stores in Chestertown

Pharmacy

CVS in Chestertown

Urgent care

University of Maryland Shore Emergency Center at Easton (approx. 30 min drive)

Downtime

Historic Chestertown cafes and riverfront

Pro tip

Book tee times and dining well in advance, especially during peak season.

Primary teamN/A (Golf Club/Social Venue)
NeighborhoodRural Chester River Area
Nearest airportBWI Airport (Baltimore)
ParkingAmple on-site parking
Walkable districtChestertown Historic District
Groceries & suppliesStores in Chestertown
PharmacyCVS in Chestertown
Urgent careUniversity of Maryland Shore Emergency Center at Easton (approx. 30 min drive)
DowntimeHistoric Chestertown cafes and riverfront
Pro tipBook tee times and dining well in advance, especially during peak season.

Questions Travelers Ask

What people want to know before booking near Chester River Yacht & Country Club

What are the closest hotels to Chester River Yacht & Country Club?

The closest hotels to Chester River Yacht & Country Club are Red Roof Inn & Suites Chestertown (7.2 mi), Comfort Inn & Suites Chestertown (7.22 mi), and Fairfield Inn & Suites by Marriott Annapolis (24.37 mi).

Which hotels near Chester River Yacht & Country Club are good for families?

Several hotels near Chester River Yacht & Country Club are well-suited for families. Red Roof Inn & Suites Chestertown (7.2 mi) offers suites or connecting rooms and on-site laundry. Comfort Inn & Suites Chestertown (7.22 mi) offers suites or connecting rooms, a pool, complimentary breakfast, and on-site laundry. Fairfield Inn & Suites by Marriott Annapolis (24.37 mi) offers suites or connecting rooms, a pool, complimentary breakfast, and on-site laundry.

Are there budget-friendly hotels near Chester River Yacht & Country Club?

Yes — several budget-friendly options are available near Chester River Yacht & Country Club. Comfort Inn & Suites Chestertown (7.22 mi) offers free breakfast and free Wi-Fi. Fairfield Inn & Suites by Marriott Annapolis (24.37 mi) offers free breakfast and free Wi-Fi. Residence Inn by Marriott Annapolis (24.41 mi) offers free breakfast and free Wi-Fi.

Which hotels near Chester River Yacht & Country Club are great for a weekend getaway?

Several hotels near Chester River Yacht & Country Club are ideal for a weekend getaway. Fairfield Inn & Suites by Marriott Annapolis (24.37 mi) offers a pool and on-site dining. Baltimore Marriott Inner Harbor at Camden Yards (25.85 mi) offers a pool and on-site dining. Hyatt Place Kent Narrows & Marina (27.16 mi) offers a pool and on-site dining.

Which hotels near Chester River Yacht & Country Club are good for team or group travel?

Several hotels near Chester River Yacht & Country Club accommodate team and group travel. Red Roof Inn & Suites Chestertown (7.2 mi) offers bus or oversized vehicle parking and on-site laundry. Comfort Inn & Suites Chestertown (7.22 mi) offers meeting space, complimentary breakfast, and on-site laundry. Fairfield Inn & Suites by Marriott Annapolis (24.37 mi) offers meeting space, complimentary breakfast, and on-site laundry.

Hotel Amenities & Features

Pools, breakfast, pet policies, and more

Which hotels near Chester River Yacht & Country Club offer free breakfast?

Comfort Inn & Suites Chestertown (7.22 mi), Residence Inn by Marriott Annapolis (24.41 mi), and TownePlace Suites by Marriott Annapolis (26.53 mi) include complimentary breakfast.

Which hotels near Chester River Yacht & Country Club have a pool?
Which hotels near Chester River Yacht & Country Club offer free parking?
Which hotels near Chester River Yacht & Country Club have a fitness center?

Comfort Inn & Suites Chestertown (7.22 mi), Fairfield Inn & Suites by Marriott Annapolis (24.37 mi), and Residence Inn by Marriott Annapolis (24.41 mi) have an on-site fitness center.

Do hotels near Chester River Yacht & Country Club offer free Wi-Fi?

Yes — Red Roof Inn & Suites Chestertown (7.2 mi), Comfort Inn & Suites Chestertown (7.22 mi), and Fairfield Inn & Suites by Marriott Annapolis (24.37 mi) offer complimentary Wi-Fi.

Ready to book near Chester River Yacht & Country Club?

15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.