Hotels near Chester River Yacht & Country Club
7738 Quaker Neck Rd, Chestertown, MD 21620
Hotels near Chester River Yacht & Country Club
Swipe to find hotels on the map.
- 1
Red Roof Inn & Suites Chestertown
- 2
Comfort Inn & Suites Chestertown
- 3
Fairfield Inn & Suites by Marriott Annapolis
- 4
Candlewood Suites Baltimore - BWI Airport NE
- 5
SpringHill Suites by Marriott Annapolis
- 6
TownePlace Suites by Marriott Annapolis
- 7
Holiday Inn Express Annapolis East-Kent Island by IHG
- 8
Quality Inn Grasonville near Kent Island
- 9
Best Western Kent Narrows Inn
- 10
Hyatt Place Kent Narrows & Marina
- 11
Hilton Garden Inn Kent Island Marina
- 12
SpringHill Suites Baltimore White Marsh / Middle River
- 13
Super 8 by Wyndham Baltimore / Essex Area
- 14
Hampton Inn Easton
- 15
Element Arundel Mills BWI Airport
Booking with a group?
9+ rooms unlocks group rates — save up to 70%, everyone pays separately.
Which hotel fits best?
Best brands for country club events and amenities that actually matter.
What's around the venue?
Food, traffic, and event-day tips you won't find on other booking sites.
15 Hotels near Chester River Yacht & Country Club
Multiple hotel sources, one search — rates you won't find on a single booking site.
Red Roof Inn & Suites Chestertown
The choice when extended groups want value without the social compromise.
- Settle into plush upgraded linens for a restful night's sleep
- Send last-minute confirmations with available copy and fax services nearby
- Prepare for ceremonies at stylish vessel sink vanities
Comfort Inn & Suites Chestertown
Practical comfort tailored for guests managing outfits, schedules, and last-minute logistics.
- Enjoy twenty-five percent more space than standard hotel rooms offer
- Park close with ample lot space for multiple vehicles
- Meet wedding guests in contemporary lounge areas before departure time
Fairfield Inn & Suites by Marriott Annapolis
Global polish meets local access for guests preparing for formal occasions.
- Travel stress-free with reliable airport shuttle from select properties
- Stay hydrated at convenient stations during long wedding day celebrations
- Wrap up in plush terry bathrobes between ceremony and celebration
Candlewood Suites Baltimore - BWI Airport NE
Full kitchens and quiet consistency built for guests attending milestone events.
- Heat up a quick meal anytime with frozen options stocked daily
- Recharge on upgraded plush mattresses between event days and celebrations
- Keep phones and tablets charged with desk-level USB ports
SpringHill Suites by Marriott Annapolis
Suite comfort built for attendees returning Friday, Saturday, and Sunday mornings.
- Coordinate wedding details using available AV equipment and tech support
- Sink into a stylish West Elm sofa sleeper between celebrations
- Settle into suites designed exclusively with West Elm modern furnishings
TownePlace Suites by Marriott Annapolis
Practical residential layouts made for travelers who cook, store, and settle in.
- Recharge on Marriott Signature Bedding with crisp, clean linens nightly
- Manage wedding details with free printing and computer access onsite
- Use in-suite dining areas for morning coffee with wedding guests
Booking 9+ rooms? Get group rates.
Holiday Inn Express Annapolis East-Kent Island
The no-fuss choice when the itinerary is formal and the morning starts early.
- Settle into uncluttered guest rooms designed for restful overnight stays
- Access power outlets at your seat for phones and laptops
- Load and unload event attire in covered well-lit parking areas
Quality Inn Grasonville near Kent Island
Straightforward stays for travelers who need wrinkle-free mornings and dependable service.
- Finalize seating charts using business center computer and printing services
- Welcome visiting family with extra seating in separate living space
- Recharge in rooms with the Q Bed sleep guarantee
Best Western Kent Narrows Inn
Reliable midscale comfort designed for guests attending events they've anticipated all year.
- Arrive stress-free with complimentary self-parking at your hotel
- Enjoy fresh coffee at the lobby refreshment station anytime
- Enjoy branded bath amenities including lotion and body wash
Hyatt Place Kent Narrows & Marina
Approachable hospitality designed for guests who return between rehearsal and reception.
- Coordinate ceremony details with the dedicated on-site meeting host
- Stretch out in the roomy layout after full wedding days
- Meet fellow guests in the welcoming open lobby area
Hilton Garden Inn Kent Island Marina
Traditional service standards evolved to meet today's grandparents and their expectations.
- Slip into plush bathrobes for leisurely mornings in suites
- Prepare event materials with complimentary printing and copying at business centers
- Prepare for events in Executive Level rooms with enhanced amenities
SpringHill Suites Baltimore White Marsh
Studio suites designed for travelers who need space when schedules get dense.
- Relax on signature West Elm furniture between club events and dinners
- Admire locally inspired artwork celebrating the region's heritage and charm
- Gather over evening cocktails in the welcoming lobby bar
Super 8 by Wyndham Baltimore / Essex Area
Consistent rooms designed for guests who value function over ornament every trip.
- Print event programs and materials at the business center
- Settle into rooms with enhanced seating zones for pre-event relaxation
- Enjoy modern room layouts designed for comfort after club events
Hampton Inn Easton
Approachable service built for travelers who expect dependable, caring hospitality.
- Handle last-minute document needs with complimentary printing services available
- Unpack formal wear easily in studio suites at select properties
- Trust the satisfaction guarantee to resolve any stay concern quickly
Element Arundel Mills BWI Airport
Eco-conscious stays built for attendees balancing social schedules and personal routines.
- Refresh under a rainfall showerhead in spa-inspired oversized showers
- Connect with vendors using fast Wi-Fi in collaborative work areas
- Modular furniture adapts to morning prep or evening relaxation needs
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
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
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.
Round 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
Walkable
Chester River Yacht & Country Club Grounds
On siteThe 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 miWhile 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 miStep 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 miLocated 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
Inside & Adjacent
CRYC Restaurant & Bar
On siteThe 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 miLocated 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 miThe 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 miA 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 miWhile 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 miFor 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
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
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 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. |
Frequently Asked Questions
Real questions travelers ask before booking near Chester River Yacht & Country Club — answered with the specifics you actually need.
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 hotel to Chester River Yacht & Country Club is Red Roof Inn & Suites Chestertown (7.2 mi, from $66/night) — a 14-minute drive. Other nearby options include Comfort Inn & Suites Chestertown (7.22 mi, from $122/night) and Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night). Comfort Inn & Suites Chestertown offers free breakfast, a pool, and a fitness center. Fairfield Inn & Suites by Marriott Annapolis offers free breakfast, a pool, and a fitness center.
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. Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night), and SpringHill Suites by Marriott Annapolis (26.53 mi, from $153/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.
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. Quality Inn Grasonville near Kent Island (26.95 mi, from $98/night), Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), and Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night) all offer meeting space, complimentary breakfast, and on-site laundry. Quality Inn Grasonville near Kent Island also has bus or oversized vehicle parking.
Are there budget-friendly hotels near Chester River Yacht & Country Club?
Yes — Red Roof Inn & Suites Chestertown (7.2 mi, from $66/night), Quality Inn Grasonville near Kent Island (26.95 mi, from $98/night), and Super 8 by Wyndham Baltimore / Essex Area (29.76 mi, from $79/night) are budget-friendly options near Chester River Yacht & Country Club, with free breakfast, free Wi-Fi, and free parking.
Are there extended-stay hotels near Chester River Yacht & Country Club?
Yes — Candlewood Suites Baltimore - BWI Airport NE (26.34 mi, from $130/night), TownePlace Suites by Marriott Annapolis (26.53 mi, from $207/night), and Element Arundel Mills BWI Airport (30.44 mi, from $130/night) are all extended-stay properties near Chester River Yacht & Country Club, with full kitchens 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, from $122/night), SpringHill Suites by Marriott Annapolis (26.53 mi, from $153/night), and TownePlace Suites by Marriott Annapolis (26.53 mi, from $207/night) include complimentary breakfast.
Which hotels near Chester River Yacht & Country Club have an indoor pool?
Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night), and SpringHill Suites by Marriott Annapolis (26.53 mi, from $153/night) have an indoor pool available year-round.
Which hotels near Chester River Yacht & Country Club have a fitness center?
Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night), and Candlewood Suites Baltimore - BWI Airport NE (26.34 mi, from $130/night) have an on-site fitness center.
Which hotels near Chester River Yacht & Country Club are pet-friendly?
Red Roof Inn & Suites Chestertown (7.2 mi, from $66/night), Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), and Fairfield Inn & Suites by Marriott Annapolis (24.37 mi, from $131/night) accept pets. Fee policies vary by property.
Which hotels near Chester River Yacht & Country Club offer free parking?
Red Roof Inn & Suites Chestertown (7.2 mi, from $66/night), Comfort Inn & Suites Chestertown (7.22 mi, from $122/night), and Candlewood Suites Baltimore - BWI Airport NE (26.34 mi, from $130/night) offer complimentary parking.
Other recreational clubs nearby
Also planning a multi-venue trip? Check these within 50 miles.
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.