Hotels near Winding Hills Golf Club
1847 New York 17k, Montgomery, NY 12549
Hotels near Winding Hills Golf Club
Swipe to find hotels on the map.
- 1
Holiday Inn Express & Suites Montgomery by IHG
- 2
Super 8 by Wyndham Montgomery Maybrook
- 3
Residence Inn by Marriott Middletown Goshen
- 4
Home2 Suites by Hilton Middletown
- 5
La Quinta Inn & Suites by Wyndham Middletown-Goshen
- 6
Super 8 by Wyndham Middletown
- 7
Hampton Inn by Hilton Middletown
- 8
Courtyard by Marriott Middletown Goshen
- 9
Microtel Inn & Suites by Wyndham Middletown
- 10
Candlewood Suites Middletown Goshen by IHG
- 11
Tru by Hilton Middletown
- 12
Holiday Inn Express & Suites Middletown - Goshen by IHG
- 13
Courtyard by Marriott Newburgh Stewart Airport
- 14
Fairfield Inn & Suites by Marriott Goshen Middletown
- 15
Homewood Suites Stewart Airport
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15 Hotels near Winding Hills Golf Club
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Holiday Inn Express & Suites Montgomery by IHG
Designed for groups who want predictable mornings and spontaneous nineteenth holes.
- Sink into Simply Smart Bedding with firm or soft pillow options
- Stock up on energy drinks before heading to the course
- Swim laps in the heated indoor pool before your morning round
Super 8 by Wyndham Montgomery Maybrook
Smart value for players who understand legs and wallets both need relief.
- Grab quick pastries and fruit before heading to the course
- Use free parking for rental cars during your couples golf escape
- Access clean outfits quickly from open wardrobe rack systems
Residence Inn by Marriott Middletown Goshen
Long recognized as the brand that supports golfers living onsite all weekend long.
- Soak sore muscles in heated indoor pool after morning tee times
- Fire up the gas grills for a post-round cookout
- Cycle through clean outfits using on-site washers and dryers
Home2 Suites by Hilton Middletown
Contemporary studios where foursomes find room to recover after eighteen demanding holes.
- Sink into comfortable patio seating for fresh air between rounds
- Multitask efficiently using Spin2 Cycle while hitting the fitness center
- Access fresh fruit and hot oatmeal throughout breakfast hours
La Quinta Inn & Suites Middletown-Goshen
Trusted nationwide for keeping golf getaway costs reasonable and transparent every trip.
- Plan tomorrow's tee times from comfortable patio seating area
- Prepare fresh outfits for consecutive rounds with available guest dryers
- Build your perfect waffle at the signature breakfast bar station
Super 8 by Wyndham Middletown
Reliable comfort that keeps more cash in the foursome's golf fund.
- Plan tomorrow's tee times from relaxed casual seating areas nearby
- Customize comfort with a choice of firm or soft pillows
- Access ice dispensers on each floor for post-round refreshments
Booking 9+ rooms? Get group rates.
Hampton Inn by Hilton Middletown
A flagship property addressing the reality of traveling with bulky golf bags.
- Maintain competition-ready appearance with convenient same-day dry cleaning offered daily
- Savor freshly baked pastries from Herb N' Kitchen before hitting links
- Reserve rental vehicles at the on-site desk for multi-course adventures
Courtyard by Marriott Middletown Goshen
Professional polish supports foursomes who celebrate the round as much as the game.
- Energize your group with localized breakfast featuring regional morning specialties
- Store your vehicle safely with valet parking throughout your stay
- Organize belongings efficiently with dedicated bench for all luggage needs
Microtel Inn & Suites by Wyndham Middletown
No-frills reliability that turns hotel savings into extra rounds played.
- Load and unload clubs conveniently with free surface parking onsite
- Store rain gear and sun protection on streamlined shelving
- Celebrate birdies and eagles in contemporary shared spaces with teammates
Candlewood Suites Middletown Goshen by IHG
Known for serving groups who value independence over traditional hotel service.
- Connect with fellow golfers in comfortable casual lobby seating throughout stays
- Recover faster on plush upgraded mattresses engineered for deep sleep
- Recharge with snacks and beverages available day and night for golfers
Tru by Hilton Middletown
Refined reliability designed for players who demand both consistency and morning momentum.
- Explore locally inspired dishes at the full-service breakfast restaurant
- Access convenient rental car desk for exploring nearby championship courses
- Protect passports and electronics in generous digital safes within room
Holiday Inn Express & Suites Middletown
Smart stays keep the foursome's focus on fairways, not hotel bills.
- Enjoy hot breakfast featuring eggs and meats before early tee times
- Store golf equipment safely with complimentary on-site parking for guests
- Press shirts and slacks with convenient in-room ironing setup
Courtyard by Marriott Newburgh Stewart Airport
Globally consistent excellence tailored to travelers with clubs shoes and heavy bags.
- Share stories around outdoor fire pits after championship rounds
- Enjoy valet laundry service between morning and afternoon tee times
- Fuel early tee times with hot buffet options available daily
Fairfield Inn & Suites Goshen Middletown
This flagship brand understands golfers need reliability when clubs are in tow.
- Step into spacious walk-in showers with room for post-round relaxation
- Stock up on fresh whole fruit from M Club anytime
- Maintain your fitness routine in the heated indoor pool facility
Homewood Suites Stewart Airport
The extended-stay that wraps every arrival in lodge-style warmth and evening community.
- Host your foursome in the spacious central lobby gathering area
- Enjoy light appetizers during hosted gatherings each weeknight hour
- Refresh under spacious curved shower rods with extra elbow room
Winding Hills Golf 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 Winding Hills Golf Club, a premier destination for golf enthusiasts in Montgomery, New York. This guide is crafted for players, coaches, and families looking to make the most of their visit, offering practical insights into the course, surrounding amenities, and travel logistics. Navigate your game day with ease, from arrival and check-in to on-course strategy and post-round relaxation.
Neighborhood Overview
Winding Hills Golf Club is strategically situated in Montgomery, part of New York's scenic Hudson Valley region. The course is accessed via New York State Route 17K, a main artery connecting it to surrounding towns and major highways. For travelers arriving by air, Stewart International Airport (SWF) is the closest major airport, located approximately 15 miles southwest. Driving to the club from the airport typically takes about 20-30 minutes, depending on traffic. Major roadways like I-87 (New York State Thruway) and I-84 are within a reasonable driving distance, making access from New York City and surrounding states feasible. Parking at Winding Hills is generally ample, with dedicated lots available for players and guests. It’s advisable to arrive at least 30-45 minutes before your tee time to allow for parking, check-in, and warm-up. During peak season or large tournament days, factor in a little extra time for potential congestion on Route 17K. Rideshare services are available but may have longer wait times during busy periods, especially for pickups away from the immediate club area.
Where to Stay
The area surrounding Winding Hills Golf Club is characterized by a blend of rural charm and convenient access to amenities. While the club itself is the primary focus, lodging options are most concentrated in nearby towns such as Montgomery, Walden, and Newburgh. These areas offer a range of hotels and inns catering to different budgets and preferences. Many visitors choose accommodations that allow for a quick drive to the course, typically within 10-20 minutes. It’s common for groups and individual players to book rooms in advance, especially during the spring and fall golf seasons or when local tournaments are scheduled. Utilizing map filters for proximity to Winding Hills is a smart strategy when searching for lodging. Some players prefer staying in locations that also offer easy access to dining and other recreational activities for downtime between rounds or after the game. Booking early is highly recommended, as hotel availability can decrease rapidly around popular golf weekends and holidays.
Quick-Plan Overview
Getting There
Stewart International Airport (SWF) is about 20 minutes away by car.
Arrival & Parking
Arrive 45 minutes early to allow for check-in and practice swings.
Food & Dining
The village of Montgomery offers casual dining and local shops nearby.
Rainy Day Plan
Indoor options include nearby bowling alleys or the Sugarloaf Performing Arts Center.
Tip
The clubhouse lounge provides a comfortable spot for post-round conversation.
- Stewart International Airport (SWF) is about 20 minutes away by car.
- Arrive 45 minutes early to allow for check-in and practice swings.
- The village of Montgomery offers casual dining and local shops nearby.
- Indoor options include nearby bowling alleys or the Sugarloaf Performing Arts Center.
- The clubhouse lounge provides a comfortable spot for post-round conversation.
Round Day Flow
Check-In & Warm-Up
Plan to arrive at Winding Hills Golf Club at least 45 minutes before your scheduled tee time. This buffer allows ample time for navigating the parking area, locating the pro shop for check-in, and settling any outstanding fees. Once checked in, proceed to the practice facilities. The driving range is typically the first stop for many players to loosen up and get a feel for their swing. Take advantage of this time to hit a bucket of balls and observe the course conditions. Understanding the general layout and any specific course notes provided at check-in can also be beneficial before heading to the first tee.
Mid-Day Regroup
For those playing multiple rounds or during a tournament day with significant gaps, the clubhouse and its amenities offer a perfect regrouping zone. The Winding Hills clubhouse often features a dining area or lounge where players can grab lunch, hydrate, or simply relax between sessions. It's also a good time to review your scorecard, discuss strategy with your group, or check on any updates regarding course conditions or schedule changes. Ensure you know the time and location for your next tee time or session, and use this period to mentally prepare for the back nine or the next stage of competition.
Wrap-Up & Departure
After completing your round, the traditional post-game activities often begin. Head back to the clubhouse to settle any outstanding payments, return rental equipment, and perhaps enjoy a final refreshment or meal. Many players find it beneficial to review their performance and discuss highlights or challenges with their playing partners. When ready to depart, allow for a few extra minutes as the parking lot can become busy immediately following the last tee times. Ensure all personal belongings are accounted for before leaving the club premises.
Check-In & Warm-Up
Plan to arrive at Winding Hills Golf Club at least 45 minutes before your scheduled tee time. This buffer allows ample time for navigating the parking area, locating the pro shop for check-in, and settling any outstanding fees. Once checked in, proceed to the practice facilities. The driving range is typically the first stop for many players to loosen up and get a feel for their swing. Take advantage of this time to hit a bucket of balls and observe the course conditions. Understanding the general layout and any specific course notes provided at check-in can also be beneficial before heading to the first tee.
Mid-Day Regroup
For those playing multiple rounds or during a tournament day with significant gaps, the clubhouse and its amenities offer a perfect regrouping zone. The Winding Hills clubhouse often features a dining area or lounge where players can grab lunch, hydrate, or simply relax between sessions. It's also a good time to review your scorecard, discuss strategy with your group, or check on any updates regarding course conditions or schedule changes. Ensure you know the time and location for your next tee time or session, and use this period to mentally prepare for the back nine or the next stage of competition.
Wrap-Up & Departure
After completing your round, the traditional post-game activities often begin. Head back to the clubhouse to settle any outstanding payments, return rental equipment, and perhaps enjoy a final refreshment or meal. Many players find it beneficial to review their performance and discuss highlights or challenges with their playing partners. When ready to depart, allow for a few extra minutes as the parking lot can become busy immediately following the last tee times. Ensure all personal belongings are accounted for before leaving the club premises.
Things to Do
Walkable
Winding Hills Golf Club
On siteAs the primary destination, Winding Hills Golf Club itself offers an 18-hole championship golf course designed by Rees Jones. The course features challenging fairways, strategically placed bunkers, and immaculate greens, catering to golfers of all skill levels. Beyond the round, the club provides practice facilities, including a driving range and putting green. The pro shop is stocked with essential golf accessories and apparel, while the clubhouse offers dining options and a place to relax after your game. It's the central hub for all your golfing needs and a prime spot for soaking in the scenic beauty of the Hudson Valley.
Montgomery Village Park
1.5 miLocated just a short drive from the golf course, Montgomery Village Park offers a pleasant green space for relaxation and recreation. It features walking paths, picnic areas, and open fields, making it a nice spot for families or individuals seeking a bit of fresh air away from the course. While not a primary attraction for golfers, it serves as a convenient and peaceful local amenity for a brief stroll or a casual picnic lunch. The park is a testament to the community's commitment to providing accessible outdoor spaces for its residents and visitors.
5–15 Minutes Away
Wallkill River National Wildlife Refuge
6.2 miThe Wallkill River National Wildlife Refuge provides a tranquil escape into nature, offering opportunities for birdwatching, hiking, and scenic drives. Spanning over 7,000 acres, the refuge protects vital habitats for diverse wildlife, including migratory birds, deer, and other native species. Visitors can explore various trails that wind through marshes, meadows, and woodlands, enjoying the rich biodiversity of the Hudson Valley. It’s an ideal location for a pre- or post-round nature walk, offering a different kind of challenge and beauty compared to the golf course.
Orange County Farmers Museum
5.5 miFor those interested in local history and agricultural heritage, the Orange County Farmers Museum offers a glimpse into the region's past. This living history museum showcases 19th-century farming practices, with demonstrations and exhibits that bring the era to life. Visitors can explore historic buildings, interact with farm animals, and learn about the tools and techniques used by early settlers. It's a unique cultural experience that provides context to the rural landscape surrounding Winding Hills Golf Club.
Walkable
- Winding Hills Golf Club — As the primary destination, Winding Hills Golf Club itself offers an 18-hole championship golf course designed by Rees Jones. The course features challenging fairways, strategically placed bunkers, and immaculate greens, catering to golfers of all skill levels. Beyond the round, the club provides practice facilities, including a driving range and putting green. The pro shop is stocked with essential golf accessories and apparel, while the clubhouse offers dining options and a place to relax after your game. It's the central hub for all your golfing needs and a prime spot for soaking in the scenic beauty of the Hudson Valley. On site
- Montgomery Village Park — Located just a short drive from the golf course, Montgomery Village Park offers a pleasant green space for relaxation and recreation. It features walking paths, picnic areas, and open fields, making it a nice spot for families or individuals seeking a bit of fresh air away from the course. While not a primary attraction for golfers, it serves as a convenient and peaceful local amenity for a brief stroll or a casual picnic lunch. The park is a testament to the community's commitment to providing accessible outdoor spaces for its residents and visitors. 1.5 mi
5–15 Minutes Away
- Wallkill River National Wildlife Refuge — The Wallkill River National Wildlife Refuge provides a tranquil escape into nature, offering opportunities for birdwatching, hiking, and scenic drives. Spanning over 7,000 acres, the refuge protects vital habitats for diverse wildlife, including migratory birds, deer, and other native species. Visitors can explore various trails that wind through marshes, meadows, and woodlands, enjoying the rich biodiversity of the Hudson Valley. It’s an ideal location for a pre- or post-round nature walk, offering a different kind of challenge and beauty compared to the golf course. 6.2 mi
- Orange County Farmers Museum — For those interested in local history and agricultural heritage, the Orange County Farmers Museum offers a glimpse into the region's past. This living history museum showcases 19th-century farming practices, with demonstrations and exhibits that bring the era to life. Visitors can explore historic buildings, interact with farm animals, and learn about the tools and techniques used by early settlers. It's a unique cultural experience that provides context to the rural landscape surrounding Winding Hills Golf Club. 5.5 mi
Food & Drink
Inside & Adjacent
The Grille at Winding Hills
On siteThe Grille at Winding Hills is the primary dining venue located directly within the golf club. It offers a convenient and pleasant atmosphere for players to enjoy breakfast, lunch, or dinner, with views overlooking the course. The menu typically features a selection of classic American fare, including sandwiches, salads, and entrees, designed to satisfy golfers and visitors alike. It's the perfect spot for a quick bite before a round, a relaxing lunch between nines, or a celebratory meal after a successful game.
The Thruway Cafe
0.1 miLocated just a stone's throw from Winding Hills Golf Club, The Thruway Cafe offers a convenient option for casual dining. This establishment is known for its straightforward American comfort food, providing a reliable choice for a hearty meal. It's a no-frills spot that’s popular with locals and visitors looking for a quick and satisfying meal without straying far from the golf course. The proximity makes it an easy stop for a pre-game breakfast or a post-round dinner.
Nearby Gathering Spots
Cena 2000
5.2 miCena 2000 is an Italian restaurant located in nearby Newburgh, offering a more refined dining experience. Known for its traditional Italian dishes, including pasta, seafood, and meat entrees, it’s a popular choice for groups looking for a quality meal in a pleasant setting. The restaurant provides a comfortable ambiance suitable for celebrations or business dinners, making it a good option for players and their guests seeking a diverse culinary experience away from the immediate golf club environs.
The Table at the Thruway
0.1 miWhile sharing an address with The Thruway Cafe, The Table often denotes a more specific dining experience, possibly focusing on a curated menu or a slightly elevated setting within the same establishment. It aims to provide delicious, approachable cuisine in a comfortable environment. Whether you're seeking classic American dishes or local favorites, The Table offers a familiar gathering spot for post-game discussions or a relaxed evening meal. Its close proximity to Winding Hills makes it a convenient and logical choice for many visitors.
Local & Elevated Picks
Newburgh Brewing Company
5.6 miNewburgh Brewing Company is a popular craft brewery and taproom that offers a lively atmosphere and a selection of locally brewed beers. Alongside their beverages, they often serve a menu of pub-style food, including burgers, sandwiches, and appetizers. It's an excellent spot for groups looking to unwind with good company and sample regional craft beers. The brewery provides a casual and social setting, perfect for discussing the day's game or enjoying local flavors.
The Vinyl Room
6.8 miThe Vinyl Room, located in nearby Walden, offers a unique dining experience with a focus on American cuisine and a vibrant atmosphere. It's known for its creative dishes, craft cocktails, and often features live music or themed nights, adding an entertainment element to your dining. This spot is ideal for those seeking a more energetic or distinct evening out after a day on the golf course. The ambiance makes it a good choice for groups celebrating a successful tournament or looking for a memorable culinary adventure.
Inside & Adjacent
- The Grille at Winding Hills — The Grille at Winding Hills is the primary dining venue located directly within the golf club. It offers a convenient and pleasant atmosphere for players to enjoy breakfast, lunch, or dinner, with views overlooking the course. The menu typically features a selection of classic American fare, including sandwiches, salads, and entrees, designed to satisfy golfers and visitors alike. It's the perfect spot for a quick bite before a round, a relaxing lunch between nines, or a celebratory meal after a successful game. On site
- The Thruway Cafe — Located just a stone's throw from Winding Hills Golf Club, The Thruway Cafe offers a convenient option for casual dining. This establishment is known for its straightforward American comfort food, providing a reliable choice for a hearty meal. It's a no-frills spot that’s popular with locals and visitors looking for a quick and satisfying meal without straying far from the golf course. The proximity makes it an easy stop for a pre-game breakfast or a post-round dinner. 0.1 mi
Nearby Gathering Spots
- Cena 2000 — Cena 2000 is an Italian restaurant located in nearby Newburgh, offering a more refined dining experience. Known for its traditional Italian dishes, including pasta, seafood, and meat entrees, it’s a popular choice for groups looking for a quality meal in a pleasant setting. The restaurant provides a comfortable ambiance suitable for celebrations or business dinners, making it a good option for players and their guests seeking a diverse culinary experience away from the immediate golf club environs. 5.2 mi
- The Table at the Thruway — While sharing an address with The Thruway Cafe, The Table often denotes a more specific dining experience, possibly focusing on a curated menu or a slightly elevated setting within the same establishment. It aims to provide delicious, approachable cuisine in a comfortable environment. Whether you're seeking classic American dishes or local favorites, The Table offers a familiar gathering spot for post-game discussions or a relaxed evening meal. Its close proximity to Winding Hills makes it a convenient and logical choice for many visitors. 0.1 mi
Local & Elevated Picks
- Newburgh Brewing Company — Newburgh Brewing Company is a popular craft brewery and taproom that offers a lively atmosphere and a selection of locally brewed beers. Alongside their beverages, they often serve a menu of pub-style food, including burgers, sandwiches, and appetizers. It's an excellent spot for groups looking to unwind with good company and sample regional craft beers. The brewery provides a casual and social setting, perfect for discussing the day's game or enjoying local flavors. 5.6 mi
- The Vinyl Room — The Vinyl Room, located in nearby Walden, offers a unique dining experience with a focus on American cuisine and a vibrant atmosphere. It's known for its creative dishes, craft cocktails, and often features live music or themed nights, adding an entertainment element to your dining. This spot is ideal for those seeking a more energetic or distinct evening out after a day on the golf course. The ambiance makes it a good choice for groups celebrating a successful tournament or looking for a memorable culinary adventure. 6.8 mi
Local Tips
Local dining spots can be busy on Friday and Saturday nights: reservations are recommended.
The Hudson Valley experiences distinct seasonal changes: , influencing both golf conditions and the types of activities available.
Seasonal note: The Hudson Valley's seasons paint a vivid backdrop for golf at Winding Hills. Spring brings blooming landscapes and gradually warming temperatures, ideal for shaking off winter rust. Summer offers warm, long days perfect for extended play, though afternoon heat can be a factor. Fall is spectacular, with crisp air and vibrant foliage creating a picturesque setting, but also brings increased demand for tee times. Winter provides a different charm, with the course closed for play but the surrounding region offering holiday festivities and indoor pursuits. Each season presents a unique experience, from the lush greens of summer to the dramatic colors of autumn.
- Traffic on Route 17K can be heavy during peak commuting hours and on weekends, especially near event venues.
- Tee times often fill up months in advance during prime golf seasons, so book well ahead.
- Local dining spots can be busy on Friday and Saturday nights reservations are recommended.
- Consider stocking up on snacks and drinks before heading to the course, as options directly on-site may be limited between rounds.
- The Hudson Valley experiences distinct seasonal changes , influencing both golf conditions and the types of activities available.
- Seasonal note: The Hudson Valley's seasons paint a vivid backdrop for golf at Winding Hills. Spring brings blooming landscapes and gradually warming temperatures, ideal for shaking off winter rust. Summer offers warm, long days perfect for extended play, though afternoon heat can be a factor. Fall is spectacular, with crisp air and vibrant foliage creating a picturesque setting, but also brings increased demand for tee times. Winter provides a different charm, with the course closed for play but the surrounding region offering holiday festivities and indoor pursuits. Each season presents a unique experience, from the lush greens of summer to the dramatic colors of autumn.
Weather & Seasons
Winter
Winter in Montgomery is typically cold, with average high temperatures in the low 30s Fahrenheit. Snowfall is common, and courses are generally closed for play. Visitors during this time should pack heavy, insulated clothing, including waterproof outerwear, hats, and gloves, for any outdoor activities. Indoor attractions and dining become more appealing options.
Spring & early summer
Spring sees temperatures gradually rise, with highs often in the 50s and 60s Fahrenheit. Early summer continues this trend, with temperatures climbing into the 70s and 80s. Light to medium layers are recommended, as mornings can be cool but afternoons warm up considerably. Bringing a light rain jacket is advisable due to the possibility of spring showers.
Mid-summer
Mid-summer brings the warmest weather, with average highs in the upper 80s Fahrenheit, and occasionally reaching into the 90s. Humidity can be a factor, making hydration essential. Lightweight, breathable clothing, sun hats, and sunscreen are must-haves for a comfortable day on the course. Prepare for potential afternoon thunderstorms.
Fall season
Fall offers crisp, pleasant weather, with daytime highs typically in the 60s and 70s Fahrenheit. The foliage can be stunning, but temperatures can fluctuate. Layers are key, including sweaters or light jackets, especially for early morning or late afternoon rounds. The air is generally dry and comfortable, making it prime golf season.
Rain & snow
Rain is possible throughout the year, with spring and summer often seeing more frequent, though usually brief, showers. Fall tends to be drier. Winter brings the likelihood of snow. Waterproof gear, including jackets and potentially water-resistant shoes, is beneficial for playing in wet conditions, while heavy snow implies course closure and a need for winter-specific attire for any outdoor ventures.
Winter
Winter in Montgomery is typically cold, with average high temperatures in the low 30s Fahrenheit. Snowfall is common, and courses are generally closed for play. Visitors during this time should pack heavy, insulated clothing, including waterproof outerwear, hats, and gloves, for any outdoor activities. Indoor attractions and dining become more appealing options.
Spring & early summer
Spring sees temperatures gradually rise, with highs often in the 50s and 60s Fahrenheit. Early summer continues this trend, with temperatures climbing into the 70s and 80s. Light to medium layers are recommended, as mornings can be cool but afternoons warm up considerably. Bringing a light rain jacket is advisable due to the possibility of spring showers.
Mid-summer
Mid-summer brings the warmest weather, with average highs in the upper 80s Fahrenheit, and occasionally reaching into the 90s. Humidity can be a factor, making hydration essential. Lightweight, breathable clothing, sun hats, and sunscreen are must-haves for a comfortable day on the course. Prepare for potential afternoon thunderstorms.
Fall season
Fall offers crisp, pleasant weather, with daytime highs typically in the 60s and 70s Fahrenheit. The foliage can be stunning, but temperatures can fluctuate. Layers are key, including sweaters or light jackets, especially for early morning or late afternoon rounds. The air is generally dry and comfortable, making it prime golf season.
Rain & snow
Rain is possible throughout the year, with spring and summer often seeing more frequent, though usually brief, showers. Fall tends to be drier. Winter brings the likelihood of snow. Waterproof gear, including jackets and potentially water-resistant shoes, is beneficial for playing in wet conditions, while heavy snow implies course closure and a need for winter-specific attire for any outdoor ventures.
Venue Facts
Primary team
N/A (Golf Club)
Neighborhood
Rural Montgomery
Nearest airport
Stewart International Airport (SWF)
Parking
Ample, dedicated lots available
Walkable district
Limited (Clubhouse/Pro Shop)
Groceries & supplies
Nearby convenience stores and supermarkets in Walden or Newburgh.
Pharmacy
CVS in Montgomery or Walgreens in Walden.
Urgent care
Crystal Run Healthcare Urgent Care in Wallkill.
Downtime
Local diners, breweries, and scenic driving routes.
Pro tip
Book tee times and lodging well in advance, especially during peak season.
| Primary team | N/A (Golf Club) |
| Neighborhood | Rural Montgomery |
| Nearest airport | Stewart International Airport (SWF) |
| Parking | Ample, dedicated lots available |
| Walkable district | Limited (Clubhouse/Pro Shop) |
| Groceries & supplies | Nearby convenience stores and supermarkets in Walden or Newburgh. |
| Pharmacy | CVS in Montgomery or Walgreens in Walden. |
| Urgent care | Crystal Run Healthcare Urgent Care in Wallkill. |
| Downtime | Local diners, breweries, and scenic driving routes. |
| Pro tip | Book tee times and lodging well in advance, especially during peak season. |
Frequently Asked Questions
Real questions travelers ask before booking near Winding Hills Golf Club — answered with the specifics you actually need.
Questions Travelers Ask What people want to know before booking near Winding Hills Golf Club
What are the closest hotels to Winding Hills Golf Club?
The closest hotel to Winding Hills Golf Club is Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night) — a 15-minute drive. Other nearby options include Super 8 by Wyndham Montgomery Maybrook (7.37 mi, from $87/night) and Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night). Holiday Inn Express & Suites Montgomery by IHG offers free breakfast, a pool, and a fitness center. Super 8 by Wyndham Montgomery Maybrook offers free breakfast and a pool. Residence Inn by Marriott Middletown Goshen offers free breakfast, a pool, and a fitness center.
Are there upscale or luxury hotels near Winding Hills Golf Club?
Several upscale hotels are available near Winding Hills Golf Club. Hampton Inn by Hilton Middletown (12.57 mi, from $114/night), Courtyard by Marriott Middletown Goshen (12.63 mi, from $129/night), and Tru by Hilton Middletown (13.2 mi, from $109/night) all offer on-site dining, room service, and a pool.
Which hotels near Winding Hills Golf Club are great for a weekend getaway?
Several hotels near Winding Hills Golf Club are ideal for a weekend getaway. Hampton Inn by Hilton Middletown (12.57 mi, from $114/night), Courtyard by Marriott Middletown Goshen (12.63 mi, from $129/night), and Tru by Hilton Middletown (13.2 mi, from $109/night) all offer a pool and on-site dining.
Which hotels near Winding Hills Golf Club are good for families?
Several hotels near Winding Hills Golf Club are well-suited for families. Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night), Super 8 by Wyndham Montgomery Maybrook (7.37 mi, from $87/night), and Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.
Which hotels near Winding Hills Golf Club are good for team or group travel?
Several hotels near Winding Hills Golf Club accommodate team and group travel. Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night), Super 8 by Wyndham Montgomery Maybrook (7.37 mi, from $87/night), and Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night) all offer complimentary breakfast and on-site laundry. Holiday Inn Express & Suites Montgomery by IHG also has meeting space. Super 8 by Wyndham Montgomery Maybrook also has bus or oversized vehicle parking. Residence Inn by Marriott Middletown Goshen also has meeting space.
Hotel Amenities & Features Pools, breakfast, pet policies, and more
Which hotels near Winding Hills Golf Club offer free breakfast?
Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night), Super 8 by Wyndham Montgomery Maybrook (7.37 mi, from $87/night), and Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night) include complimentary breakfast.
Which hotels near Winding Hills Golf Club offer free parking?
Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night), Super 8 by Wyndham Montgomery Maybrook (7.37 mi, from $87/night), and Home2 Suites by Hilton Middletown (11.23 mi, from $218/night) offer complimentary parking.
Which hotels near Winding Hills Golf Club have a fitness center?
Holiday Inn Express & Suites Montgomery by IHG (7.27 mi, from $98/night), Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night), and Home2 Suites by Hilton Middletown (11.23 mi, from $218/night) have an on-site fitness center.
Do any hotels near Winding Hills Golf Club offer a shuttle?
Yes — Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night), Hampton Inn by Hilton Middletown (12.57 mi, from $114/night), and Tru by Hilton Middletown (13.2 mi, from $109/night) offer shuttle service.
Which hotels near Winding Hills Golf Club have EV charging?
Residence Inn by Marriott Middletown Goshen (11.08 mi, from $213/night), Hampton Inn by Hilton Middletown (12.57 mi, from $114/night), and Tru by Hilton Middletown (13.2 mi, from $109/night) have electric vehicle charging stations.
Other golf courses nearby
Also planning a multi-venue trip? Check these within 50 miles.
Ready to book near Winding Hills Golf Club?
15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.