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Our top choices for Windham hotels

1. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
NT$5,663
NT$6,116 total
includes taxes & fees
Aug 31 - Sep 1
The Winwood Condominiums

2. Hotel Vienna

Hotel Vienna
Windham
United States
mordechai
NT$3,653
NT$4,493 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Vienna

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Shardei
NT$6,980
NT$9,123 total
includes taxes & fees
Aug 30 - Aug 31
Wylder Hotel Windham

4. Eastwind Windham

Eastwind Windham
Windham
United States
Claire
NT$6,043
NT$7,423 total
includes taxes & fees
Aug 30 - Aug 31
Eastwind Windham

5. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Amy
NT$4,695
NT$5,071 total
includes taxes & fees
Aug 30 - Aug 31
Jimmy OConnors Windham Mountain Inn

6. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
NT$5,494
NT$5,933 total
includes taxes & fees
Sep 1 - Sep 2
Albergo Allegria Hotel

7. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
NT$4,269
NT$4,610 total
includes taxes & fees
Sep 1 - Sep 2
Antique Rose Inn Windham

8. The Haüs Windham

The Haüs Windham
Windham
United States
Raven Jane
NT$3,106
NT$10,658 total
includes taxes & fees
Sep 1 - Sep 2
The Haüs Windham

9. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
sarah
NT$4,015
NT$5,020 total
includes taxes & fees
Sep 8 - Sep 9
Hunter Lodge, a Bluebird by Lark

10. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
Daniel
NT$4,619
NT$4,988 total
includes taxes & fees
Sep 2 - Sep 3
Mountain Treasure B&B

11. The Perch Hotel

The Perch Hotel
East Windham
United States
Jason
NT$5,146
NT$5,557 total
includes taxes & fees
Sep 3 - Sep 4
The Perch Hotel

12. Windham NY Escape

Windham NY Escape
Hensonville
United States
Miguel
NT$13,565
NT$17,148 total
includes taxes & fees
Aug 30 - Aug 31
Windham NY Escape

13. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Qiang
NT$5,674
NT$6,128 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Mountain Brook

14. Black Bear Lodge

Black Bear Lodge
Prattsville
United States
Gerald
NT$4,711
NT$5,088 total
includes taxes & fees
Sep 1 - Sep 2
Black Bear Lodge

15. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United States
jason
NT$5,936
NT$7,069 total
includes taxes & fees
Sep 28 - Sep 29
Kaatskill Mountain Club & Condos by Vail Resorts

16. SunView Motel

SunView Motel
Tannersville
United States
Arnold
NT$4,175
NT$4,509 total
includes taxes & fees
Sep 9 - Sep 10
SunView Motel

17. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Juerg
NT$2,817
NT$3,099 total
includes taxes & fees
Aug 31 - Sep 1
The Colonial Motel

18. Moore's Motel

Moore's Motel
Prattsville
United States
Dylan
NT$3,794
NT$4,098 total
includes taxes & fees
Sep 2 - Sep 3
Moore's Motel

19. Deer Mountain Inn

Deer Mountain Inn
Haines Falls
United States
Kylene
NT$12,521
NT$14,377 total
includes taxes & fees
Aug 31 - Sep 1
Deer Mountain Inn

20. Red Ranch Motel

Red Ranch Motel
Catskill
United States
Efrain
NT$4,064
NT$4,389 total
includes taxes & fees
Sep 2 - Sep 3
Red Ranch Motel
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Stay near popular Windham attractions

Windham Mountain Resort

9.0/10 (313 reviews)
This four-season Catskills resort offers 54 trails across 285 skiable acres for all ability levels. Experience winter's pristine slopes or summer's mountain biking and golf on the championship course.
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Windham Country Club

8.4/10 (20 reviews)
Nestled in the Great Northern Catskills, Windham Country Club features an 18-hole course with mountain views and stream-side fairways. After your round, unwind at Mulligan's Pub with panoramic vistas of the peaks.
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Windham Vineyards and Winery

9.0/10 (15 reviews)
Nestled in the Catskills, The Vineyard at Windham offers tastings from New York's finest wine regions. Savor diverse selections on their outdoor terrace while taking in spectacular Windham Mountain views.
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Elm Ridge Wild Forest

Commune with nature and explore the great outdoors at Elm Ridge Wild Forest during your travels in Windham. Discover the mountain views and coffeehouses in this relaxing area.
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Huntersfield State Forest

This serene 1,300-acre forest offers a mix of evergreen plantations and northern hardwood trees. Hike the designated trail to the summit lean-to for panoramic views of the majestic Catskill Mountains.
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Ashland Park

This serene community park offers peaceful green spaces perfect for picnics and casual strolls. Enjoy a quiet retreat in nature, where locals gather for leisure activities away from the bustle of everyday life.
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Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

See all hotels in Windham
A wooden covered bridge in a forest with autumn foliage.

Top Windham Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Our stay was amazing. Staff were so friendly, we’re definitely coming back. Highly recommended, something different from a traditional hotels."
Raquel 1-night trip
Posted 6 hours ago
AutoCamp Catskills
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Wonderful hotel, on a beautiful property! I had a relaxing time here & would definitely book again! They offer a complimentary continental breakfast, and for all other meals I had a great time exploring near by restaurants. The pool was clean, the sauna was sooo relaxing… I had a beautiful experience."
Stephanie 3-night trip
Posted 6 hours ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"good facility"
Andrea 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
The Graham & Co.

The Graham & Co.

10/10 Excellent
"Wonderful Stay"
Daniel 2-night trip
Posted 3 days ago
The Graham & Co.
The Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Clean room with nice couch plus kitchenette. Enjoyed setting on patio. Great location, easy walk into town with several restaurants."
Robert 2-night trip
Posted 5 days ago
The Winwood Condominiums
Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Best place I’ve stayed in a long time- gorgeous setting in the trees yet just up the street from everything!! Easy in and out- felt private, clean and serene!"
Suzanne 1-night trip
Posted 5 days ago
Woodstock Way Hotel
Cave Mountain Motel

Cave Mountain Motel

10/10 Excellent
"Very nostalgic and quaint Catskills motel. Very clean. Old style furniture was in excellent condition. Did not hear any noise from the adjoining rooms. Enjoyed the porch with chairs in the evenings. 2 miles from downtown Windham which had at least a half dozen restaurant/bars, a brewery, and other eating establishments (Subway,pizza, etc.)"
vance 3-night trip
Posted 9 days ago
Cave Mountain Motel
Eastwind Windham

Eastwind Windham

10/10 Excellent
"The staff was friendly and the room was clean and comfortable. Would love to come back again!"
Claire 1-night trip
Posted 11 days ago
Eastwind Windham
Emerson Resort & Spa

Emerson Resort & Spa

8/10 Good
"The Emerson is a great resort/spa. Our room was just beautiful, clean , and comfortable. However, you will need to plan your stay well before you arrive since spa treatments book up quickly. My stay was spur of the moment so there was no availability, not even for a pedicure. Also be advised that there is no cell service (didn’t matter to me) but there is WiFi. I was aware that the restaurant was closed on the days of my stay so I can’t comment on the food. Even though this is a nice place, I don’t think I’ll be staying here again."
Justine 1-night trip
Posted 12 days ago
Emerson Resort & Spa

More cheap stays in Windham

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

12600 Rt 9W West Coxsackie NY
NT$2,826
NT$3,052 total
Sep 27 - Sep 28
includes taxes & fees
8.2/10 Very Good! (178 reviews)
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY
NT$3,867
NT$4,331 total
Aug 31 - Sep 1
includes taxes & fees
Howard Johnson by Wyndham Saugerties
Red Ranch Motel

Red Ranch Motel

4555 Route 32 Catskill NY
NT$4,064
NT$4,389 total
Sep 2 - Sep 3
includes taxes & fees
Red Ranch Motel
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2777 ROUTE 32 Saugerties NY
NT$4,142
NT$4,639 total
Sep 27 - Sep 28
includes taxes & fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY
NT$5,091
NT$6,864 total
Sep 28 - Sep 29
includes taxes & fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY
NT$5,936
NT$7,069 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (417 reviews)
Kaatskill Mountain Club & Condos by Vail Resorts

Hotels in Windham with star-rating

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing: Windham is a prime destination for skiing enthusiasts, featuring renowned resorts like Windham Mountain Resort.
  • Outdoor Adventures: Visitors can enjoy winter hiking and explore scenic waterfalls and state parks throughout the area.
  • Charming Accommodations: Windham offers a variety of lodging options, from boutique hotels to family-friendly stays.
  • Vibrant Local Culture: Experience live music events and vineyard tours that showcase the region's rich culture.
  • Picturesque Scenery: Enjoy stunning landscapes and charming neighborhoods, perfect for relaxation and outdoor exploration.

Find great hotels in and around Windham

Discover the charming hotel options in Windham, New York, where adventure meets relaxation. From boutique hotels like Albergo Allegria to luxurious accommodations, there's something for everyone, including family-friendly and pet-friendly options. Whether you're seeking thrilling outdoor activities or a serene getaway, Windham's hotels provide a welcoming atmosphere. Explore guest reviews to find the perfect stay that suits your needs and enjoy a memorable vacation experience in this beautiful destination.

  • Hunter Lodge, a Bluebird by Lark: Nestled 13km from Windham, Hunter Lodge, a Bluebird by Lark is a budget-friendly accommodation with a guest rating of 9.2 out of 10. This lodge embraces an adventurous spirit, catering especially to outdoor enthusiasts and pet owners. Guests can partake in a variety of activities including kayaking, snowboarding, and mountain biking available nearby. The property permits dogs, ensuring furry companions can enjoy the adventure too. Amenities such as food and water bowls for pets further enhance the experience for animal lovers.
  • Hotel Vienna: Located in the heart of Windham, Hotel Vienna boasts a high guest rating of 9.4 out of 10, making it an excellent choice for budget-conscious travelers. This hotel emphasizes a golf-themed experience, appealing to both leisure and business travelers looking to unwind. Visitors can enjoy a range of adventure sports, including kayaking and cross-country skiing, in close proximity. The inviting atmosphere and dedicated services make it an ideal retreat for those eager to combine relaxation with recreation.
  • Hotel Mountain Brook: Just 16km from Windham, Hotel Mountain Brook is a distinguished 4-star accommodation with an impressive guest rating of 9.8 out of 10. This property is known for its pet-friendly policies and adventure-centric amenities, including options for downhill skiing and hiking. The serene environment and luxurious touches ensure a comfortable stay. With pets allowed and waived fees for service animals, travelers can enjoy both outdoor adventures and the warmth of home, making it a standout option for a memorable getaway.

Where to stay in and around Windham

Windham, New York, is the perfect weekend getaway for adventure seekers and relaxation enthusiasts alike. With its stunning scenery and friendly atmosphere, you can enjoy skiing in the winter and explore secluded trails in warmer months. Nearby, charming neighborhoods offer picturesque views and a family-friendly vibe, making it easy to unwind and connect with nature. Experience the best of both adventure and tranquility in this beautiful region.

  • Hunter: Nestled about 11km from Windham, Hunter is a vibrant city that draws visitors year-round, particularly during the winter months from December to February when ski enthusiasts flock to its renowned ski resorts. The area is a haven for adventure and sports lovers, offering exhilarating skiing experiences on its picturesque mountains. In addition to its ski fields, Hunter is surrounded by stunning natural landmarks, including serene lakes and cascading waterfalls, making it an ideal spot for outdoor enthusiasts. Whether you're hitting the slopes or enjoying breathtaking views, Hunter promises an unforgettable travel experience.
  • Hensonville: Located a mere 3km from Windham, Hensonville offers a charming escape for travelers seeking adventure and outdoor fun. The city sees a peak in visitors during the warmer months, particularly from June to August, making it a popular summer destination. Hensonville is well-known for its ski resorts and fields, attracting winter sports aficionados, while its scenic urban parks provide a peaceful retreat for relaxation and recreation. With close proximity to beautiful mountains and lakes, Hensonville is a fantastic choice for those looking to explore nature while enjoying a variety of activities.
  • East Windham: Situated directly in the Windham area, East Windham is a quaint village that welcomes visitors throughout the year, with peak travel times in July, August, and October. This charming destination is perfect for outdoor enthusiasts, offering access to ski resorts and fields for winter sports. Surrounded by stunning highlands and tranquil lakes, East Windham provides a picturesque backdrop for a range of adventures, from skiing to hiking. Whether you're seeking thrills or a relaxing getaway, East Windham offers an inviting atmosphere for everyone.

Things to do in Windham

Shopping

In Windham, visit local shops for unique gifts and souvenirs, featuring handcrafted items and regional specialties. If you're up for a drive, check out the Hudson Valley Mall, located about 40km away, where you can find a variety of national retailers and dining options.

Recreation

Adventure

Explore the scenic trails at Windham Mountain for hiking and mountain biking, offering stunning views of the Catskills. In winter, enjoy skiing and snowboarding on various slopes. For a thrilling experience, try zip-lining through the treetops at the nearby adventure park.

Nightlife

Explore the nightlife at the Windham Mountain Resort, where you can unwind at the lively après-ski bars. For a more intimate setting, check out the local taverns offering craft beers and occasional live music, creating a cozy atmosphere to relax after a day of adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windham

To save money on your trip to Windham, consider visiting during the off-peak months of March to April or November, when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Fridays are pricier. Use Expedia to customize your hotel search and take advantage of package deals that combine flights and activities for additional savings. Look for free activities in the area to enhance your experience without breaking the bank. By planning ahead and being flexible with your travel dates, you can enjoy a budget-friendly vacation in Windham.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windham are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windham is Tuesday. The most expensive day to stay in Windham is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your preferences, such as your budget, desired location, and the type of hotel you want. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Windham hotel reservation with flights and activities through an Expedia package deal.

Find the best attractions near Windham

Windham, New York, is perfect for ski and adventure enthusiasts, offering attractions like Windham Mountain Club and Windham Mountain Resort. Visitors can explore beautiful local points of interest, including scenic waterfalls and state parks, catering to those seeking outdoor adventures and cultural experiences. Whether you’re hitting the slopes or enjoying the stunning landscapes, Windham promises an unforgettable vacation.

  • Kaaterskill Falls: Experience the breathtaking beauty of Kaaterskill Falls, a stunning two-tiered waterfall that cascades 260 feet. Nestled in the scenic Catskills, it offers a romantic setting and adventurous hiking trails that lead to spectacular views. Perfect for outdoor enthusiasts and photographers alike.
  • Catskill State Park: Explore the vast landscapes of Catskill State Park, where over 700,000 acres of natural beauty await. With numerous trails, fishing spots, and picnic areas, this park is ideal for immersing yourself in nature, enjoying outdoor activities, and discovering local wildlife.
  • Mountain Top Arboretum: Visit the Mountain Top Arboretum, a serene 120-acre space showcasing diverse plant collections and beautiful gardens. Perfect for families, it offers educational programs and peaceful walking paths, making it a delightful place to connect with nature and learn about local flora.

Best time to go to Windham

The best time to visit Windham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windham falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Windham falls in January, visitor numbers are slightly high and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.1°F (-5.5°C)Light RainMostly CloudySlightly HighAverage
February24.1°F (-4.4°C)Light RainMostly CloudySlightly HighAverage
March31.6°F (-0.2°C)Light RainMostly CloudyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageSlightly Low
May55.6°F (13.1°C)Light RainMostly SunnySlightly LowAverage
June63.0°F (17.2°C)Light RainMostly SunnySlightly LowAverage
July68.7°F (20.4°C)Light RainMostly SunnyAverageSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
September59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
October48.9°F (9.4°C)Light RainMostly SunnySlightly LowSlightly High
November36.7°F (2.6°C)Light RainMostly SunnyAverageSlightly Low
December28.8°F (-1.8°C)Light RainMostly CloudySlightly HighAverage

The nearest major airports for your trip to Windham

Traveling to Windham, New York, is convenient with several major airports nearby. ALBany International Airport (ALB) is only 61km away, with notable hotels such as The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 13km from the airport. Bradley International Airport (BDL) in Hartford, CT, is 135km from Windham, featuring hotels like DoubleTree by Hilton Hartford - Bradley Airport, located just 2km from the airport. Westchester County Airport (HPN) is 145km away, with excellent accommodations like The Opus Westchester, just 6km from the airport, offering various transportation services.

Frequently asked questions

What's the best place to stay in Windham?
Based on our traveler data, Wylder Hotel Windham is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good choices for your visit include Hotel Vienna and Eastwind Windham. See all available top hotels, or vacation rentals in Windham.
If I need to cancel my hotel reservation in Windham, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Windham.
Where can I learn more about changing or cancelling my trip to Windham?
For more details about rescheduling or cancelling your trip to Windham, go to https://www.expedia.com/service/.
What's the best accommodation for families in Windham?
Wylder Hotel Windham is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Attractions in the area like Zoom Flume and Empire State Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Windham.
What's the best pet-friendly hotel in Windham?
Eastwind Windham is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Two other good options for you and your pet's trip include Hotel Vienna and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best place to stay close to Windham Mountain Resort?
Winwood Inn & Condominiums is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and free parking. It's located 1.5 mi (2.5 km) from Windham Mountain Resort.
What about the best place to stay close to Windham Vineyards and Winery?
One of the top choices for your stay is Cave Mountain Motel, located 2.4 mi (3.8 km) from Windham Vineyards and Winery, and this property offers free breakfast and free parking.
What's the best golf hotel in Windham?
Eastwind Windham is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Hotel Vienna and Albergo Allegria Hotel. You can tee off at Windham Country Club during your trip. See more golf hotels in Windham.
What's the best place to stay to stay near the slopes in Windham?
The Winwood Condominiums is a top hotel for a winter getaway, and features a free ski shuttle and free WiFi. This hotel is adjacent to Windham Mountain Resort. Other good options for your winter getaway include Jimmy OConnors Windham Mountain Inn and Antique Rose Inn Windham. See all ski hotels in Windham.
What are some accommodations with pools in Windham?
Wylder Hotel Windham: Hotel located near Windham Mountain Resort. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Hotel Vienna and The Winwood Condominiums are two additional hotels that feature an onsite pool. View all hotels with pools in Windham.
What is the best spa hotel in Windham?
Mountainside by Windham Mountain Club is a highly recommended spa hotel with an outdoor pool. Spend an afternoon at The Spa where you'll find Swedish massages, deep-tissue massages, and hot stone massages and more. See all spa hotels in Windham.
What's the best hotel for staying near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What is staying in Windham like?
Visitors to Windham are sure to enjoy the ski areas, mountain views, and coffeehouses. Tourists can also enjoy the city's breweries, golf courses, and wineries. In Windham, there are 268 hotels and other accommodations to choose from. Find out more about Windham.
What should I do while I'm visiting Windham?
The picturesque setting of Elm Ridge Wild Forest and Ashland Park exemplify the area's natural beauty. Skiing is a great activity, and Windham Country Club is one place to visit. A couple of additional sights to add to your agenda are Windham Mountain Resort and Catskill State Park. Check out what more to see and do in Expedia's Windham guide.
What's the weather like in Windham?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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