Windham Hotels

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Our top choices for Windham hotels

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (731)
Unwind at this mountain retreat featuring an indoor pool and complimentary breakfast. Borrow free bikes to explore nearby trails or take a 5-minute drive to hit the slopes at Windham Mountain Resort. Guests rave about the helpful staff and prime location.

"Great service, nice and clean hotel."
United States
Mary
Hotel Vienna

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
Splash in the outdoor pool at this mountain getaway, just 5 minutes from Windham Mountain Resort. Enjoy refreshments at the coffee shop or bar after a day of adventure. Free WiFi and parking add convenience to your stay.

"Spotless room and great staff "
United States
Josue
The price is P10,354
P14,125 total
includes taxes & fees
Jan 3 - Jan 4
Wylder Hotel Windham

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is P11,125
P12,015 total
includes taxes & fees
Jan 4 - Jan 5
Winwood Condominiums by Windham Mountain Club

Eastwind Windham

Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (77)
Surrounded by scenic beauty, this hotel offers easy access to Windham Mountain Resort and Country Club. Enjoy relaxation with free WiFi and parking while unwinding with a drink at the welcoming bar after an adventurous day.

"I loved our stay!"
United States
Erika
Eastwind Windham

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
Ski enthusiasts will love this charming bed & breakfast, offering free perks like a daily full breakfast, WiFi, and parking. The Victorian property includes a terrace and garden, with ski passes available. Located near Windham Country Club.

"Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. "
United States
Simona
The price is P7,944
P8,580 total
includes taxes & fees
Jan 5 - Jan 6
Antique Rose Inn Windham

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
Surrounded by outdoor adventure, this charming B&B offers free WiFi and parking just 5 minutes from skiing. Hiking trails, kayaking, and mountain biking await, while the garden, terrace, and bike cleaning station welcome you back after exploring.

"Nice people and great breakfast. "
United States
Remelin
The price is P7,878
P8,509 total
includes taxes & fees
Jan 4 - Jan 5
Albergo Allegria Hotel & Breakfast Restaurant

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.6 out of 10, Excellent, (4)
Stay steps from Windham Mountain Resort with this hotel's free ski shuttle and WiFi. After hitting the slopes, unwind in the outdoor pool. Windham Country Club is nearby, and free parking adds convenience to your mountain getaway.

"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
The price is P14,738
P15,917 total
includes taxes & fees
Jan 4 - Jan 5
The Outpost by Windham Mountain Club

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.4 out of 10, Very Good, (20)
Experience the charm of this mountain retreat just minutes from Windham Mountain Resort. Enjoy complimentary WiFi and parking while exploring nearby skiing and snowboarding trails. Windham Country Club awaits after a day of alpine adventure.

"Very good"
United States
Sophia
The price is P10,325
P15,925 total
includes taxes & fees
Jan 12 - Jan 13
The Haüs Windham

Beds on Clouds

Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68)
Tranquil retreat near Windham Mountain Resort and Country Club. Enjoy rejuvenating massages and manicures after a day outdoors. Free WiFi and parking enhance your stay, with garden and terrace spaces for relaxation.

"Great spot for a weekend getaway"
United States
Bertrand
The price is P11,099
P11,986 total
includes taxes & fees
Jan 5 - Jan 6
Beds on Clouds

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (135)
Embrace alpine charm at this motel with complimentary buffet breakfast, WiFi, and parking. Just 5 minutes from Windham Mountain Resort, it offers easy access to hiking trails, vineyards, and winery attractions.

"I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly."
United States
Alexander
The price is P8,180
P8,834 total
includes taxes & fees
Jan 4 - Jan 5
Cave Mountain Motel

The Perch Hotel

The Perch Hotel
2.0 star property
Cornwallville
9.4 out of 10, Exceptional, (22)
Set in Cornwallville, this hotel provides easy access to Windham Mountain Resort, just a 15-minute drive away. Guests enjoy premium bedding, free WiFi, and complimentary parking, with Zoom Flume and Durham Center Museum nearby.

"Lovely stay"
United States
Barry
The price is P21,128
P22,818 total
includes taxes & fees
Jan 9 - Jan 10
The Perch Hotel

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (93)
This charming guesthouse offers a hot tub and complimentary bicycles, perfect for exploring nearby hiking trails. Close to The Comeau Property and Woodstock Public Library, guests enjoy free WiFi, parking, and a peaceful garden terrace in this beautiful mountain setting.

"Quaint, quirky, very environmentally conscious, fun old vinyls, and a cedar fragrant hot tub!"
United States
Dietlinde
The price is P9,839
P11,020 total
includes taxes & fees
Jan 7 - Jan 8
The Herwood Inn

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (193)
This charming hotel offers complimentary breakfast, WiFi, and parking. Outdoor enthusiasts can enjoy nearby hiking trails, kayaking, and mountain biking. The Victorian property features a garden and terrace, and sits close to Woodstock Public Library.

"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is P7,591
P8,502 total
includes taxes & fees
Jan 6 - Jan 7
Twin Gables of Woodstock

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (217)
Nestled near the train station in artistic Woodstock, this tranquil hotel offers deep-tissue massages and on-site spa services. Unwind at the bar or café after exploring nearby SweetHeart Gallery, all with free WiFi and parking.

"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very Good, (155)
Set amid Woodstock's artistic community, this charming B&B offers free breakfast and parking. Guests can enjoy outdoor tennis courts or explore nearby attractions like The Comeau Property, with kayaking and mountain biking options for adventure seekers.

"Close to village and convenient to walk around Woodstock"
United States
Richard
The price is P11,122
P12,457 total
includes taxes & fees
Jan 4 - Jan 5
Morning Glory B n B Woodstock NY

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (204)
Charming hotel along the millstream offers tranquil gardens and a welcoming terrace. Just minutes from the Woodstock Artists Association, guests enjoy complimentary WiFi and continental breakfast while exploring local galleries.

"Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!"
United States
Amber
The price is P10,534
P11,798 total
includes taxes & fees
Jan 4 - Jan 5
The Woodstock Inn on the Millstream

Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
Peaceful lodging surrounded by nature, where complimentary parking and WiFi enhance your stay. Close to Ashland Park and Bearpen Mountain State Forest, this tranquil motel offers daily housekeeping for a refreshing mountain getaway.

"A great place to stay in the Catskills at a reasonable price point. "
United States
Peter
The price is P8,768
P9,470 total
includes taxes & fees
Jan 7 - Jan 8
Black Bear Lodge

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (408)
Set near hiking trails, kayaking spots, and cross-country skiing areas, this clean motel provides refreshing comfort with a seasonal outdoor pool. The helpful staff ensures a pleasant stay while nearby Gilboa and Pratt museums offer cultural exploration.

"Very friendly staff. Room is clean."
United States
Yan
The price is P5,243
P5,768 total
includes taxes & fees
Jan 5 - Jan 6
The Colonial Motel

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
Tranquil accommodations provide a restful atmosphere at this Prattsville motel. Take a refreshing dip in the outdoor pool after exploring nearby Pratt Museum. Free WiFi and parking add value to this peaceful getaway.

"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is P7,062
P7,627 total
includes taxes & fees
Jan 9 - Jan 10
Moore's Motel

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very Good, (243)
Tucked away in the Catskills, this charming inn offers a seasonal outdoor pool and tennis courts. Just minutes from Belleayre Mountain Ski Center with free breakfast, WiFi and parking for a relaxing mountain retreat.

"Great Stay would definitely recommend "
United States
Jay
The price is P8,768
P9,821 total
includes taxes & fees
Jan 4 - Jan 5
Catskill Seasons Inn
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Stay near popular Windham attractions

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.

Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter

Top Windham Hotel Reviews

More cheap stays in Windham

Find out more about Windham

Top reasons to visit Windham

  • Thrilling Skiing: Experience exhilarating skiing at the renowned Windham Mountain Resort, perfect for winter sports enthusiasts.
  • Picturesque Hiking Trails: Explore scenic hiking trails that showcase the stunning natural beauty of the area.
  • Charming Local Towns: Stroll through nearby towns like Woodstock, famous for its vibrant arts scene and culture.
  • Wine Tasting: Visit local vineyards in the picturesque Hudson Valley, ideal for a relaxing getaway.
  • Variety of Accommodations: Choose from charming agritourism properties and comfortable hotels to suit your needs.

Find great hotels in and around Windham

Windham, New York, offers a delightful array of accommodation options, from charming agritourism properties to comfortable hotels. Whether you seek adventure, a family getaway, or a pet-friendly retreat, you'll discover the perfect place to unwind. With various choices available, including top-rated hotels and helpful reviews, planning your stay will be a breeze. Explore room rates and find the ideal lodging to enhance your Windham experience.

  • Hunter Lodge, a Bluebird by Lark: Nestled 12.9km from Windham, Hunter Lodge offers a vibrant and adventurous retreat, particularly welcoming to the LGBTQIA community. This pet-friendly property is an ideal choice for travellers seeking an active holiday, with a plethora of adventure sports available both onsite and nearby, including snowboarding, kayaking, and mountain biking. The lodge emphasizes inclusivity, making it a perfect base for those looking to explore the great outdoors with their furry companions. With amenities such as food and water bowls for pets, a warm atmosphere awaits all guests.
  • Hotel Vienna: Situated in the heart of Windham, Hotel Vienna combines a charming golf-themed experience with modern comforts, making it ideal for both business and leisure travellers. The hotel's golf facilities cater to enthusiasts, ensuring a memorable visit for those who enjoy the sport. Pet-friendly policies are in place, allowing guests to bring their pets along while also providing essential amenities like food and water bowls. Hotel Vienna is a sophisticated choice for those looking to blend work with leisure in a picturesque setting.
  • Winwood Condominiums by Windham Mountain Club: This 3-star accommodation in Windham is perfect for families and adventure seekers alike. With easy access to ski lifts and shuttle services, guests can readily immerse themselves in winter sports. Winwood Condominiums also offers a variety of recreation activities, from snow tubing to kayaking. Families will appreciate the on-site amenities designed for children, such as an arcade game room and sledding options, ensuring a fun and engaging stay for all ages. A warm and welcoming environment awaits at this family-oriented property.

Where to stay near Windham

Windham, New York, is a delightful destination for those seeking both adventure and relaxation. Experience the thrill of skiing on pristine slopes, or take a leisurely stroll through the charming nearby towns, such as Woodstock, known for its vibrant arts scene. Enjoy local vineyards in the picturesque Hudson Valley, perfect for a fall getaway surrounded by stunning scenery and friendly faces. Windham offers a unique blend of seclusion and community, making it an ideal spot for your vacation.

  • Hunter: Nestled approximately 11.3km from Windham, Hunter is a charming city renowned for its outdoor adventures, particularly skiing. With a moderately seasonal influx of tourists, the peak months from December to February are bustling with winter sports enthusiasts. Visitors can embrace an exhilarating ski experience at the various ski resorts and fields. The surrounding geography, characterised by majestic mountains, serene lakes, and picturesque waterfalls, provides ample opportunities for exploration and relaxation. Whether you're carving through fresh powder or taking in the stunning alpine views, Hunter is a delightful destination for adventure seekers.
  • Tannersville: Located about 16.1km from Windham, Tannersville is a vibrant city that attracts visitors year-round, with peak times in January and the summer months of July to August. Known for its outdoor activities, Tannersville is a gateway for skiing, hiking, and other adventures. The area is dotted with beautiful lakes, majestic mountains, and captivating waterfalls, making it a perfect spot for nature lovers. With numerous ski resorts and fields nearby, you can enjoy both thrilling sports and serene landscapes, ensuring an unforgettable experience for all who visit.
  • Hensonville: Just 3.2km from Windham, Hensonville is a quaint city that welcomes visitors with its scenic beauty and outdoor pursuits. The arrival of tourists is fairly consistent throughout the year, peaking during the summer months from June to August. Hensonville is particularly favoured for skiing and adventure sports, with easy access to ski fields and resorts. Surrounded by splendid mountains, tranquil lakes, and stunning waterfalls, Hensonville offers a refreshing escape for those seeking both excitement and relaxation in nature's embrace.

Things to do in and around Windham

Windham offers a fantastic blend of outdoor adventures and vibrant nightlife, making it an ideal destination for sports enthusiasts and those seeking relaxation. Enjoy exhilarating activities such as skiing at the renowned ski resorts, exploring scenic hiking trails, or unwinding at local bars. For a unique experience, consider visiting the Zoom Flume water park or indulging in some window shopping at charming boutiques. Windham truly caters to a variety of interests for an unforgettable holiday.

Shopping

For unique gifts, visit the Woodstock Music Shop, located 32.2km away from Windham, or Vinnie's Farm Market, which is 27.4km away and offers a vibrant public market atmosphere. If you're up for a drive, the Hudson Valley Mall, 43.5km away, features various entertainment and family-friendly options.

Recreation

Thunderhart Golf Course offers a scenic golfing experience 20.9km from Windham, surrounded by nature's beauty. The Windham Country Club provides a delightful outdoor golfing atmosphere right in town, perfect for sports enthusiasts. For ultimate relaxation, visit Copperhood Retreat & Spa, 24.1km away, where wellness and tranquillity await.

Adventure

Windham Mountain Resort offers exhilarating skiing with stunning views, perfect for adventure enthusiasts. For a splashy day, Zoom Flume Waterpark provides thrilling slides and family-friendly fun, located 11.3km away. Additionally, the Northern Express Ski Lift gives easy access to fantastic slopes, ensuring an adventurous experience in the great outdoors.

Nightlife

Experience the vibrant nightlife in Windham by visiting the Colony Theatre, located 32.2km away, offering a blend of romance and culture. For a unique artistic experience, head to Mount Tremper Arts, 29.0km from Windham, or enjoy performances at the Ulster Performing Arts Center, 46.7km away.

*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 and November, when accommodation prices are lower. Tuesdays are generally the cheapest days to book, while Fridays tend to be more expensive. Use Expedia to find eco-friendly hotels and compare rates, and remember that bundling your hotel, flights, and activities can yield significant savings. For getting around, look for public transport options or enjoy the area's natural beauty with free outdoor activities, ensuring a memorable yet budget-friendly holiday.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, sort the price filter from low to high.
  • Consider bundling your trip: You can potentially save money by combining your Windham hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Windham

Windham, New York, is a fantastic destination for those seeking adventure and outdoor activities, particularly skiing. Visitors can explore a variety of attractions, including the Windham Mountain Resort, scenic waterfalls, and the nearby national and state parks. The area is perfect for travellers looking for a blend of culture and stunning scenery, with options like the Windham Mountain Club and various local tours enhancing your experience.

  • Dolans Lake: Nestled 11.3km from Windham, Dolans Lake offers a serene escape with its charming beach and stunning scenery. Ideal for romantic strolls or family outings, the tranquil atmosphere makes it perfect for relaxation and outdoor activities.
  • Catskill State Park: Located 22.5km away, Catskill State Park is a sprawling natural wonder featuring diverse landscapes, hiking trails, and breathtaking vistas. It's an ideal spot for nature lovers and adventure seekers wanting to explore the beauty of the Catskills.
  • Mahayana Temple: Situated 25.7km from Windham, Mahayana Temple immerses visitors in rich cultural vibes. This serene temple is a peaceful haven, offering a glimpse into the spiritual heritage and traditions of the area.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

When planning your trip to Windham, New York, you can consider three major airports. Schenectady County Airport (SCH) is 66.0km away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown offering convenient access. Albany International Airport (ALB), located 61.2km away, has options such as Hotel Trilogy Albany Airport and Hilton Albany, which provide various transportation services. Lastly, Stewart International Airport (SWF) is situated 90.1km away, with hotels like Homewood Suites and The Dutchess Inn and Spa at Beacon, offering shuttle services. Each airport presents excellent opportunities for a comfortable stay during your visit.

Frequently asked questions

What's the best place to stay in Windham?
Hotel Vienna is a favorite with Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend Eastwind Windham and Wylder Hotel Windham as top choices for your trip. 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.
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 Pine Hill Community Center are also fun for kids of all ages. Find more child-friendly accommodations in Windham.
What's the best pet-friendly hotel in Windham?
Hotel Vienna is a top dog-friendly hotel, and offers an indoor pool along with free WiFi for its human guests. Two other good options for you and your pet's trip include Eastwind Windham and Wylder Hotel Windham. See more pet-friendly hotel accommodations in Windham.
What's the best golf hotel in Windham?
Hotel Vienna is a top hotel that has an adjacent golf course and features free breakfast. Another good choice is Albergo Allegria Hotel & Breakfast Restaurant if you'd like to stay near a golf course while in town. 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?
Winwood Condominiums by Windham Mountain Club 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 Antique Rose Inn Windham and The Outpost by Windham Mountain Club.
What are some accommodations with pools in Windham?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Wylder Hotel Windham and Winwood Condominiums by Windham Mountain Club 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 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. A top sight in the area is Hunter Mountain. In Windham, there are 276 hotels and other accommodations to choose from. Find out more about Windham.
What should I do while I'm visiting Windham?
Skiing is a great activity, and Windham Country Club is one place to visit. Additionally, you'll find Hunter Mountain in the area. 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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