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2026-11-12
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Family Hotels in Windham

Albergo Allegria Hotel

43 State Route 296, Windham, United States Show map

Featuring a convenient location about a 25-minute walk from Windham Mountain Resort, the 3-star Albergo Allegria Hotel Windham boasts 18 holes of golf. Located a few moments from Windham Country Club… More

From US$ 160 Book Now

Winwood Condominiums By Windham Mountain Club

5220 Ny-23, Windham, United States Show map

Located in a business neighbourhood approximately 20 minutes' walk from Windham Country Club, the comfortable Winwood Condominiums By Windham Mountain Club hotel boasts 18 holes of golf. Guests have… More

From US$ 139 Book Now

Antique Rose Inn Windham

326 State Route 296, Windham, United States Show map

The comfortable Antique Rose Inn Windham is nestled around 3 km from Windham Theatre, offering 3 rooms and featuring a picnic area and a golf course. More

From US$ 146 Book Now

Wylder Windham

19 New York 296, Windham, United States Show map

The 4-star smoke-free Wylder Windham Hotel is located in Windham, approximately a 25-minute walk from Windham Mountain Resort, and offers a heated pool. The prime location, within a few blocks of… More

From US$ 426 Book Now

Beds On Clouds

5320 State Route 23, Windham, United States Show map

Featuring an aqua park, a sundeck, and a picnic area, Beds On Clouds Bed & Breakfast Windham is located in the centre of Windham, a 9-minute walk from Windham Theatre. This bed & breakfast, the… More

From US$ 222 Book Now

Eastwind

5088 New York 23, Windham, United States Show map

Featuring spacious rooms and an à la carte restaurant, the smoke-free Eastwind Hotel Windham is about 25 minutes' walk from Windham Theatre. The comfortable hotel also provides guests with Wi-Fi… More

From US$ 381 Book Now

Hotel Vienna

107 New York 296, Windham, United States Show map

Offering a convenient location 25 minutes' walk from Windham Mountain Resort, the 4-star Hotel Vienna Windham is proud to feature 18 holes of golf. The hotel features a heated pool and Wi-Fi in… More

From US$ 168 Book Now

The Haues Windham - Spacious Suites, Gym, Mountain Views!

218 New York 296, Windham, United States Show map

Offering a sun deck and a golf course, and views of the mountain, the 5-star The Haues Windham - Spacious Suites, Gym, Mountain Views! hotel is located a 13-minute stroll from Windham Country Club. More

From US$ 193 Book Now

Georgian Garden

5159 New York 23, Windham, United States Show map

Georgian Garden Hotel Windham, located a 16-minute walk from The Windham Spa, features Wi-Fi in the rooms. There is also a private garden with a sauna and a barbeque at this guest house. More

From US$ 225 Book Now

Redwood Retreat - Minutes To Windham Mtn!

44 Quads Way, Windham, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 2-bedroom Redwood Retreat - Minutes To Windham Mtn! Villa is located around a 10-minute ride from The Windham Spa. More

From US$ 199 Book Now

Catskills Home, 5 Mins To Windham Mtn Resort!

Windham, NY, 12496, Windham, United States Show map

Staying at the 2-bedroom Catskills Home, 5 Mins To Windham Mtn Resort!, guests can visit The Windham Spa, which is nearly a 25-minute walk away. The welcoming holiday home can sleep 6 guests and… More

From US$ 156 Book Now

Condo W/ Loft: 2 Mi To Windham Mountain Ski!

Windham, Ny, 12496, Windham, United States Show map

Situated around a 20-minute walk from Carole's Gift Emporium, the 2-bedroom Condo W/ Loft: 2 Mi To Windham Mountain Ski! villa entices guests to explore various tourist attractions in the area. Up to… More

From US$ 277 Book Now

Beautiful Windham Chalet 2 Minutes To The Mountain

301 Mill St, Windham, United States Show map

4-bedroom Beautiful Windham Chalet 2 Minutes To The Mountain is located around 25 minutes' walk from Carole's Gift Emporium and welcomes its guests to enjoy badminton. The property provides a ski… More

From US$ 403 Book Now

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

Windham, United States Show map

Offering access to entertainment venues such as Windham Theatre, situated about a 25-minute stroll away, the 2-bedroom Cozy Catskill Condo - 2 Mi To Windham Mountain Ski villa can host up to 6 guests… More

From US$ 194 Book Now

High Peak Heaven: Cozy Log Cabin On 1 Acre!

Windham, Ny, 12439, Windham, United States Show map

Situated around 4 km from C D Lane Park, the welcoming High Peak Heaven: Cozy Log Cabin On 1 Acre! Windham entices guests to explore various tourist attractions in the area. The 2-bedroom and 2… More

From US$ 203 Book Now

The Perch Hotel

7604 New York 23, Windham, United States Show map

Located 4.5 km from Zoom Flume Water Park, the 3-star The Perch Hotel Windham includes 14 rooms with views of the mountain. At this comfortable hotel, guests will find a tennis court to stay active. More

From US$ 283 Book Now

The Windham A

342 Old Road, Windham, United States Show map

Offering a location 4.2 km from C D Lane Park, 1-bedroom The Windham A Villa gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this accommodation offers private… More

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Cozy Cabin

5692 Route 23, Windham, United States Show map

Cozy Cabin Windham is nestled about a 10-minute drive from Windham Mountain Resort and provides a hot tub and a sauna. More

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Velvet Timber Haus | Hottub, Sauna, Firepit, Games

61 Cambridge Heights Rd, Windham, United States Show map

The 2-bedroom Velvet Timber Haus | Hottub, Sauna, Firepit, Games Windham boasts a steam room, a hot tub, and a sauna and is 2.5 km from entertainment sites such as Windham Theatre. Hosting up to 19… More

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Black Bear Cabin

19 Goff Rd, Windham, United States Show map

Black Bear Cabin Windham offers proximity to nearby tourist spots, such as Carole's Gift Emporium, situated 20 minutes' walk away. Suitable for 12 guests, the 4-room villa boasts a heated pool with a… More

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Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town

147 Old Field Road, Windham, United States Show map

Offering guests to unwind in a Jacuzzi, Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town Windham is located a 15-minute drive from Windham Fine… More

From US$ 950 Book Now

Windham Ridge Chalet

4B French Park Drive, Windham N.Y, Catskills, U.S.A 4B, Windham, United States Show map

Situated around 25 minutes' walk from The Windham Spa, the spacious 3-bedroom Windham Ridge Chalet can host up to 5 guests in Windham. The apartment boasts access to a sunbathing terrace, a picnic… More

From US$ 473 Book Now

Grand Windham Retreat W/ Fire Pit & Game Room

138 Steinmetz Rd, Windham, United States Show map

Offering access to entertainment venues such as Windham Theatre, situated 4.2 km away, the welcoming Grand Windham Retreat W/ Fire Pit & Game Room villa can host up to 6 guests. Located around 10… More

From US$ 644 Book Now

Saltbox Lodge - Windham Home Privacy & Family Friendly

28 Mcgovern Road, Windham, United States Show map

The 4-bedroom Saltbox Lodge - Windham Home Privacy & Family Friendly is located within 3 km of Windham Vineyards and Winery, giving access to various tourist spots nearby. This Windham holiday home… More

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Custom Windham Mtn Villa W/ Pool, Theater & Views!

4 Goff Rd, Windham, United States Show map

Featuring a heated pool for guests' relaxation, the 5-bedroom Custom Windham Mtn Villa W/ Pool, Theater & Views! is located around a 20-minute stroll from Windham Fine Arts. More

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The Windham Mountain House By Avantstay

21 Larsen Drive, Windham, United States Show map

Located within 4 km of Windham Country Club, 4-bedroom The Windham Mountain House By Avantstay villa boasts an outdoor swimming pool with a hot tub. More

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Slope Views: Luxe Windham Retreat W/ Hot Tub!

Windham, NY, 12496, Windham, United States Show map

Offering a Jacuzzi, Slope Views: Luxe Windham Retreat W/ Hot Tub! Villa is located a 16-minute walk from Windham Mountain Resort. The 5-bedroom holiday home accommodates 17 guests and includes hire… More

From US$ 555 Book Now

Serendipity Lake House

40 Princess Nauvoo Rd Lodge, Windham, United States Show map

The 3-bedroom Serendipity Lake House Windham villa is located 4.7 km from Carole's Gift Emporium and welcomes its guests to enjoy hiking, cycling, and fisheries. The holiday home can host up to 16… More

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Ski, Mtnview, Pool, Hottub, Sauna, Games, Movie, Firepit

46 Cardinal Drive, Windham, United States Show map

Ski, Mtnview, Pool, Hottub, Sauna, Games, Movie, Firepit Windham villa offers proximity to nearby tourist spots, such as Windham Theatre, situated 3.6 km away. Suitable for 16 guests, the 6-bedroom… More

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Hytta - Scandinavian Mountain Retreat With Hot Tub & Private Clubhouse

720 Mill St, Windham, Ny 12496, Usa, Windham, United States Show map

With the capacity to host 10 guests, the 4-bedroom Hytta - Scandinavian Mountain Retreat With Hot Tub & Private Clubhouse Windham is located approximately 10 minutes by car from such significant… More

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