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2026-07-05
2026-07-06
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Family Hotels in Windham

Albergo Allegria Hotel

43 State Route 296, Windham, United States Show map

Featuring a summer terrace, a picnic area, and a golf course, Albergo Allegria Hotel Windham is nestled about a 20-minute walk from the Windham Spa. The bed & breakfast also provides Wi-Fi in public… More

From US$ 160 Book Now

Winwood Condominiums By Windham Mountain Club

5220 Ny-23, Windham, United States Show map

Situated in a business neighbourhood, merely 11 minutes' walk from the Carole's Gift Emporium, the 3-star Winwood Condominiums By Windham Mountain Club hotel boasts a play area and a ping - pong… More

From US$ 139 Book Now

Antique Rose Inn Windham

326 State Route 296, Windham, United States Show map

The 3-star Antique Rose Inn Windham offers a patio, located around 3 km from the Windham Fine Arts. The hotel features a picnic area and a golf course, and the rooms overlook the garden. More

From US$ 155 Book Now

Beds On Clouds

5320 State Route 23, Windham, United States Show map

Beds On Clouds Bed & Breakfast Windham features 8 rooms and lies a 9-minute walk from Windham Theatre. This bed & breakfast entices guests with a sundeck, a patio, and a picnic area as well as views… More

From US$ 222 Book Now

Wylder Windham

19 New York 296, Windham, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the 4-star Wylder Windham Hotel is 1.5 km from the Windham Spa and approximately a 20-minute walk from the Carole's Gift Emporium. At this… More

From US$ 365 Book Now

Eastwind

5088 New York 23, Windham, United States Show map

Offering a sauna and a picnic area, the smoke-free Eastwind Hotel Windham lies in a popular area of Windham, nearly a 15-minute walk from the Windham Country Club and just 1.5 km from the Windham Spa… More

From US$ 381 Book Now

Hotel Vienna

107 New York 296, Windham, United States Show map

Featuring Wi-Fi in public areas, Hotel Vienna Windham sits 25 minutes' walk from Windham Theatre. The hotel has an indoor pool and a garden with a balcony. More

From US$ 168 Book Now

The Haues Windham - Spacious Suites, Hot Tub, Mountain Views!

218 New York 296, Windham, United States Show map

Featuring Wi-Fi in public areas, The Haues Windham - Spacious Suites, Hot Tub, Mountain Views! hotel is 13 minutes on foot from the Windham Country Club. Staying in one of the 10 rooms, guests will… More

From US$ 347 Book Now

Jimmy Oconnor'S Windham Mtn Inn

141 County Route 12 Po Box 275, Windham, United States Show map

Located merely 0.9 km from the Windham Fine Arts, Jimmy Oconnor'S Windham Mtn Inn features Wi-Fi in the rooms and parking on site. Boasting relaxing retreat options, the Windham Spa is in the… More

From US$ 165 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 Country Club, features Wi-Fi in the rooms. This hotel entices guests with parking, available on site. More

From US$ 225 Book Now

Redwood Retreat In Windham - Pool! Tennis!

44 Quads Way, Windham, United States Show map

Located around a 10-minute drive from the Windham Spa, the 2-bedroom Redwood Retreat In Windham - Pool! Tennis! villa offers a terrace with views of the garden. 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. More

From US$ 156 Book Now

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

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

Situated about a 20-minute walk from the Carole's Gift Emporium, the welcoming Condo With Loft 2 Mi To Windham Mountain Ski! villa entices guests to explore various tourist attractions in the area. More

From US$ 277 Book Now

Beautiful Windham Chalet 2 Minutes To The Mountain

301 Mill St, Windham, United States Show map

Offering a location about 25 minutes' walk from the Carole's Gift Emporium, 2-bedroom Beautiful Windham Chalet 2 Minutes To The Mountain gives access to various tourist spots in the area. More

From US$ 403 Book Now

Fantastic 2 Family Vacation Home With Ev Charger

88 Brainard Ridge Road, Windham, United States Show map

Situated just 1.8 km from the Windham Mountain Resort, Fantastic 2 Family Vacation Home With Ev Charger Windham invites guests to relax at a terrace. More

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Vacation Rental Home ~ 2 Mi To Windham Mountain!

34 Old Rd, Windham, United States Show map

Located nearly 25 minutes' walk from Windham Theatre, the 2-bedroom Vacation Rental Home About 2 Mi To Windham Mountain! provides access to various tourist attractions in the vicinity. More

From US$ 334 Book Now

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

Windham, United States Show map

To enjoy your vacation in Windham, stay at the welcoming 84 m² Cozy Catskill Condo - 2 Mi To Windham Mountain Ski, which is only 1.5 km from the Windham Spa and around a 25-minute stroll from Windham… More

From US$ 194 Book Now

High Peak Heaven: Cozy Log Cabin On 1 Acre!

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

Situated about 4 km from the 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. More

From US$ 203 Book Now

Luxury Home W/ Deck: Explore The Catskill Mtns!

205 Nauvoo Road, Windham, Ny 12496, Us, Windham, United States Show map

Offering a location nearly a 25-minute walk from the Windham Country Club, the welcoming Luxury Home With Deck Explore The Catskill Mtns! Windham gives access to various tourist spots in the area. More

From US$ 470 Book Now

Grand Windham Retreat W/ Fire Pit & Game Room

138 Steinmetz Rd, Windham, United States Show map

The welcoming Grand Windham Retreat W/ Fire Pit & Game Room villa offers proximity to nearby tourist spots, such as the Windham Mountain Resort, situated 4.5 km away. This 2-bedroom holiday home… More

From US$ 644 Book Now

The Perch Hotel

7604 New York 23, Windham, United States Show map

Featuring Wi-Fi throughout the property, The Perch Hotel Windham sits 4.5 km from the Zoom Flume Water Park. The hotel offers 14 rooms with views of the mountain. More

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The Windham A

342 Old Road, Windham, United States Show map

3-bedroom The Windham A Villa offers proximity to nearby tourist spots, such as the C D Lane Park, situated 4.2 km away. More

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Spacious Apt W/ Yard: 3 Mi To Windham Mountain

Windham, United States Show map

The welcoming Spacious Apt With Yard 3 Mi To Windham Mountain is located 2.9 km from the Windham Spa and a 10-minute drive from Windham Theatre. This apartment features Wi-Fi throughout the property. More

From US$ 279 Book Now

Black Bear Cabin

19 Goff Rd, Windham, United States Show map

Staying at Black Bear Cabin Windham, guests can easily reach the Carole's Gift Emporium, located 20 minutes' walk away. The 4-bedroom villa offers a swimming pool as well as a hot tub and a sauna to… More

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Windham Retreat W/ Private Deck & Mtn Views!

41 Townhouse Ln Unit H3, Windham, United States Show map

Situated 4.5 km from the Carole's Gift Emporium, the 2-bedroom Windham Retreat W/ Private Deck & Mtn Views! villa provides access to numerous tourist attractions in the area. More

From US$ 342 Book Now

Lux Windham Getaway - Views & Indoor Heated Pool

4 Goff Road, Windham, United States Show map

Situated around 10 minutes by car from Windham Vineyards and Winery, the 4-bedroom Lux Windham Getaway - Views & Indoor Heated Pool Villa features a patio with views of the garden. More

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Mountain Blue Vista - Hot Tub, Firepit, 10 Acres, Perfect Location!

147 Old Field Road, Windham, United States Show map

Mountain Blue Vista - Hot Tub, Firepit, 10 Acres, Perfect Location! Windham villa is located a 15-minute drive from the Windham Fine Arts and invites guests to enjoy a terrace. Offering views of the… 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

To enjoy your vacation in Windham, stay at the spacious 2-bedroom Windham Ridge Chalet, which is approximately 2 km from Windham Theatre and approximately 25 minutes' walk from the Windham Fine Arts.… More

From US$ 473 Book Now

Private Hilltop Retreat Near Windham Mountain

65 Larsen Dr, Windham, United States Show map

Situated 3.6 km from the Carole's Gift Emporium, Private Hilltop Retreat Near Windham Mountain villa entices guests to explore various tourist attractions in the area. 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. This chalet… More

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

4 Goff Rd, Windham, United States Show map

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

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The Windham Mountain House By Avantstay

21 Larsen Drive, Windham, United States Show map

Staying at The Windham Mountain House By Avantstay villa, guests can visit the Windham Country Club, which is around 4 km away. This Windham chalet offers guests a relaxing experience 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 With Hot Tub! Villa is located 16 minutes' walk from the Windham Mountain Resort. 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 the Carole's Gift Emporium and welcomes its guests to enjoy hiking, cycling, and fishing. More

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Warm And Cozy Condo With Hot Tub Near Everything In Windham -Catskills

48 Quads Way 48, Windham, United States Show map

Warm And Cozy Condo With Hot Tub Near Everything In Windham -Catskills is located 3.9 km from the C D Lane Park and a 10-minute ride from Windham Theatre. For guests seeking an active stay, this… More

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