Cottages in Windham

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Cottages in Windham

A log cabin with a deck, outdoor seating, and a view of a forest.

A cabin with a deck, large windows, and a mountain backdrop.

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

Hotel Vienna

Windham

CNY776

CNY954 total

includes taxes & fees

Sep 14 - Sep 15

A cozy wooden interior with a sofa, coffee table, and a view of a deck and greenery outside.

A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A room with a large window overlooking a balcony with a view of a hilly landscape. There are two chairs with cushions on the balcony.

Eastwind Windham

Windham

CNY1,651

CNY1,987 total

includes taxes & fees

Sep 30 - Oct 1

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

A compact living space with a kitchen, dining area, and seating.

The Winwood Condominiums

Windham

CNY1,205

CNY1,302 total

includes taxes & fees

Aug 31 - Sep 1

A wooden cabin with a door, surrounded by greenery and a stone pathway.

A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.

A bedroom with a large window, a bed, and a view of a forest.

A modern bathroom with a stone floor, wooden walls, a glass shower enclosure, and a black countertop.

The Haüs Windham

Windham

CNY628

CNY2,233 total

includes taxes & fees

Sep 1 - Sep 2

A large, two-story house with multiple porches and string lights.

A building with a porch and outdoor seating area.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

Albergo Allegria Hotel

Windham

CNY1,169

CNY1,263 total

includes taxes & fees

Aug 31 - Sep 1

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A bar with various liquor bottles, framed pictures, and memorabilia.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

Jimmy OConnors Windham Mountain Inn

Windham

CNY999

CNY1,079 total

includes taxes & fees

Aug 31 - Sep 1

A two-story house with a wrap-around porch, a steeply pitched roof, and a small tower-like structure on the roof.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A garden with blooming pink flowers and green grass.

Antique Rose Inn Windham

Windham

CNY908

CNY981 total

includes taxes & fees

Sep 1 - Sep 2

A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

Wylder Hotel Windham

Windham

CNY1,539

CNY1,999 total

includes taxes & fees

Aug 31 - Sep 1

An outdoor patio with a wooden deck, a stone table, and a yellow umbrella.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

Hunter Lodge, a Bluebird by Lark

Hunter

CNY852

CNY1,066 total

includes taxes & fees

Sep 10 - Sep 11

A vintage car parked in front of a house surrounded by trees.

A park with Adirondack chairs and a table, surrounded by trees.

A lamp post in a grassy area with autumn foliage in the background.

A dining table set with breakfast items, a red mug, and a glass of orange juice.

Mountain Treasure B&B

Maplecrest

CNY983

CNY1,062 total

includes taxes & fees

Aug 31 - Sep 1

A two-story building with a porch, a balcony, and a small front yard.

A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.

A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.

The Perch Hotel

East Windham

CNY1,092

CNY1,180 total

includes taxes & fees

Sep 3 - Sep 4

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

A covered porch with outdoor seating, a staircase, and potted plants.

A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".

The Colonial Motel

Grand Gorge

CNY600

CNY660 total

includes taxes & fees

Aug 31 - Sep 1

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

Hotel Mountain Brook

Tannersville

CNY1,178

CNY1,272 total

includes taxes & fees

Sep 7 - Sep 8

A two-story cabin with a front porch, a chimney, and a deck with outdoor seating.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

CNY1,263

CNY1,504 total

includes taxes & fees

Sep 30 - Oct 1

A wooden sign for Black Bea Lodge with a green roof building in the background.

A dining area with a wooden table and a single green chair.

Two white Adirondack chairs in a forest with fallen leaves.

Black Bear Lodge

Prattsville

CNY1,003

CNY1,083 total

includes taxes & fees

Aug 31 - Sep 1

A two-story building with a large front porch, a chimney, and a balcony.

A two-story motel with a central staircase, balconies, and a grassy front yard.

A hotel room with two beds, a desk, a chair, and a TV on a stand.

A swimming pool with lounge chairs and potted plants.

Moore's Motel

Prattsville

CNY807

CNY872 total

includes taxes & fees

Sep 1 - Sep 2

A two-story building with a balcony, a porch with a swing, and a small front yard.

A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

A large tree in a grassy area with a small white building in the background.

SunView Motel

Tannersville

CNY889

CNY960 total

includes taxes & fees

Sep 1 - Sep 2

A cabin with a picnic table and chairs in a forest.

A black RV with a wooden deck, steps leading to a door, and a sign reading "MIRL".

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

CNY1,083

CNY1,461 total

includes taxes & fees

Sep 28 - Sep 29

A modern house with a sloped roof, large windows, and a well-maintained lawn.

A modern house with a large garage and a vintage camper parked in the driveway.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

AutoCamp Catskills

Saugerties

CNY967

CNY1,346 total

includes taxes & fees

Sep 24 - Sep 25

A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.

A covered porch with a red floor, potted plants, and red umbrellas.

A pathway lined with trees and illuminated string lights, leading to a building with a visible entrance.

A dining area with wooden furniture, a stained glass window, and a cabinet with glass doors.

Fairlawn Inn

Hunter

CNY1,743

CNY1,882 total

includes taxes & fees

Sep 20 - Sep 21

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Top landmarks in Windham

Windham Mountain Resort

9.0/10 (313 reviews)

Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.

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Windham Country Club

8.4/10 (20 reviews)

You might want to practice your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.

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Windham Vineyards and Winery

9.0/10 (15 reviews)

Travelers might want a tour of Windham Vineyards and Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Windham.

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Elm Ridge Wild Forest

Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay.

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Huntersfield State Forest

Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay.

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Ashland Park

Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay.

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Learn more about Windham

Tucked into the Catskills, this mountain hamlet transforms with the seasons. Carve fresh powder at Windham Mountain Resort in winter, where the slopes welcome skiers of all abilities. Summer brings hikers to scenic trails throughout Catskill State Park, with panoramic vistas worth every uphill step. The Windham Country Club offers 18 challenging holes for golfers seeking mountain backdrops with their birdies. After outdoor adventures, explore the quaint downtown where coffeehouses serve perfect post-adventure refreshments. Wine enthusiasts can sample local vintages at Windham Vineyards and Winery. For additional outdoor pursuits, nearby Hunter Mountain provides more terrain to explore, while Huntersfield State Forest offers quieter woodland escapes away from the resort crowds.

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A wooden covered bridge in a forest with autumn foliage.

Find out more about Windham

Windham is a relaxing city where you can spend time checking out its coffee shops. If you're visiting during colder months, enjoy activities such as skiing during your stay. Plan a fun excursion to Windham Country Club and Windham Vineyards and Winery while here. There's plenty more to see, including sights like Windham Mountain Resort and Catskill State Park.

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