The Best Hotels Closest to Windham Country Club in Windham - 2026 Updated Prices

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Our top choices for Windham Country Club hotels

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

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

A building with a porch and outdoor seating area.

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

1. Albergo Allegria Hotel

0.2 mi from Windham Country Club

Roy

£141

includes taxes & fees

5 Oct - 6 Oct

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

A wooden covered bridge in a forested area with a paved path leading to it.

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.

2. Hotel Vienna

0.3 mi from Windham Country Club

Paul

£99

includes taxes & fees

6 Oct - 7 Oct

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

A pool table with balls and a cue stick.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

3. Jimmy OConnors Windham Mountain Inn

0.5 mi from Windham Country Club

James

£109

includes taxes & fees

5 Oct - 6 Oct

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

A bar area with wooden beams, a bar counter, and four bar stools.

A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

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

4. Eastwind Windham

0.4 mi from Windham Country Club

Sharon

£221

includes taxes & fees

7 Oct - 8 Oct

A large, multi-story house with a wrap-around porch 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 garden with blooming pink flowers and green grass.

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

5. Antique Rose Inn Windham

1 mi from Windham Country Club

David

£110

includes taxes & fees

12 Oct - 13 Oct

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.

6. The Winwood Condominiums

0.6 mi from Windham Country Club

Abdul

£103

includes taxes & fees

1 Nov - 2 Nov

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 room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

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

7. Wylder Hotel Windham

0.3 mi from Windham Country Club

Yousung

£256

includes taxes & fees

29 Oct - 30 Oct

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

A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

A large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

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

8. The Haüs Windham

0.4 mi from Windham Country Club

Erica

£256

includes taxes & fees

6 Oct - 7 Oct

9. Windham NY Escape

0.9 mi from Windham Country Club

Miguel

£409

includes taxes & fees

5 Oct - 6 Oct

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

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.

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

10. Hotel Mountain Brook

8.9 mi from Windham Country Club

Kristen

£216

includes taxes & fees

20 Oct - 21 Oct

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

A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

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

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

11. Mountain Treasure B&B

2.8 mi from Windham Country Club

Daniel

£135

includes taxes & fees

29 Oct - 30 Oct

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

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

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

A bedroom with a large window offering a view of a forested mountain.

12. Hunter Lodge, a Bluebird by Lark

7.3 mi from Windham Country Club

Shubhangi

£126

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with outdoor seating and a stone-paved patio.

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

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.

13. Kaatskill Mountain Club & Condos by Vail Resorts

6.9 mi from Windham Country Club

Ryan

£160

includes taxes & fees

1 Nov - 2 Nov

A river flowing through a forested area with rocks and autumn-colored trees.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

A wooden sign for Black Bear Lodge with a phone number.

Two white Adirondack chairs in a forest with fallen leaves.

14. Black Bear Lodge

8.4 mi from Windham Country Club

Gerald

£121

includes taxes & fees

5 Oct - 6 Oct

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

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

A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.

A bathroom with three sinks, a trash can, and a chair.

15. SunView Motel

9.3 mi from Windham Country Club

Victoria

£85

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with lounge chairs and potted plants.

A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.

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.

16. Moore's Motel

10.4 mi from Windham Country Club

Marika

£98

includes taxes & fees

6 Oct - 7 Oct

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Top Windham Country Club Hotel Reviews

The Winwood Condominiums

10/10 Excellent

"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."

Jimmy OConnors Windham Mountain Inn

10/10 Excellent

"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10/10 Excellent

"Amazing Stay"

NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham

8/10 Good

"Difficult to find at night check in. Follow the little light line at night to find the place. No cellular service available. Not enough glasses and utensils for 4 people. No facial towels or extra somewhere. No washer and dryer. I guess I should hv read it more carefully. Clean enough but would like to see the bathroom wall scrubbed down. Otherwise the location where we supposed to visit was convenient."

MIRROR CABIN IN THE FOREST WITH HOT TUB

8/10 Good

"We stayed one night in Mirror Haus 2 and really enjoyed the unique experience. The suite was very clean and set up like a small hotel room. The shower has both a rain head and a handheld sprayer, which I appreciated since I am not a big rain shower fan. The mirror design makes the space feel almost 360 degrees connected to the outdoors during the day while still private. At night, with lights on, you will want to close the curtains if changing. The surrounding property is beautiful with forest and meadow views, and our pup loved exploring and stretching her legs. We even saw deer in the morning and watched the sun rise over the mountains.The mini kitchen area has a great mini fridge with a tiny freezer section and dishes for simple meals, though there is no microwave or cooking appliances. The garbage is in a slide out cupboard that only opens once you press open the adjacent cupboard door, which is a small quirky detail to know. The bathroom mirror is hung for taller guests, but there is a full length mirror in the closet. Outlets on both sides of the bed, games, cards, and strong internet and TV were nice touches. Parking was easy even with our large pickup.The only challenge was cooling the cabin during the extreme heat and humidity, which is not the host's fault. The AC just could not keep up until evening. A few items like bottle caps and cigarette butts were left outside by previous guests. Overall, the price felt a bit high, but it is a truly unique stay and I imag"

Cozy Mtn-View Chalet < 2 Mi to Windham Slopes

10/10 Excellent

"We loved our stay here, the place has so much charm and very nice lighting throughout! The view from the deck is gorgeous and it's great for spending some time in the sun and out in nature. The hot tub was perfect size for four of us and so relaxing after a day spent traveling. The beds were comfy and the bathroom was so nice, we loved the rainfall shower head. The house is close to town and easy to get around from. We would definitely come back here again! "

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

10/10 Excellent

"Lovely home on beautiful property. Everything we needed to feel comfortable and great location adjacent Windham."

Other attractions near Windham Country Club

Windham Mountain Resort

9.0/10 (313 reviews)

Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.

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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 cafes in this relaxing area.

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Windham Vineyards and Winery

9.0/10 (15 reviews)

You can enjoy a tasting or tour at Windham Vineyards and Winery during your travels to Windham. Discover the mountain views in this relaxing area or seek out the ski slopes.

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Ashland Town Hall

Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels?

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Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and cafes in this relaxing area.

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Northern Express Ski Lift

8.0/10 (13 reviews)

You can take time to visit Northern Express Ski Lift during your travels to Hunter. Discover the mountain views while you're in the area.

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Dolans Lake

Commune with nature and explore the great outdoors at Dolans Lake during your travels in Hunter. Discover the mountain views while you're in the area.

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Zoom Flume

8.0/10 (35 reviews)

Have a fun-filled day with the family at Zoom Flume during your trip to Cornwallville. Discover the mountain views in this relaxing area.

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Frequently asked questions

What's the area like around Windham Country Club?

Windham Country Club is located in an area of Windham known for its magnificent mountain views. If you're looking for a convenient place to stay, take a look at the 71 hotels and other accommodation options you'll find within a mile.

What's the best place to stay near Windham Country Club?

Adjacent to Windham Country Club, Hotel Vienna is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. Other good options within a short distance include Wylder Hotel Windham and Eastwind Windham.

How many hotels will I be able to find near Windham Country Club?

Expedia has 71 hotels and other accommodation options within a mile from Windham Country Club.

If I need to cancel the hotel reservation for my stay near Windham Country Club, will I receive a refund?

Yes! Most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Add dates, click "Search", then filter by "fully refundable" to view the best deals available near Windham Country Club.

Search Hotels Near Windham Country Club, Windham

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Check prices for these dates

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Our top choices for Windham Country Club hotels

1. Albergo Allegria Hotel

2. Hotel Vienna

3. Jimmy OConnors Windham Mountain Inn

4. Eastwind Windham

5. Antique Rose Inn Windham

6. The Winwood Condominiums

7. Wylder Hotel Windham

8. The Haüs Windham

9. Windham NY Escape

10. Hotel Mountain Brook

11. Mountain Treasure B&B

12. Hunter Lodge, a Bluebird by Lark

13. Kaatskill Mountain Club & Condos by Vail Resorts

14. Black Bear Lodge

15. SunView Motel

16. Moore's Motel

Top Windham Country Club Hotel Reviews

The Winwood Condominiums

Jimmy OConnors Windham Mountain Inn

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham

MIRROR CABIN IN THE FOREST WITH HOT TUB

Cozy Mtn-View Chalet < 2 Mi to Windham Slopes

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

Other attractions near Windham Country Club

Windham Mountain Resort

Elm Ridge Wild Forest

Windham Vineyards and Winery

Ashland Town Hall

Ashland Park

Northern Express Ski Lift

Dolans Lake

Zoom Flume

Frequently asked questions