Windham Windham Country Club Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Windham Country Club hotels

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

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.

A building with a porch and outdoor seating area.

1. Albergo Allegria Hotel

0.4 km from Windham Country Club

Roy

HK$1,364

HK$1,473 total

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

A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

2. Hotel Vienna

0.5 km from Windham Country Club

Paul

HK$825

HK$1,027 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

3. Jimmy OConnors Windham Mountain Inn

0.7 km from Windham Country Club

Robin

HK$1,049

HK$1,133 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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 wooden cabin with a balcony, surrounded by snow-covered trees.

4. Eastwind Windham

0.6 km from Windham Country Club

Sharon

HK$1,971

HK$2,367 total

includes taxes & fees

5 Oct - 6 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 wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

A garden with blooming pink flowers and green grass.

5. Antique Rose Inn Windham

1.6 km from Windham Country Club

David

HK$1,059

HK$1,144 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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 view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

6. The Winwood Condominiums

1 km from Windham Country Club

Abdul

HK$1,171

HK$1,265 total

includes taxes & fees

5 Oct - 6 Oct

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

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

A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

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

7. Wylder Hotel Windham

0.5 km from Windham Country Club

Yousung

HK$2,101

HK$2,662 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

8. The Haüs Windham

0.7 km from Windham Country Club

Erica

HK$970

HK$2,224 total

includes taxes & fees

7 Oct - 8 Oct

9. Windham NY Escape

1.5 km from Windham Country Club

Miguel

HK$3,367

HK$4,256 total

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-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

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.

10. Hotel Mountain Brook

14.4 km from Windham Country Club

Kristen

HK$2,072

HK$2,237 total

includes taxes & fees

20 Oct - 21 Oct

A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

A wooden interior with a staircase, a wooden desk with a lamp, and a vase with flowers.

A wooden deck with a fire pit surrounded by Adirondack chairs.

A wooden room with a bed, a window with curtains, a nightstand with a lamp, and a vase with flowers.

11. Deer Mountain Inn

13.1 km from Windham Country Club

Julia

HK$3,108

HK$3,568 total

includes taxes & fees

27 Oct - 28 Oct

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.

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

12. Mountain Treasure B&B

4.5 km from Windham Country Club

Daniel

HK$1,303

HK$1,407 total

includes taxes & fees

20 Oct - 21 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.

13. Hunter Lodge, a Bluebird by Lark

11.7 km from Windham Country Club

Shubhangi

HK$1,087

HK$1,344 total

includes taxes & fees

26 Oct - 27 Oct

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 multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

14. Kaatskill Mountain Club & Condos by Vail Resorts

11.1 km from Windham Country Club

Ryan

HK$1,573

HK$1,873 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

15. Black Bear Lodge

13.5 km from Windham Country Club

Gerald

HK$1,169

HK$1,263 total

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

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

16. SunView Motel

14.9 km from Windham Country Club

Victoria

HK$818

HK$884 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and potted plants.

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

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

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

17. Moore's Motel

16.7 km from Windham Country Club

Marika

HK$942

HK$1,017 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Top Windham Country Club Hotel Reviews

Jimmy OConnors Windham Mountain Inn

8/10 Good

"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."

The Haüs Windham

10/10 Excellent

"Fantastic definitely a wonderful escape"

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."

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

10/10 Excellent

"We had a wonderful stay at this house. It was a beautiful house and was very comfortable for our group, which was 7 people. We thoroughly enjoyed sitting outside on the large wrap around porch looking at the views of the mountain. The fireplace on the deck was perfect for keeping us warm while we hung out on the deck. A couple of us also enjoyed the hot tub, which was very clean. We had 1 minor issue and Chris responded to my email immediately and it was resolved very quickly. We will definitely be looking to rent this home again next year!"

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"

'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."

Windham NY Escape

10/10 Excellent

"The best "

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.

Windham Windham Country Club Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Star rating

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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. Deer Mountain Inn

12. Mountain Treasure B&B

13. Hunter Lodge, a Bluebird by Lark

14. Kaatskill Mountain Club & Condos by Vail Resorts

15. Black Bear Lodge

16. SunView Motel

17. Moore's Motel

Top Windham Country Club Hotel Reviews

Jimmy OConnors Windham Mountain Inn

The Haüs Windham

The Winwood Condominiums

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

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

Windham NY Escape

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