A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Windham 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windham 4 Star Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Windham 4-star hotels

A wooden cabin with large windows overlooking a forested area with a waterfall.
A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.
A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.
A modern living room with a grey sofa, a small round table, and a hanging light fixture.

1. Woodstock Way Hotel

Woodstock Way Hotel
Woodstock
United States
Vannetta
HK$2,433
HK$3,031 total
includes taxes & fees
20 Oct - 21 Oct
Woodstock Way Hotel
A wooden cabin with a hot tub and a snow-covered roof.
A cozy living room with a fireplace, wooden furniture, and large windows.
A modern building with a wooden door and a staircase leading to an upper level.
A bedroom with a stone wall, a bed, a bedside table with a lamp, and a view of the outdoors.

2. Scribner's Catskill Lodge, A Member Of Design Hotels

Scribner's Catskill Lodge, A Member Of Design Hotels
Hunter
United States
Shawna
Scribner's Catskill Lodge, A Member Of Design Hotels
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 wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

3. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
HK$1,758
HK$1,899 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Mountain Brook
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A bar area with wooden paneling, a central arch, and multiple liquor bottles.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

4. Shandaken Inn

Shandaken Inn
Shandaken
United States
Lianne
HK$1,116
HK$1,250 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A cozy bedroom with a wooden bed, two bedside tables with lamps, a chair, and a large window with curtains.
A window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.
A room with two beige armchairs, a wooden table, and a lamp.

5. The Hidden Inn

The Hidden Inn
South Kortright
United States
Madison
HK$1,130
HK$1,243 total
includes taxes & fees
21 Oct - 22 Oct
The Hidden Inn
A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.
A modern bedroom with a bed, a small desk, and a kitchenette area.
A wooden sign with the text "Mitchell Manor" hanging from a building.
A two-story house with a porch, a sign for 'The Herwood Inn', and a well-maintained lawn.

6. The Herwood Inn

The Herwood Inn
Woodstock
United States
Diana
The Herwood Inn
A campsite with a fire pit surrounded by chairs, set in a forest with a view of distant hills.
A modern kitchen with dark cabinetry, a built-in washer and dryer, a coffee maker, and a refrigerator.
A modern bedroom with a large window, a black sofa, a green bed, and a white wardrobe.
A modern building with a flat roof, large windows, and a wooden facade, surrounded by lush greenery and trees.

7. Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast
Bearsville
United States
Helena
Coldbrook Bed and Breakfast
A two-story house with a balcony and a stone pathway leading to the entrance.
A covered porch with a wooden deck, a door, and a sliding glass door.
A spacious living room with a fireplace, a kitchen in the background, and a dining area.
A living room with a sofa, ottoman, coffee table, and a side table with lamps. There is a kitchen area visible in the background.

8. Hunter Mountain Ski Retreat - Steps to Lift!

Hunter Mountain Ski Retreat - Steps to Lift!
Hunter
United States
Anonymous traveller
Hunter Mountain Ski Retreat - Steps to Lift!
A wooden deck with a table, chairs, and a bench.
A hallway with a wooden staircase, a wall-mounted lamp, and a door with a dark frame.
A spacious living area with a sofa, coffee table, and a staircase leading to an upper level.
A neatly arranged bedroom with a bed, bedside tables, a heater, and a wooden door.

9. Your Windham Fall and Winter Escape Awaits!

Your Windham Fall and Winter Escape Awaits!
Hensonville
United States
Christine
Your Windham Fall and Winter Escape Awaits!
A wooden deck with a stone accent wall, a door leading to a room with wooden walls, and a view of mountains in the background.
A spacious living area with a wooden ceiling, a dining table with chairs, a large sofa, and a fireplace.
Interior
Interior

10. Walk to Hunter Village! Family Ski Retreat w/ Deck

Walk to Hunter Village! Family Ski Retreat w/ Deck
Hunter
Walk to Hunter Village! Family Ski Retreat w/ Deck
A building with a front door, a window, and a porch.
A living room with a sofa, ottoman, and a coffee table. There is a kitchen area with cabinets and a microwave in the background.
A spacious living area with a staircase, a sofa, a coffee table, and a kitchen area with a refrigerator and a dining table.
A kitchen with wooden cabinets, stainless steel appliances, and a red door.

11. 1/2 Mi to Windham Mtn: Main Street Condo

1/2 Mi to Windham Mtn: Main Street Condo
Windham
Italy
Fabio
1/2 Mi to Windham Mtn: Main Street Condo
Interior
Interior
Interior
Interior

12. < 1 Mi to Hunter Mtn Skiing: Family-friendly Stay!

< 1 Mi to Hunter Mtn Skiing: Family-friendly Stay!
Hunter
< 1 Mi to Hunter Mtn Skiing: Family-friendly Stay!
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Windham.
AutoCamp Catskills

AutoCamp Catskills

882 NY-212 Saugerties NY
HK$1,127
HK$1,570 total
12 Nov - 13 Nov
includes taxes & fees
AutoCamp Catskills
Urban Cowboy Lodge

Urban Cowboy Lodge

37 Alpine Rd Big Indian NY
HK$1,489
HK$1,668 total
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (266 reviews)
Urban Cowboy Lodge
Still don't see what you're looking for?
See all properties in Windham.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Windham

Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.

See all hotels in Windham
Two skiers on a snowy slope with a valley and mountains in the background.

Top Windham Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windham?
With Expedia's filter tool, locking in a top deal on a 4-star hotel in Windham just got simpler. Start by keying in your chosen travel dates and length of your getaway. Then list the results by price and pick the option that best matches your style and budget.
  • Search for the lowest price from HK$1,570
What's the difference between 5-star and 4-star hotels in Windham?
Treat yourself to luxury living during your Windham getaway by choosing a 4-star hotel. As well as featuring upmarket surroundings, these properties are usually packed with amenities such as complimentary bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your stay an even more lavish and special one. Concierge assistance, elegant décor and gourmet dining are just the start of the superior services and conveniences you'll likely have access to.
Does Windham have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next dream getaway in Windham where just about everything is taken care of, from your room to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this much-loved destination.

Explore a world of travel with Expedia