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

4 Stars Hotels in Windham, New York from CA $225

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Check availability on Windham 4 Star Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Windham 4-star hotels

A wooden cabin with large windows overlooking a forested area with a waterfall.
A modern bedroom with a wooden bed, a desk, and large windows.
A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.
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
CA $465
CA $576 total
includes taxes & fees
Nov 9 - Nov 10
Woodstock Way Hotel
A wooden cabin with a hot tub and a snow-covered roof.
A bedroom with a stone wall, a bed, a bedside table with a lamp, and a view of the outdoors.
A modern building with a wooden door and a staircase leading to an upper level.
A pool area with lounge chairs and umbrellas, surrounded by a wooden deck and a view of a mountain.

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

3. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
CA $347
CA $375 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Mountain Brook
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
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.
A bar area with wooden paneling, a central arch, and multiple liquor bottles.

4. Shandaken Inn

Shandaken Inn
Shandaken
United States
Karina
CA $202
CA $227 total
includes taxes & fees
Oct 28 - Oct 29
Shandaken Inn
A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.
A room with two beige armchairs, a wooden table, and a lamp.
A room with a brown leather sofa with patterned cushions, a tall floor lamp, and a white air conditioning unit mounted on the wall.
A window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.

5. The Hidden Inn

The Hidden Inn
South Kortright
United States
Madison
CA $205
CA $225 total
includes taxes & fees
Oct 21 - Oct 22
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
CA $416
CA $466 total
includes taxes & fees
Oct 22 - Oct 23
The Herwood Inn
A campsite with a fire pit surrounded by chairs, set in a forest with a view of distant hills.
A modern bedroom with a large window, a black sofa, a green bed, and a white wardrobe.
A kitchen shelf with a toaster oven, jars of snacks, and a blender.
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 modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with a sofa and lamp.
A living room with a sofa, ottoman, coffee table, and a side table with lamps. There is a kitchen area visible in the background.
A spacious living room with a fireplace, a kitchen in the background, and a dining area.

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 cozy living room with a fireplace, a sofa, a coffee table, and a television.
A neatly arranged bedroom with a bed, bedside tables, a heater, and a wooden door.
A spacious living area with a sofa, coffee table, and a staircase leading to an upper level.

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 kitchen with wooden cabinets, stainless steel appliances, and a red door.
A spacious living area with a staircase, a sofa, a coffee table, and a kitchen area with a refrigerator and a dining table.

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
A spacious living area with a wooden staircase, a dining area, and a kitchen.
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!
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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
CA $181
CA $258 total
Nov 4 - Nov 5
includes taxes & fees
9/10 Wonderful! (582 reviews)
AutoCamp Catskills
Urban Cowboy Lodge

Urban Cowboy Lodge

37 Alpine Rd Big Indian NY
CA $270
CA $302 total
Nov 2 - Nov 3
includes taxes & fees
9.4/10 Exceptional! (263 reviews)
Urban Cowboy Lodge
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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

Find out more about Windham

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Windham are calling your name. Known for providing first-rate service in amazing locations, each of the Windham 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Windham. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windham, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Windham hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windham?
With Expedia's handy search filters, locking in an awesome deal on a 4-star hotel in Windham just got simpler. Start by entering your chosen arrival date and length of your getaway. Then list the results by price and choose the option that best fits your style and budget.
  • Search for the lowest price from CA $258
What's the difference between 5-star and 4-star hotels in Windham?
Offering a welcoming guest experience and upmarket décor, 4-star hotels are a fantastic option for your Windham escape. These kinds of stays generally come with loads of useful amenities that make it a breeze to unpack and relax — think complimentary bathrobes, restaurants and gyms. Or live in the lap of luxury at a 5-star hotel designed to spoil you with luxury perks and amenities. On-site health clubs, oversized bathrooms and gourmet dining are typically included at these swanky properties.
Does Windham have any 4-star all-inclusive resorts?
Enjoy a stress-free vacation experience where just about everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is a cinch when your accommodations, food and many activities are already taken care of. Want more options? Check out the great offers on our standard 4-star resorts in and around Windham too.

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