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

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Check availability on Windham 3 Star Hotels

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Oct 1 - Oct 2
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Oct 2 - Oct 3
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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Windham 3-star hotels

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 bedroom with a large window offering a view of a forested mountain.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

1. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Shubhangi
$155 nightly
$168 total
Nov 1 - Nov 2
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
A log cabin with a deck, outdoor seating, and a view of a forest.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
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 wooden covered bridge in a forested area with a paved path leading to it.

2. Hotel Vienna

Hotel Vienna
Windham
United States
Paul
$151 nightly
$163 total
Oct 5 - Oct 6
Total with taxes and fees
Hotel Vienna
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.

3. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
$361 nightly
$390 total
Oct 29 - Oct 30
Total with taxes and fees
Wylder Hotel Windham
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.
A hallway with intricate carvings on the walls and a large vase in the center.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

4. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
Canada
Ashley
$179 nightly
$201 total
Nov 1 - Nov 2
Total with taxes and fees
Emerson Resort & Spa
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 bar area with wooden beams, a bar counter, and four bar stools.
A wooden cabin with a balcony, surrounded by snow-covered trees.

5. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
$319 nightly
$344 total
Oct 4 - Oct 5
Total with taxes and fees
Eastwind Windham
A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.
A pool area with a wooden deck, benches, and a lifebuoy.
A bar area with wooden bar stools, a counter with bottles, and a wall with framed pictures.
A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.

6. Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
United States
Benedict
$283 nightly
$316 total
Oct 14 - Oct 15
Total with taxes and fees
Eastwind Oliverea Valley
A living room with a fireplace, green sofa, and a leopard print armchair.
A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.
A wooden deck with outdoor seating and a house in the background.
A white house with a green door, black trim, and a porch with a lantern.

7. Twin Gables of Woodstock

Twin Gables of Woodstock
Woodstock
United States
Coleen
$234 nightly
$281 total
Oct 28 - Oct 29
Total with taxes and fees
Twin Gables of Woodstock
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
A pool area with a wooden deck, benches, and umbrellas.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

8. The Graham & Co.

The Graham & Co.
Phoenicia
United States
Daniel
$171 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
The Graham & Co.
A large two-story house with a snow-covered roof and a front porch.
A neatly made bed with a tufted headboard, a bedside lamp, and decorative pillows.
A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.
A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.

9. Meadowood Inn

Meadowood Inn
Arkville
United States
Heidi
$145 nightly
$159 total
Oct 4 - Oct 5
Total with taxes and fees
Meadowood Inn
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 room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.
A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

10. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
$174 nightly
$188 total
Oct 4 - Oct 5
Total with taxes and fees
Albergo Allegria Hotel
A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.
A modern bathroom with a glass sink, wooden vanity, and a large mirror.
A room with a curved wooden ceiling, large windows with wooden frames, two upholstered armchairs, a round table, and a potted plant.
A hotel room with a bed, white curtains, and wall-mounted light fixtures.

11. Shadowcrest

Shadowcrest
Fleischmanns
Canada
David
$165 nightly
$182 total
Oct 5 - Oct 6
Total with taxes and fees
Shadowcrest
A large, multi-story house with a snow-covered roof and a prominent tower.
An indoor venue with wooden beams and a high ceiling, decorated with string lights and a chandelier. Tables are set for a formal event, with guests seated and some standing.
A room with a chessboard, a sofa, a bookshelf, and a patterned carpet.
A well-maintained lawn with a few trees and a large building in the background.

12. Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites
Margaretville
United States
Glenn
$155 nightly
$170 total
Nov 1 - Nov 2
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites
A park with Adirondack chairs and a table, surrounded by trees.
A dining table set with breakfast items, a red mug, and a glass of orange juice.
A lamp post in a grassy area with autumn foliage in the background.
A vintage car parked in front of a house surrounded by trees.

13. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
Daniel
$166 nightly
$179 total
Oct 20 - Oct 21
Total with taxes and fees
Mountain Treasure B&B
A hallway with a door marked with the number 3, leading to a room with a white door and a brass doorknob.
A bedroom with a bed, a dresser, a mirror, and a rug.
A living room with a sofa, coffee table, and a television. There is a door leading to another room, and a window with curtains.
A backyard with a wooden fence, a stone pathway, and a variety of plants and flowers.

14. The Woodbine Inn

The Woodbine Inn
Palenville
United States
Allyson
The Woodbine Inn
A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.
A cozy living room with a fireplace, comfortable seating, and a dining area with a table set for four.
A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.
A picnic setup with a table, food, drinks, and binoculars by a stream.

15. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
Woodstock
United States
Carolyn
$229 nightly
$256 total
Oct 6 - Oct 7
Total with taxes and fees
The Woodstock Inn on the Millstream
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 compact living space with a kitchen, dining area, and seating.
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.

16. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
$144 nightly
$155 total
Nov 1 - Nov 2
Total with taxes and fees
The Winwood Condominiums
A large, multi-story house with a prominent tower, surrounded by a well-maintained lawn and trees.
A richly decorated living room with a sofa, a coffee table, and a colorful stained glass lamp.
A pathway lined with trees and illuminated string lights, leading to a building with a visible entrance.
A covered porch with a red floor, potted plants, and red umbrellas.

17. Fairlawn Inn

Fairlawn Inn
Hunter
United States
Rachel
$259 nightly
$280 total
Oct 4 - Oct 5
Total with taxes and fees
Fairlawn Inn
A large, white, two-story building with a symmetrical facade, central entrance, and columns.
A fireplace with a mantel displaying framed photos, a clock, and a tiled backsplash.
A couple lying on a blanket outdoors with a picnic setup including a cake, fruits, and drinks.
A bedroom with a large bed, a chandelier, a mirror, and a door.

18. The Queen of the Catskills B&B

The Queen of the Catskills B&B
Stamford
United States
john
$238 nightly
$262 total
Oct 2 - Oct 3
Total with taxes and fees
The Queen of the Catskills B&B
A serene garden with a stone pathway, a small bridge, and a bench.
A dining area with a wooden table, chairs, a chandelier, and a view of the outdoors through large windows.
A hallway with a framed portrait on the wall, a door to the right, and a window on the left.
A rustic wooden pergola in a garden with a house in the background.

19. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
Woodstock
United States
Lucian
$229 nightly
$256 total
Oct 6 - Oct 7
Total with taxes and fees
Morning Glory B n B Woodstock NY
A long, narrow hallway with wooden beams and a polished floor, leading to a door at the end.
A spacious dining area with a high ceiling and wooden beams, featuring a long table with chairs, a chandelier, and a large window with curtains.
A rustic room with a bed, a ceiling fan, and a 'Do Not Disturb' sign.
A cozy room with a green armchair, a colorful rug, and a wooden coffee table. A staircase is visible in the background leading to a bar area.

20. The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn
Catskill
United States
Howard
The Old Catskill Game Farm Inn
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Windham.
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way Woodstock NY
$428 nightly
$475 total
Oct 20 - Oct 21
Total with taxes and fees
Woodstock Way Hotel
Scribner's Catskill Lodge, A Member Of Design Hotels

Scribner's Catskill Lodge, A Member Of Design Hotels

13 Scribner Hollow Road Hunter NY
Get ratesScribner's Catskill Lodge, A Member Of Design Hotels
Hotel Mountain Brook

Hotel Mountain Brook

57 Route 23c Tannersville NY
$264 nightly
$285 total
Oct 20 - Oct 21
Total with taxes and fees
9.8/10 Exceptional! (603 reviews)
Hotel Mountain Brook
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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
A wooden covered bridge in a forest with autumn foliage.

Top Windham Hotel Reviews

The Winwood Condominiums

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."
kathleen 2-night trip
Posted 2 days ago
The Winwood Condominiums

Find out more about Windham

Three Star Hotel Guide for Windham

There’s a reason the top 3 star hotels in Windham, New York are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Windham, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Windham for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Windham near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Windham 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

What are the best 3-star hotels in Windham?
Expedia customers recommend Winwood Inn & Condominiums. It comes with mountain views and an electric car charging station, and is around 0.9 mi east of the center of Windham. The Thompson House is another leading 3-star hotel. Located approximately 2 mi east of the downtown area, it offers a swimming pool and mountain views.
How much does it cost to stay in a 3-star hotel in Windham?
Uncover the perfect combination of affordability, comfort and quality at a 3-star hotel in Windham with our filters. Enter your preferred travel dates and then narrow down your search according to what you want to spend per night.
  • Search for the lowest price per night right now from $285
What is the difference between a 4-star and 3-star hotel in Windham?
Stay at a 3-star hotel and you can expect comfortable and tidy rooms and conveniences such as WiFi, gym equipment and coffee and tea facilities. These properties may also include an on-site restaurant and bar. Elevate your Windham trip by picking a 4-star hotel. With things like a spa and wellness center, 24-hour room service and luxury toiletries, you'll experience an enhanced level of relaxation and comfort.

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