Hotels with a Pool in Windham

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Hotels with a Pool in Windham

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.

A cabin with a deck, large windows, and a mountain backdrop.

A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

1. Hotel Vienna

Windham

Indoor pool

$151 nightly

$163 total

Sep 8 - Sep 9

Total with taxes and fees

A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

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

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

A compact living space with a kitchen, dining area, and seating.

2. The Winwood Condominiums

Windham

Pool
Free parking
Free WiFi
Gym
Laundry facilities
Child-friendly activities

$167 nightly

$180 total

Sep 8 - Sep 9

Total with taxes and fees

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

A modern bathroom with white subway tiles, a glass shower enclosure, a white sink, and a mirror.

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.

3. Wylder Hotel Windham

Windham

Outdoor pool

$347 nightly

$374 total

Sep 24 - Sep 25

Total with taxes and fees

A pool area with a wooden deck, benches, and umbrellas.

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A corridor with white walls, wooden slats, and a concrete floor.

A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

4. The Graham & Co.

Phoenicia

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning
Non-smoking

$171 nightly

$191 total

Sep 8 - Sep 9

Total with taxes and fees

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

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

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

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

5. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Outdoor pool
2 hot tubs

$208 nightly

$225 total

Sep 21 - Sep 22

Total with taxes and fees

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

6. The Colonial Motel

Grand Gorge

Pool loungers

$81 nightly

$89 total

Oct 6 - Oct 7

Total with taxes and fees

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.

7. Moore's Motel

Prattsville

Outdoor pool

$120 nightly

$130 total

Sep 7 - Sep 8

Total with taxes and fees

A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.

A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

8. Shandaken Inn

Shandaken

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Gym

$225 nightly

$252 total

Oct 1 - Oct 2

Total with taxes and fees

A log cabin with a tower, a swimming pool, and lounge chairs.

A hallway with intricate carvings on the walls and a large vase in the center.

A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

9. Emerson Resort & Spa

Mount Tremper

Pool umbrellas
Hot tub

$220 nightly

$246 total

Sep 8 - Sep 9

Total with taxes and fees

A swimming pool with lounge chairs and a red building in the background.

A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.

A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

10. Red Ranch Motel

Catskill

Pool loungers

$109 nightly

$118 total

Sep 8 - Sep 9

Total with taxes and fees

A swimming pool with a chair and flowers in the foreground, surrounded by dense greenery and trees.

A dark-colored house with a metal roof, surrounded by trees and a fenced area.

A compact kitchen with a central island, a microwave, a stove, a refrigerator, and a cabinet with glass doors.

A dining area with a round wooden table and four chairs, a chandelier with lights, and a white door in the background.

11. Catskill Seasons Inn

Shandaken

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning
Non-smoking

$160 nightly

$179 total

Sep 7 - Sep 8

Total with taxes and fees

A motel with a swimming pool, picnic tables, and a playground.

A motel with a single-story structure, a covered parking area, and a swing set in the yard.

A motel with a porch, a small stream, and parked vehicles.

A hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.

12. Four Seasons Motel

Catskill

Pool
Free parking
Free WiFi
Air conditioning

$100 nightly

$108 total

Sep 7 - Sep 8

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas.

A sign for Crystal Brook Resort surrounded by red tulips.

A buffet table with various food items and a painting on the wall.

A wooden lodge with a welcoming sign, a bear statue, and two flags.

13. Crystal Brook Resort & Mountain Brauhaus

Round Top

Pool
Free breakfast
Free parking
Free WiFi
Restaurant
Air conditioning

$218 nightly

$235 total

Sep 13 - Sep 14

Total with taxes and fees

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

A restaurant with a bar area, wooden booths, and a coffee machine.

A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.

A hotel room with two beds, a TV, a dresser, and a door leading to another room.

14. Howard Johnson by Wyndham Saugerties

Saugerties

Indoor pool

$127 nightly

$142 total

Sep 27 - Sep 28

Total with taxes and fees

A pool area with a wooden deck, benches, and a lifebuoy.

A triangular wooden tent with a bed inside, featuring a view of a forest with yellow foliage.

A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.

A wooden deck with two lounge chairs and a small table, overlooking a forested area.

15. Eastwind Oliverea Valley

Big Indian

Outdoor pool
Pool loungers

$295 nightly

$329 total

Sep 8 - Sep 9

Total with taxes and fees

An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

A reception area with a wooden reception desk, a television mounted on the wall, a blue sofa, and a fireplace with plants.

A hotel room with a bed, desk, chair, TV, and kitchenette.

A buffet area with various food items, a coffee machine, and a refrigerator.

16. Comfort Inn Saugerties

Saugerties

Indoor pool

$161 nightly

$180 total

Sep 27 - Sep 28

Total with taxes and fees

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Discover your perfect hotel with a pool in Windham

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top landmarks in Windham

Windham Mountain Resort

9.0/10 (313 reviews)

Skiers and snowboarders might want to test out the slopes at Windham Mountain Resort, a skiing spot located 1.2 mi (1.9 km) from central Windham. If you master the slopes, Hunter Mountain and Mountain Trails Cross Country Ski and Snowshoe Center are also just a short drive away.

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Windham Country Club

8.4/10 (20 reviews)

You might want to practice your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham.

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Windham Vineyards and Winery

9.0/10 (15 reviews)

Travelers might want a tour of Windham Vineyards and Winery, just one of the places to visit, and located 3.4 mi (5.4 km) from central Windham.

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Ashland Park

Ashland Park is 4.4 mi (7 km) from central Windham, why not stop by during your stay.

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Huntersfield State Forest

Huntersfield State Forest is 6.2 mi (9.9 km) from central Windham, why not stop by during your stay.

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Elm Ridge Wild Forest

Elm Ridge Wild Forest is 3.5 mi (5.7 km) from central Windham, why not stop by during your stay.

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Frequently asked questions

What are the best hotels with a pool in Windham?

One of the best Windham hotels with a pool based on guest reviews is Hotel Vienna. Make the most of an electric car charging station and mountain views here. Every day can also be a pool day at The Country Place Resort - Home of Zoom Flume Water Park, another traveler favorite.

What are the cheapest hotels with a pool in Windham?

Book a cheap hotel in Windham with a pool from $89 and enjoy poolside fun without the premium price tag. Hotel Vienna is a top pick that includes a garden and mountain views.

What is the best time to stay in a hotel with a pool in Windham?

If you'd like to visit when crowds are smaller, head here in April. You could snag some great deals on Windham hotels with a pool around that time. The warmest conditions are in July, with temperatures ranging from 57ºF (14ºC) to 79ºF (26ºC). It's coolest in January, which has averages of between 16ºF (-9ºC) and 27ºF (-3ºC).

Are there any hotels with a pool in Windham with parking?

You'll find 2,167 Windham hotels with a pool and parking. Pull up and go for a dip at Hotel Vienna. Mountain views and an electric car charging station are included in your stay too. Or, head to The Country Place Resort - Home of Zoom Flume Water Park, where you can easily access both parking and a pool.

Are all taxes and fees included in the Windham hotel prices shown on Hotels.com?

Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.