Windham Hotels with a Pool

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Top 5 Hotels with a Pool in Windham at a glance

Hotel Vienna — 3-star hotel in Windham. Guest rating: 9.4/10 — Exceptional.
The Winwood Condominiums — 3-star hotel in Windham. Guest rating: 8.8/10 — Excellent.
Wylder Hotel Windham — 3.5-star hotel in Windham. Guest rating: 8.8/10 — Excellent.
Kaatskill Mountain Club & Condos by Vail Resorts — 2-star hotel in Hunter. Guest rating: 9.2/10 — Wonderful.
Moore's Motel — 2.5-star hotel in Prattsville. Guest rating: 8.8/10 — Excellent.

Windham Hotels with a Pool

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

Hotel Vienna

Windham

Indoor pool

P7,165

P8,804 total

includes taxes & fees

Aug 24 - Aug 25

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

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.

The Winwood Condominiums

Windham

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

P10,279

P11,101 total

includes taxes & fees

Aug 25 - Aug 26

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

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

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

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

Wylder Hotel Windham

Windham

Outdoor pool

P13,466

P17,629 total

includes taxes & fees

Aug 26 - Aug 27

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 large hotel with multiple floors, a parking lot, and a mountainous backdrop.

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

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Outdoor pool
2 hot tubs

P10,970

P13,063 total

includes taxes & fees

Aug 31 - Sep 1

A swimming pool with lounge chairs and potted plants.

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

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

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

Moore's Motel

Prattsville

Outdoor pool

P7,406

P7,998 total

includes taxes & fees

Aug 24 - Aug 25

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

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

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".

The Colonial Motel

Grand Gorge

Pool loungers

P5,499

P6,049 total

includes taxes & fees

Aug 24 - Aug 25

Two individuals sitting by a poolside, with a fence and chairs in the background.

A two-story building with a dark exterior, a front porch, and a well-maintained lawn with picnic tables.

A spacious living area with a fireplace, a dining table with chairs, a sofa, and a ceiling fan.

Catskill Seasons Inn

Shandaken

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

P9,874

P11,059 total

includes taxes & fees

Aug 24 - Aug 25

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

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

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

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

Four Seasons Motel

Catskill

Pool
Free parking
Free WiFi
Air conditioning

P6,171

P6,665 total

includes taxes & fees

Aug 26 - Aug 27

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.

The Graham & Co.

Phoenicia

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

P9,931

P11,124 total

includes taxes & fees

Sep 9 - Sep 10

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

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

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.

Emerson Resort & Spa

Mount Tremper

Pool umbrellas
Hot tub

P13,515

P15,137 total

includes taxes & fees

Sep 8 - Sep 9

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

A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.

Howard Johnson by Wyndham Saugerties

Saugerties

Indoor pool

P7,109

P7,962 total

includes taxes & fees

Sep 13 - Sep 14

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

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

A hotel room with two beds, a wooden dresser, a television, and a stone wall.

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

Red Ranch Motel

Catskill

Pool loungers

P7,931

P8,566 total

includes taxes & fees

Aug 24 - Aug 25

A swimming pool with lounge chairs and umbrellas.

A sign for Crystal Brook Resort surrounded by red tulips.

A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.

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

Crystal Brook Resort & Mountain Brauhaus

Round Top

Pool
Free breakfast
Free parking
Free WiFi
Restaurant
Air conditioning

P13,453

P14,530 total

includes taxes & fees

Sep 6 - Sep 7

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

A modern building with a gravel driveway and a stack of firewood in the foreground.

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.

Eastwind Oliverea Valley

Big Indian

Outdoor pool
Pool loungers

P16,607

P21,600 total

includes taxes & fees

Aug 24 - Aug 25

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

A hotel room with a bed, a desk, a sofa, and two lamps.

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

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

Comfort Inn Saugerties

Saugerties

Indoor pool

P10,494

P11,754 total

includes taxes & fees

Sep 6 - Sep 7

A pool area with lounge chairs and umbrellas, a building with a sign reading "crooked cabana," and a mountain backdrop.

A forest-themed interior with a wooden bridge, a statue, and a wall with a circular window.

A rustic wooden structure with a natural, forest-like setting.

A wooden staircase with a natural, tree-like design leading to a room with a stone wall and a door.

The Roxbury

Roxbury

Pool loungers
2 hot tubs

P18,273

P21,335 total

includes taxes & fees

Aug 24 - Aug 25

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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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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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Ashland Park

Ashland Park is 4.4 mi (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?

Enjoy all the poolside perks without the splurge at Hotel Vienna. This property also offers a firepit and an electric car charging station. Check out the range of cheap hotels in Windham with a pool from P6,049 and live it up for less.

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 14ºC to 26ºC. It's coolest in January, which has averages of between -9ºC and -3ºC.

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

You'll find 2,151 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.

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