Hotels with a Pool in Windham

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (906 reviews)
Refreshing water beckons in the pristine indoor pool, perfect for relaxation after exploring nearby hiking trails. Guests appreciate the spotless facilities, pet-friendly atmosphere, and breathtaking mountain views from private balconies.
$141 nightly
The price is $152
Nov 15 - Nov 16
Total with taxes and fees
Hotel Vienna
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
  • Outdoor pool
9.0 out of 10, Wonderful, (136 reviews)
Mountain-backed swimming awaits at the seasonal outdoor pool, perfect for cooling off after complimentary bicycle rides. Guests savor craft drinks at Babblers Restaurant's happy hour before retreating to robed comfort in their well-appointed rooms.
$297 nightly
The price is $320
Dec 7 - Dec 8
Total with taxes and fees
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

3. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
  • Pool
  • Free parking
  • Free WiFi
  • Gym
  • Laundry facilities
  • Child-friendly activities
8.8 out of 10, Excellent, (376 reviews)
Mountain adventures await poolside at this ski-friendly hotel. Summer brings refreshing dips in the seasonal outdoor pool, while winter offers complimentary ski shuttles to nearby slopes. Spacious rooms feature incredibly comfortable beds for post-adventure relaxation.
$169 nightly
The price is $183
Nov 8 - Nov 9
Total with taxes and fees
The Winwood Condominiums
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

4. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
  • Outdoor pool
  • 2 hot tubs
9.2 out of 10, Wonderful, (449 reviews)
Mountain vistas frame the refreshing outdoor pool experience at this ski-in/ski-out retreat. Guests savor exceptional dining at Van Winkle's restaurant before unwinding in the sauna, steam room, and inviting hot tubs.
$188 nightly
The price is $203
Nov 22 - Nov 23
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
A pool area with lounge chairs and umbrellas, surrounded by a wooden deck and a view of a mountain.

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

Scribner's Catskill Lodge, A Member Of Design Hotels
4.0 star property
Hunter
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
  • Air conditioning
6.6 out of 10, Good, (4 reviews)
Scribner's Catskill Lodge, A Member Of Design Hotels
A swimming pool with lounge chairs and potted plants.

6. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
  • Outdoor pool
8.6 out of 10, Excellent, (184 reviews)
Poolside paradise awaits at this tranquil motel's immaculate outdoor swimming area, surrounded by garden views and picnic spots. Guests rave about the peaceful atmosphere, clean facilities, and friendly staff who make every splash more enjoyable.
$120 nightly
The price is $130
Nov 8 - Nov 9
Total with taxes and fees
Moore's Motel
An indoor swimming pool with lounge chairs and a view of the outside.

7. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1,002 reviews)
$125 nightly
The price is $140
Dec 6 - Dec 7
Total with taxes and fees
Residence Inn by Marriott Kingston
A log cabin with a tower, a swimming pool, and lounge chairs.

8. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
  • Pool umbrellas
  • Hot tub
9.0 out of 10, Wonderful, (117 reviews)
Sparkling waters await at the seasonal summer pool, perfect for refreshment after exploring hiking trails or enjoying complimentary bicycle rentals. Pamper yourself with hot stone massages at the onsite Emerson Spa before dining at The Catamount restaurant.
$168 nightly
The price is $188
Nov 9 - Nov 10
Total with taxes and fees
Emerson Resort & Spa
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

9. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1,000 reviews)
Splashing into vacation mode at the indoor pool sanctuary, surrounded by sun loungers for post-swim relaxation. After energizing workouts in the fitness center, guests can fuel up with fresh, varied breakfast options before exploring nearby shopping destinations.
$114 nightly
The price is $128
Dec 6 - Dec 7
Total with taxes and fees
Hampton Inn Kingston
A modern living room with a fireplace, a sofa set, a coffee table, and a view of a forest through large windows.

10. Mountainside by Windham Mountain Club

Mountainside by Windham Mountain Club
3.0 star property
Windham
  • Outdoor pool
  • 2 hot tubs
Mountainside adventures continue at the outdoor pool and twin hot tubs, perfect for post-slope relaxation. Spa treatments, Italian cuisine from two restaurants, and cozy fireside lounging complete this mountain retreat experience.
Mountainside by Windham Mountain Club
A swimming pool with a glass ceiling, indoor seating, and a brick wall.

11. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
Kingston
  • Indoor pool
6.4 out of 10, Good, (117 reviews)
Swimmers dive into relaxation at the glass-enclosed indoor pool, open from 10 AM to 10 PM daily. The separate children's splash area, arcade room, and billiards table create a recreational paradise that delights both kids and adults.
$137 nightly
The price is $154
Dec 1 - Dec 2
Total with taxes and fees
Kingston Regency Inn
A swimming pool with a fenced deck, lounge chairs, and umbrellas.

12. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
  • Pool loungers
9.6 out of 10, Exceptional, (504 reviews)
Swimming adventures await at the seasonal outdoor pool, where clean waters and perfectly maintained loungers create summer bliss. After poolside relaxation, this charming motel offers individually decorated rooms and access to nearby skiing, hiking, and cave exploring.
$86 nightly
The price is $95
Nov 19 - Nov 20
Total with taxes and fees
The Colonial Motel
An indoor swimming pool with lounge chairs and a sunbed area.

13. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1,002 reviews)
Crystalline waters await in the spotlessly maintained indoor pool, where adults can unwind while youngsters splash under supervision. Complemented by a cozy hot tub, fitness center, and café, this pristine hotel delivers aquatic bliss year-round.
$110 nightly
The price is $123
Dec 1 - Dec 2
Total with taxes and fees
Courtyard by Marriott Kingston
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

14. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
  • Indoor pool
8.8 out of 10, Excellent, (826 reviews)
Immerse in the year-round indoor pool after exploring nearby hiking trails and zipline adventures. Beyond the refreshing waters, this hotel delights with spotless rooms, a hearty free breakfast, and stunning landscape views.
$127 nightly
The price is $142
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A pool area with a wooden deck, benches, and a lifebuoy.

15. Eastwind Oliverea Valley

Eastwind Oliverea Valley
3.5 star property
Big Indian
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (62 reviews)
$260 nightly
The price is $291
Dec 1 - Dec 2
Total with taxes and fees
Eastwind Oliverea Valley
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

16. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
  • Indoor pool
7.4 out of 10, Good, (1,004 reviews)
Dive into the tranquil indoor pool after exploring nearby skiing and snowmobiling adventures. This Saugerties hotel balances aquatic relaxation with a rejuvenating sauna, garden views, and an on-site restaurant serving generous portions.
$117 nightly
The price is $131
Dec 6 - Dec 7
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

17. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning
8.2 out of 10, Very good, (211 reviews)
$93 nightly
The price is $100
Nov 29 - Nov 30
Total with taxes and fees
Spark by Hilton West Coxsackie
A swimming pool with lounge chairs and a red building in the background.

18. Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
  • Pool loungers
7.4 out of 10, Good, (552 reviews)
Colorful loungers dot the seasonal outdoor pool area, where families cool off beneath shady umbrellas. Beyond refreshing swims, this spotless motel delights with an arcade room, playground, and billiards table for endless entertainment options.
$118 nightly
The price is $127
Nov 8 - Nov 9
Total with taxes and fees
Red Ranch Motel
A motel with a swimming pool, picnic tables, and a playground.

19. Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very good, (226 reviews)
Swimming sessions await at the seasonal mountain-view pool, open May through September daily. Beyond refreshing dips, guests rave about spotless accommodations, helpful staff, and outdoor amenities including barbecue grills and a playground.
$100 nightly
The price is $108
Nov 11 - Nov 12
Total with taxes and fees
Four Seasons Motel
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.
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Discover your perfect hotel with a pool in Windham

Breakfast included
Hot tub

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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Hotels with a Pool: What you need to know

Windham hotels with pools near mountain activities

Windham hotels offer a choice of pools, ideal for unwinding after exploring the mountains. You can find properties with a seasonal outdoor pool, or opt for an indoor pool for year-round use. Several hotels are about a 5-minute drive from Windham Mountain Resort, with one also offering a pool hoist.

Windham hotels with pools

When planning a stay in Windham, travelers can find hotels with different pool experiences, from year-round indoor swimming to seasonal outdoor options. These properties also offer distinct amenities to complement your time by the water.


Wylder Hotel Windham

Wylder Hotel Windham is a 3.5-star property with a guest rating of 8.8 out of 10. Travelers can enjoy its seasonal outdoor pool, and the hotel also features a bar and a restaurant open on select days.
  • Nearby attractions: Windham Mountain Resort (about a 5-minute drive), Hunter Mountain (about a 20-minute drive)
  • Travelers also like the balcony, bar, and restaurant select days.



Hotel Vienna

Hotel Vienna, a 3-star hotel, has an impressive guest rating of 9.4 out of 10. It offers an indoor pool for year-round enjoyment, and travelers can also take advantage of free breakfast and a golf course.
  • Nearby attractions: Windham Mountain Resort (about a 5-minute drive), Hunter Mountain (about a 20-minute drive)
  • Travelers also like the free breakfast, golf course, and golf games.



The Winwood Condominiums

The Winwood Condominiums is a 3-star property with a guest rating of 8.8 out of 10. This hotel provides a seasonal outdoor pool, complete with a pool hoist for accessibility, alongside outdoor tennis courts.
  • Nearby attractions: Windham Mountain Resort (about a 25-minute walk), Hunter Mountain (about a 20-minute drive)
  • Travelers also like the free RV, bus, and truck parking, garden, and outdoor tennis.

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 $108 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 2,147 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.

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