Hotels with a Pool in Windham

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February 2026
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March 2026

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Hotels with a Pool in Windham

Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool
$149 nightly
$161 total
Feb 22 - Feb 23
Total with taxes and fees
Hotel Vienna

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
Windham
  • Pool
  • Free parking
  • Free WiFi
  • Laundry facilities
  • 24/7 front desk
  • Child-friendly activities
$199 nightly
$215 total
Feb 10 - Feb 11
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Outdoor pool
$297 nightly
$321 total
Feb 24 - Feb 25
Total with taxes and fees
Wylder Hotel Windham

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
Windham
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
$250 nightly
$270 total
Feb 11 - Feb 12
Total with taxes and fees
The Outpost by Windham Mountain Club

Comfort Inn Saugerties

Comfort Inn Saugerties
Saugerties
  • Indoor pool
$132 nightly
$147 total
Mar 12 - Mar 13
Total with taxes and fees
Comfort Inn Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Indoor pool
$109 nightly
$122 total
Mar 8 - Mar 9
Total with taxes and fees
Howard Johnson by Wyndham Saugerties

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Indoor pool
$119 nightly
$133 total
Feb 17 - Feb 18
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Red Ranch Motel

Red Ranch Motel
Catskill
  • Pool loungers
$107 nightly
$115 total
Feb 10 - Feb 11
Total with taxes and fees
Red Ranch Motel

Four Seasons Motel

Four Seasons Motel
Catskill
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
$100 nightly
$108 total
Feb 10 - Feb 11
Total with taxes and fees
Four Seasons Motel

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Outdoor pool
  • 2 hot tubs
$277 nightly
$299 total
Feb 10 - Feb 11
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts

Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Pool umbrellas
  • Hot tub
$254 nightly
$284 total
Feb 22 - Feb 23
Total with taxes and fees
Emerson Resort & Spa

The Graham & Co.

The Graham & Co.
Phoenicia
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • Non-smoking
  • Child-friendly activities
$155 nightly
$174 total
Feb 10 - Feb 11
Total with taxes and fees
The Graham & Co.

Catskill Seasons Inn

Catskill Seasons Inn
Shandaken
  • Pool
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Non-smoking
$149 nightly
$167 total
Feb 10 - Feb 11
Total with taxes and fees
Catskill Seasons Inn

Eastwind Oliverea Valley

Eastwind Oliverea Valley
Big Indian
  • Outdoor pool
  • Pool loungers
$311 nightly
$347 total
Feb 24 - Feb 25
Total with taxes and fees
Eastwind Oliverea Valley

Moore's Motel

Moore's Motel
Prattsville
  • Outdoor pool
$120 nightly
$130 total
Feb 10 - Feb 11
Total with taxes and fees
Moore's Motel

The Colonial Motel

The Colonial Motel
Grand Gorge
  • Pool loungers
$99 nightly
$109 total
Feb 10 - Feb 11
Total with taxes and fees
The Colonial Motel
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Discover your perfect hotel with a pool in Windham

Breakfast included
Hot tub
4 stars
5 stars
Ocean view

Top landmarks in Windham

Windham Mountain Resort

Windham Mountain Resort

4.5/5(89 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

Windham Country Club

4.5/5(3 reviews)

You might want to practice your swing at Windham Country Club, a golf course located 1 mi (1.6 km) from central Windham. Windham has other activities you might want to enjoy such as Hunter Mountain.

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Windham Vineyards and Winery

Windham Vineyards and Winery

5/5(2 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. Windham has other activities you might want to enjoy such as Hunter Mountain.

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Ashland Park

Ashland Park

Explore the great outdoors at Ashland Park, a lovely green space in Windham. Discover the mountain views and coffeehouses in this relaxing area.

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Huntersfield State Forest

Huntersfield State Forest

You can take time to visit Huntersfield State Forest during your travels to Windham. Discover the mountain views and coffeehouses in this relaxing area.

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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 $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 2,112 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.