Find Hotels with a Pool in Windham, NY

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Check availability on Windham Hotels with a Pool

Our top choices for Windham hotels with a pool

Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (741 reviews)
"Great service, nice and clean hotel."
United States
Mary
$159 nightly
The price is $172
Jan 20 - Jan 21
Total with taxes and fees
Hotel Vienna
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
"Very nice hotel. Exactly what we needed."
United States
Nicolas
$249 nightly
The price is $269
Jan 23 - Jan 24
Total with taxes and fees
Wylder Hotel Windham
Seasonal outdoor pool

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
$199 nightly
The price is $215
Jan 19 - Jan 20
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.6 out of 10, Excellent, (4 reviews)
"Cozy and warm. I think it would be better to visit during the winter season"
United States
TAEJUN
$250 nightly
The price is $270
Jan 21 - Jan 22
Total with taxes and fees
The Outpost by Windham Mountain Club
Outdoor spa tub

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
$1,437 nightly
The price is $1,552
Jan 28 - Jan 29
Total with taxes and fees
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Smart TV, fireplace

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (14 reviews)
"Place was amazing "
United States
Erik B.
$959 nightly
The price is $1,036
Jan 20 - Jan 21
Total with taxes and fees
Condo in Windham Mountain Village
Pool

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
8.0 out of 10, Very Good, (1 review)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
$525 nightly
The price is $567
Jan 27 - Jan 28
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Seasonal outdoor pool, pool umbrellas, sun loungers

The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (413 reviews)
"Awesome place!"
United States
Richard
$99 nightly
The price is $109
Jan 19 - Jan 20
Total with taxes and fees
The Colonial Motel
Terrace/patio

The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (22 reviews)
"Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend."
United States
Mutasar
$155 nightly
The price is $174
Jan 20 - Jan 21
Total with taxes and fees
The Graham & Co.
Outdoor pool

Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (160 reviews)
"No frills, great value, friendly owners, clean rooms, hot showers with great pressure, heat worked well. Will return. "
United States
John
$120 nightly
The price is $130
Jan 19 - Jan 20
Total with taxes and fees
Moore's 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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Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Nice rooms and continental breakfast. Very reasonable price."
Benjamin 1-night trip
Posted 3 days ago
Hotel Vienna
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"Did pre-checkin, and when I arrived it was such a quick process. "
Nicolas 1-night trip
Posted 1 month ago
Howard Johnson by Wyndham Saugerties

Frequently asked questions

How much does a hotel with outdoor pool in Windham cost?
Enjoy staying in a hotel in Windham with an outdoor pool. You can find a great deal from $109 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Windham with outdoor pool activities or events?
Windham, New York, is a charming mountain town known for its stunning natural landscapes and outdoor activities. Travellers seeking a refreshing retreat will be pleased to discover that several hotels in the area offer outdoor pool activities. The Wylder Windham stands out as a fantastic option, featuring a heated outdoor pool complemented by wood-fired barrel saunas, superb for unwinding after a day of hiking or skiing.

For families, the Winwood Inn & Condominiums is another excellent choice, boasting an outdoor pool that is open during the summer season. This welcoming atmosphere, combined with spacious rooms, makes it an ideal spot for families looking to relax and enjoy quality time together.
Is it cheaper to book flights and a Windham hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Windham hotel with a pool with Expedia?
Before booking your Windham hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Windham for you.

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