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Find Hotels with a Pool in Woodstock, NY

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Top Woodstock Hotels with a Pool

Reception
Hotel Dylan

Hotel Dylan

2.0 star property
Woodstock
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
9.4 out of 10, Exceptional, (39)
Surrounded by nature, the seasonal outdoor pool creates a summer oasis from May through September. Hotel Dylan complements pool relaxation with evening firepits, an onsite restaurant, and a welcoming bar for post-adventure unwinding.
$158 nightly
The price is $178
Nov 10 - Nov 11
Total with taxes and fees
Hotel Dylan
Outdoor pool
Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House

Woodstock
  • Outdoor pool
10.0 out of 10, Exceptional, (6)
Sparkling waters of the outdoor pool provide serene relaxation amid quiet natural beauty. This historic artist estate offers a fitness center, tennis courts, and nearby kayaking, creating a perfect balance of recreation and tranquility.
$846 nightly
The price is $948
Nov 10 - Nov 11
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
  • Indoor pool
9.4 out of 10, Exceptional, (1006)
Splash into serenity at the immaculate indoor pool after exploring Mohonk Preserve's hiking trails. Fresh breakfast delights await each morning, while spotlessly clean rooms provide peaceful sanctuaries for rejuvenation in this well-maintained retreat.
$119 nightly
The price is $134
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn by Hilton New Paltz
Indoor pool, sun loungers
Hampton Inn Kingston

Hampton Inn Kingston

2.5 star property
Kingston
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1005)
Splash into the sparkling indoor pool, open late for evening swims after exploring nearby restaurants and shops. Sun loungers surround the water, creating a relaxing retreat complemented by the hotel's fulfilling breakfast buffet and quiet, comfortable rooms.
$111 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn Kingston
Indoor pool
Hotel Vienna

Hotel Vienna

2.5 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (696)
Crystal-clear waters beckon at the indoor aquatic sanctuary, perfect for unwinding after mountain adventures. Complimentary bicycles await outside while spotless rooms offer balconies overlooking breathtaking woodland scenery and nearby ski slopes.
$111 nightly
The price is $120
Nov 26 - Nov 27
Total with taxes and fees
Hotel Vienna
Pool
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

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

Windham
  • Hot tub
$441 nightly
The price is $477
Nov 10 - Nov 11
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Indoor pool
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1004)
Slip into the immaculately maintained indoor pool, praised for its ideal temperature and pristine conditions. After swimming, guests can unwind in the clean hot tub or visit the well-equipped fitness center before retiring to spacious, modern rooms.
$114 nightly
The price is $127
Nov 24 - Nov 25
Total with taxes and fees
Courtyard by Marriott Kingston
Indoor pool
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
  • Indoor pool
7.6 out of 10, Good, (1003)
Mountain enthusiasts flock to the indoor aquatic sanctuary at this Howard Johnson hotel, where skiing adventures conclude with sauna sessions. Beyond the pool area, guests appreciate the restaurant's generous portions and surprisingly quiet rooms.
$99 nightly
The price is $111
Nov 27 - Nov 28
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
Indoor pool
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
Kingston
  • Indoor pool
  • Children's pool
7.6 out of 10, Good, (1004)
Swimmers splash in the indoor heated pool while children delight in their dedicated swimming area. Beyond water activities, this hotel impresses with a fitness center overlooking the pool, arcade room, and billiards table for complete vacation enjoyment.
$114 nightly
The price is $128
Nov 16 - Nov 17
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

3.0 star property
Phoenicia
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (20)
Mountain adventures begin poolside at this charming Catskills retreat. Seasonal swimming pairs perfectly with complimentary bicycle rentals for exploring nearby hiking trails. Evenings transform with the glow of the firepit and entertainment in the arcade room.
$137 nightly
The price is $153
Nov 25 - Nov 26
Total with taxes and fees
The Graham & Co.
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 Woodstock Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Room was nice and clean. The staff was beyond friendly and made me feel comfortable and welcomed. Would definitely stay here again!"
Jessica 2-night trip
Posted 16 hours ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Woodstock?
Woodstock Way Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Twin Gables of Woodstock: Features a children's pool, an indoor pool, and free self parking. Hotel Dylan: Offers buffet, an indoor pool, and complimentary wired internet access. Morning Glory B n B Woodstock NY: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. The Herwood Inn: Hotel, 13-minute walk from Hunter Mountain. Features a sauna, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Woodstock?
Explore places like Hunter Mountain and Catskill Mountains while you're in the area. The picturesque setting of Overlook Mountain Trailhead and Thorn Preserve - Catskill Center showcase the area's natural beauty. Broaden your horizons with the local art scene in Woodstock.
When is the best time to book a hotel with a pool in Woodstock?
Taking into account the local weather in Woodstock is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Woodstock are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

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