Find Hotels with a Pool in Woodstock, NY

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Check availability on Woodstock Hotels with a Pool

Tonight
4 May - 5 May
Tomorrow
5 May - 6 May
Next weekend
9 May - 11 May
In two weeks
16 May - 18 May

Compare Woodstock Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
Outdoor pool, a heated pool

CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town

10.0 out of 10, Exceptional, (64)
"This is our second time staying here with our 2 year old daughter. The location is great, short drive to main street."
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
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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Frequently asked questions

What's it like visiting Woodstock?
If laying by the pool is your idea of a great vacation, you may want to consider relaxing Woodstock, which offers 14 places to stay with pools. While you’re visiting, you can explore sights such as Hunter Mountain and Catskill Mountains, and then relax poolside at one of the accommodations in Woodstock that guests like for their pools.
What are some hotels with pools in Woodstock?
Woodstock Way Hotel: Features sun loungers, a pool, and complimentary wireless internet access. Twin Gables of Woodstock: Offers a children’s pool, an indoor pool, and buffet. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream: Offers a sauna, an indoor pool, and free self parking. The Herwood Inn: Provides a snack bar/deli, an indoor pool, and free self parking. The Woodstock Inn on the Millstream: Features a snack bar/deli, an indoor pool, and buffet.
How many pool hotels should I expect to find in Woodstock?
Expedia has 14 hotels in Woodstock for your poolside break.
What is there to see and do in Woodstock?
The picturesque setting of Overlook Mountain Trailhead and Thorn Preserve - Catskill Center showcase the area’s natural beauty. During your stay, check out sights such as Karma Triyana Dharmachakra Monastery, Catskill State Park, and Woodstock Music Shop. 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.