The Best Hotels with a Pool in Woodstock, NY from NT$3,195 in 2026

Q: What are some hotels with pools in Woodstock?

Woodstock Way Hotel : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Herwood Inn : Offers sun loungers, a pool, and complimentary wireless internet access. Hotel Dylan : Provides a children's pool, an indoor pool, and free self parking. Twin Gables of Woodstock : Features a snack bar/deli, an indoor pool, and buffet. Best Western Plus Kingston Hotel And Conference Center : Offers buffet, an indoor pool, and complimentary wired internet access.

Beautiful View. Woodstock, NY. 3h round trip with moderate walking speed.

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Our top choices for Woodstock hotels with a pool

Hotel Dylan

Woodstock

Refreshing woodland retreat with a seasonal outdoor pool and firepit for cool mountain evenings.

NT$5,865 total

includes taxes & fees

Mar 16 - Mar 17

Hotel Vienna

Windham

Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.

NT$4,637 total

includes taxes & fees

Mar 17 - Mar 18

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Emerson Resort & Spa

Mount Tremper

Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.

NT$6,527 total

includes taxes & fees

Mar 16 - Mar 17

Howard Johnson by Wyndham Saugerties

Saugerties

Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.

NT$3,195 total

includes taxes & fees

Mar 16 - Mar 17

Hampton Inn by Hilton New Paltz

New Paltz

Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.

NT$4,381 total

includes taxes & fees

Mar 22 - Mar 23

Hampton Inn Kingston

Kingston

Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.

NT$4,087 total

includes taxes & fees

Mar 29 - Mar 30

The Graham & Co.

Phoenicia

Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.

NT$4,571 total

includes taxes & fees

Mar 29 - Mar 30

Courtyard by Marriott Kingston

Kingston

Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.

NT$4,805 total

includes taxes & fees

Mar 22 - Mar 23

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Choose what matters most at hotels with a pool in Woodstock

Breakfast included

Hot tub

Top Woodstock Hotel Reviews

Hampton Inn by Hilton New Paltz

10/10 Excellent

"Stayed overnight for a function at the nearby college. Clean room, decent breakfast. Some noise from cars at nearby intersection. "

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. The Herwood Inn: Offers sun loungers, a pool, and complimentary wireless internet access. Hotel Dylan: Provides a children's pool, an indoor pool, and free self parking. Twin Gables of Woodstock: Features a snack bar/deli, an indoor pool, and buffet. Best Western Plus Kingston Hotel And Conference Center: Offers buffet, an indoor pool, and complimentary wired internet access.

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 Woodstock Music Shop, Karma Triyana Dharmachakra Monastery, and Catskill State Park. 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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