The Best Hotels with a Pool in Woodstock, NY from ₩162,497 in 2026

Q: What are some hotels with pools in Woodstock?

Woodstock Way Hotel : Offers sun loungers, a pool, and complimentary wireless internet access. Twin Gables of Woodstock : Offers free self parking, an indoor pool, and complimentary wireless internet access. The Herwood Inn : Hotel located near Catskill Mountains. Offers a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Morning Glory B n B Woodstock NY : Features buffet, an indoor pool, and complimentary wired internet access. Best Western Plus Kingston Hotel And Conference Center : Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking.

A calm lake with a sunset reflecting on the water, surrounded by forested hills.

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Our top choices for Woodstock hotels with a pool

Shandaken Inn

Shandaken

Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.

₩347,292 total

includes taxes & fees

Jul 28 - Jul 29

Hampton Inn Kingston

Kingston

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

₩256,812 total

includes taxes & fees

Jul 19 - Jul 20

Deep-tissue massages, Swedish massages, facials, 5 treatment rooms

Pocketbook Hotel and Bath

Hudson

₩449,021 total

includes taxes & fees

Jul 21 - Jul 22

Courtyard by Marriott Kingston

Kingston

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

₩235,151 total

includes taxes & fees

Jul 12 - Jul 13

Hampton Inn by Hilton New Paltz

New Paltz

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

₩278,629 total

includes taxes & fees

Jul 30 - Jul 31

Hotel Vienna

Windham

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

₩243,291 total

includes taxes & fees

Aug 9 - Aug 10

The Graham & Co.

Phoenicia

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

₩259,848 total

includes taxes & fees

Jul 27 - Jul 28

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.

₩1,041,425 total

includes taxes & fees

Jul 31 - Aug 1

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Choose what matters most at hotels with a pool in Woodstock

Breakfast included

Hot tub

Top Woodstock Hotel Reviews

Americas Best Value Inn New Paltz

10/10 Excellent

"Stayed one night. Things were fine"

Hampton Inn by Hilton New Paltz

10/10 Excellent

"I honestly wasn't expecting much from the property. Boy was I surprised. For a pet friendly hotel, it is SOOOO clean. The staff could not have been more attentive. The breakfast was wonderful. I actually told my husband, as we left the parking lot to go home, "I would highly recommend this place to anyone traveling to New Paltz. Thank you for such a great stay.""

The Graham & Co.

10/10 Excellent

"We were a group of friends spread over a few rooms - our main purpose was to catch up, hang out together and let our kids play together. We did that and more at the cute little pool, the big yard with badminton set up! Everyone was super nice, accommodating and friendly! Highly recommended little motel. Walking distance to the Main Street for lunch, pizza take out, icecream etc!"

Frequently asked questions

What are some hotels with pools in Woodstock?

Woodstock Way Hotel: Offers sun loungers, a pool, and complimentary wireless internet access. Twin Gables of Woodstock: Offers free self parking, an indoor pool, and complimentary wireless internet access. The Herwood Inn: Hotel located near Catskill Mountains. Offers a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Morning Glory B n B Woodstock NY: Features buffet, an indoor pool, and complimentary wired internet access. Best Western Plus Kingston Hotel And Conference Center: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking.

What is there to see and do in Woodstock?

Explore places like Catskill Mountains while you're in the area. The picturesque setting of Overlook Mountain Trailhead and The Comeau Property 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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