Find Hotels with a Pool in Woodstock, NY from CA $159

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Woodstock Hotels with a Pool

Our top choices for Woodstock hotels with a pool

Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
9.8 out of 10, Exceptional, (9 reviews)
  • cleanliness
    Secluded riverside pool paradise with fitness centre and outdoor amenities creates a rejuvenating retreat near Woodstock.
"Fantastic modern house by a clear beautiful creek, right next to downtown Woodstock. Plenty of comfortable beds, great kitchen, beautiful views - wonderful stay."
United States
Theodore F. L.
The price is CA $419
CA $888 total
includes taxes & fees
May 18 - May 19
Woodstock Historic Artist Estate - The Museum House

Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (279 reviews)
  • cleanliness
    Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
"We had the best time relaxing at the pool and in all of the outdoor space."
United States
Caitlin
The price is CA $246
CA $276 total
includes taxes & fees
Jun 3 - Jun 4
Shandaken Inn

Catskill Seasons Inn

Catskill Seasons Inn
2.5 star property
Shandaken
8.2 out of 10, Very good, (252 reviews)
  • cleanliness
    Serene seasonal pool oasis nestled in the Catskill Mountains offers perfect summer refreshment.
"Very peaceful woods setting. Friendly staff and the pool was marvelous."
United States
Ihab
The price is CA $169
CA $189 total
includes taxes & fees
May 19 - May 20
Catskill Seasons Inn

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
"Loved the pool."
United States
Shana
The price is CA $195
CA $235 total
includes taxes & fees
Jun 1 - Jun 2
Hotel Vienna

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.4 out of 10, Very good, (41 reviews)
"A beautiful hotel, with a great restaurant and bar in the hotel as well as a bathhouse. The room was well appointed, with a projector instead of a TV which I liked. The shower (and water pressure - or lack there of!) was disappointing and didn’t seem to match how well appointed the rest of the room was. I also noted a kettle in the room which is a great addition - but sadly no mugs or tea/coffee supplied. Staff were pleasant and accomodating throughout the stay. "
United States
Tahlia
The price is CA $280
CA $378 total
includes taxes & fees
Jun 14 - Jun 15
Pocketbook Hotel and Bath

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
"Clean room, indoor pool a plus for the kids."
United States
Dolores
The price is CA $202
CA $226 total
includes taxes & fees
Jun 1 - Jun 2
Hampton Inn by Hilton New Paltz

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (496 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
"Had nice pool."
United States
Juan
The price is CA $147
CA $159 total
includes taxes & fees
May 18 - May 19
Red Ranch Motel

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.4 out of 10, Good, (1,001 reviews)
  • cleanliness
    Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
"The hotel is tired and out dated but it worked well for a short ski weekend to reach Hunter Mountain. Food at the attached restaurant was very delicious. "
United States
Deborah
The price is CA $165
CA $185 total
includes taxes & fees
May 31 - Jun 1
Howard Johnson by Wyndham Saugerties

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
"room clean, and i enjoyed the pool"
United States
William
The price is CA $179
CA $201 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Kingston
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.

Choose what matters most at hotels with a pool in Woodstock

Top Woodstock Hotel Reviews

Frequently asked questions

What are some hotels with pools in Woodstock?
Woodstock Way Hotel: Features sun loungers, a pool, and complimentary wireless internet access. The Herwood Inn: Features a snack bar/deli, an indoor pool, and free self parking. Twin Gables of Woodstock: Offers buffet, an indoor pool, and complimentary wired internet access. Streamside Cottage Half Mile to Town of Woodstock: Hotel located near Catskill Mountains. Provides a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Best Western Plus Kingston Hotel And Conference Center: Offers a steam room, 3 indoor pools, and spa services.
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 Colony, 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.

Explore a world of travel with Expedia