The Best Hotels with a Pool in Woodstock, NY from AED 402 in 2026

Q: 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 steam room, 3 indoor pools, and spa services. The Herwood Inn : Offers a snack bar/deli, an indoor pool, and free self parking. Streamside Cottage Half Mile to Town of Woodstock : Provides a sauna, an indoor pool, and free self parking. Beekman Arms and Delamater Inn : Features buffet, an indoor pool, and complimentary wired internet access.

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Our top choices for Woodstock hotels with a pool

A swimming pool surrounded by trees, with a clear sky above.

1. Woodstock Historic Artist Estate - The Museum House

Woodstock

Secluded riverside pool paradise with fitness center and outdoor amenities creates a rejuvenating retreat near Woodstock.

AED 2,548 total

includes taxes & fees

12 Nov - 13 Nov

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

2. Hampton Inn Kingston

Kingston

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

AED 469 total

includes taxes & fees

6 Dec - 7 Dec

An indoor swimming pool with lounge chairs and a sunbed area.

3. Courtyard by Marriott Kingston

Kingston

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

AED 451 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.

4. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.

AED 522 total

includes taxes & fees

7 Dec - 8 Dec

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

5. 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.

AED 481 total

includes taxes & fees

6 Dec - 7 Dec

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

6. Kingston Regency Inn

Kingston

Relax in the heated indoor pool at this Kingston hotel, complete with children's area and poolside arcade entertainment.

AED 508 total

includes taxes & fees

24 Nov - 25 Nov

An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

7. Comfort Inn Saugerties

Saugerties

Dive into refreshing aquatic relaxation at this Saugerties retreat featuring an indoor pool open daily from morning until evening.

AED 610 total

includes taxes & fees

6 Dec - 7 Dec

A log cabin with a tower, a swimming pool, and lounge chairs.

8. Emerson Resort & Spa

Mount Tremper

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

AED 714 total

includes taxes & fees

12 Nov - 13 Nov

A pool area with a wooden deck, benches, and umbrellas.

9. The Graham & Co.

Phoenicia

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

AED 643 total

includes taxes & fees

10 Nov - 11 Nov

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

10. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.

AED 744 total

includes taxes & fees

22 Nov - 23 Nov

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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 Kingston

Kingston

10/10 Excellent

Marie

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Saugerties

10/10 Excellent

Melissa

Emerson Resort & Spa

Mount Tremper

10/10 Excellent

Karla

A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Joseph

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and flowers.

The Amelia

Hudson

10/10 Excellent

Amanda

Comfort Inn Saugerties

Saugerties

10/10 Excellent

Jess

A motel with a swimming pool, picnic tables, and a playground.

Four Seasons Motel

Catskill

10/10 Excellent

Stayed in cold February. We loved that the owner himself greeted us and treated us like his own family was visiting. I was using my tire air compressor to top off my tires before hitting the road and the owner came out to ask me if I needed help. Swell guy. The rooms are clean and bathrooms are stocked with shower gel, shampoo, towels of all sizes, even individually wrapped new tooth brushes. Mini fridge in room and microwave. Flat screen T.V. with HDMI hookup. Heat is good in the room. Yes,...

ALEJANDRO

A swimming pool with lounge chairs and a red building in the background.

Red Ranch Motel

Catskill

10/10 Excellent

Ellie

Frequently Asked Questions

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 steam room, 3 indoor pools, and spa services. The Herwood Inn: Offers a snack bar/deli, an indoor pool, and free self parking. Streamside Cottage Half Mile to Town of Woodstock: Provides a sauna, an indoor pool, and free self parking. Beekman Arms and Delamater Inn: Features 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 The Comeau Property showcase the area’s natural beauty. During your stay, check out sights such as Bearsville Theater, 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.

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Find Hotels with a Pool in Woodstock, NY

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodstock hotels with a pool

1. Woodstock Historic Artist Estate - The Museum House

2. Hampton Inn Kingston

3. Courtyard by Marriott Kingston

4. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

5. Howard Johnson by Wyndham Saugerties

6. Kingston Regency Inn

7. Comfort Inn Saugerties

8. Emerson Resort & Spa

9. The Graham & Co.

10. Kaatskill Mountain Club & Condos by Vail Resorts

Choose what matters most at hotels with a pool in Woodstock

Top Woodstock Hotel Reviews

Hampton Inn Kingston

10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in Woodstock?

What is there to see and do in Woodstock?

When is the best time to book a hotel with a pool in Woodstock?

Explore a world of travel with Expedia