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

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Check availability on Woodstock Hotels with a Pool

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Woodstock hotels with a pool

A swimming pool surrounded by trees, with a clear sky above.
A spacious living room with a large window, a modern sofa, a coffee table, and a bookshelf.
A modern kitchen with dark cabinetry, a wooden island, and hanging glassware.
A modern kitchen with a central island, black cabinetry, and pendant lighting.

1. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
  • Secluded riverside pool paradise with fitness center and outdoor amenities creates a rejuvenating retreat near Woodstock.
￥93,548
￥151,914 total
includes taxes & fees
Oct 7 - Oct 8
Woodstock Historic Artist Estate - The Museum House
An indoor swimming pool with lounge chairs and a sunbed area.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

2. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
  • Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.
￥19,455
￥21,789 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard by Marriott Kingston
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.
A gym with treadmills, a weight machine, a red exercise ball, and a bench.

3. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
￥22,444
￥25,138 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Kingston
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
A restaurant with booths, tables, and a bar area.
A hotel room with two beds, a desk, and a large window.
A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.

4. Kingston Regency Inn

Kingston Regency Inn
Kingston
  • Relax in the heated indoor pool at this Kingston hotel, complete with children's area and poolside arcade entertainment.
￥18,341
￥21,790 total
includes taxes & fees
Sep 14 - Sep 15
Kingston Regency Inn
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.

5. Howard Johnson by Wyndham Saugerties

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.
￥18,667
￥20,907 total
includes taxes & fees
Sep 13 - Sep 14
Howard Johnson by Wyndham Saugerties
A log cabin with a tower, a swimming pool, and lounge chairs.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A hallway with intricate carvings on the walls and a large vase in the center.
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

6. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
￥33,456
￥37,470 total
includes taxes & fees
Sep 15 - Sep 16
Emerson Resort & Spa
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.
A reception area with a wooden reception desk, a television mounted on the wall, a blue sofa, and a fireplace with plants.
A hotel room with a bed, a desk, a sofa, and two lamps.
A buffet area with various food items, a coffee machine, and a refrigerator.

7. Comfort Inn Saugerties

Comfort Inn Saugerties
Saugerties
  • Dive into refreshing aquatic relaxation at this Saugerties retreat featuring an indoor pool open daily from morning until evening.
￥24,662
￥27,620 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn Saugerties
A pool area with a wooden deck, benches, and umbrellas.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.
A corridor with white walls, wooden slats, and a concrete floor.

8. The Graham & Co.

The Graham & Co.
Phoenicia
  • Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis.
￥24,880
￥27,866 total
includes taxes & fees
Sep 21 - Sep 22
The Graham & Co.
A swimming pool with lounge chairs and a red building in the background.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

9. Red Ranch Motel

Red Ranch Motel
Catskill
  • Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
￥14,806
￥15,992 total
includes taxes & fees
Sep 13 - Sep 14
Red Ranch Motel
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Choose what matters most at hotels with a pool in Woodstock

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Woodstock Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"We had a beautiful time at Hampton Inn. The only trouble we had, was whoever was staying in the room above us was terribly loud. It had nothing to do with the hotel though. The staff were kind and friendly and accommodating. The pool was nice, wish it was a bit warmer, but that's just me. Wonderful time! This was our 4th time staying at this hotel. Close to shops, restaurants, and Minnewaska State Park for hiking. We will be back soon!"
Lyndsay 2-night trip
Posted less than an hour ago
Hampton Inn by Hilton New Paltz
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Beautiful room-super clean and immaculate"
Marie 2-night trip
Posted 18 hours ago
Courtyard by Marriott Kingston
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Great deal for staying in new Paltz Good breakfast included Nice location Will keep coming back"
Robert 2-night trip
Posted 22 hours ago
Americas Best Value Inn New Paltz
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Clean room, nice staff"
William 2-night trip
Posted 1 day ago
Howard Johnson by Wyndham Saugerties
Kingston Regency Inn

Kingston Regency Inn

8/10 Good
"The room & property were very clean. The staff outstanding. A special thank you to James at the front desk & Andrè in The Venue. Would suggest that at check in guests should be notified that housekeeping needs to be requested by 11:00 am (I didn’t notice the sign). For a nicer hotel,coffee should be available in lobby in addition to the small coffee maker in room. I would recommend to friends & family."
Bonnie 2-night trip
Posted 1 day ago
Kingston Regency Inn

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: Provides buffet, an indoor pool, and complimentary wired internet access. The Herwood Inn: Features a snack bar/deli, an indoor pool, and free self parking. Streamside Cottage Half Mile to Town of Woodstock: Offers daily, an indoor pool, and free self parking. The Woodstock Inn on the Millstream: Features 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 The Comeau Property showcase the area's natural beauty. During your stay, check out sights such as Woodstock Music Shop, Bearsville Theater, 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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