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Shady Hotel Guide - Hotels with Pool in Shady, Bearsville

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Check availability on Shady Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Shady hotels with a pool

A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern lobby with a reception desk, seating area, and a dining section.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.
€127
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
An indoor swimming pool with lounge chairs and a sunbed area.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
An outdoor patio with a fire pit, seating, and a building in the background.

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.
€126
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Kingston
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 couple standing on a wooden deck overlooking a landscaped garden with a river view.
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

3. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
€178
includes taxes & fees
1 Nov - 2 Nov
Emerson Resort & Spa
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
A gym with treadmills, a weight machine, a red exercise ball, and a bench.
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

4. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
€122
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Kingston
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.

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.
€108
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Saugerties
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

6. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
€142
includes taxes & fees
25 Oct - 26 Oct
Shandaken Inn
A pool area with a wooden deck, benches, and umbrellas.
A corridor with white walls, wooden slats, and a concrete floor.
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

7. 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.
€156
includes taxes & fees
1 Nov - 2 Nov
The Graham & Co.
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
A hotel room with two beds, a desk, and a large window.
A bar area with a long counter, multiple bar stools, and a television mounted above the bar.
A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.

8. 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.
€138
includes taxes & fees
2 Nov - 3 Nov
Kingston Regency Inn
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A multi-story building with outdoor seating and a stone-paved patio.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

9. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
€190
includes taxes & fees
20 Nov - 21 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.
A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.
A cabin with a deck, large windows, and a mountain backdrop.

10. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
€127
includes taxes & fees
21 Oct - 22 Oct
Hotel Vienna
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Choose what matters most at hotels with a pool in Shady

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Shady Hotel Reviews

Kingston Regency Inn

Kingston Regency Inn

8/10 Good
"Need twice as many towels because they are thin and not so big. The gym was a disappointment. The equipment needs to be serviced for example one treadmill needs to have the display fixed. Also many of the weights are missing and there were no towels. The breakfast during the week is not good. Weekend was better. But overall the room was quiet and comfortable and that is what matters the most."
Diane 3-night trip
Posted 2 hours ago
Kingston Regency Inn
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Traveling with my husband for NY Sheep and Wool Festival. Worked for what we needed. Could use updating."
Cheri 2-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Saugerties
Hampton Inn Kingston

Hampton Inn Kingston

8/10 Good
"It was a nice stay. Nothing extra ordinary with the premises."
Marjorie 3-night trip
Posted 15 hours ago
Hampton Inn Kingston
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was nice , clean and the staff was friendly"
Roberta 3-night trip
Posted 3 days ago
Courtyard by Marriott Kingston

Frequently asked questions

What are some accommodation options with pools in Shady?
Beekman Arms and Delamater Inn: Offers a snack bar/deli, an indoor pool and free self parking. Hunter Lodge, a Bluebird by Lark: Features a sauna, an indoor pool and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Hotel located near Windham Mountain Resort. Features daily, an indoor pool and free self parking. Courtyard by Marriott Kingston: Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Kingston Regency Inn: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool and a sauna.
What is there to see and do in Shady?
Enjoy a stroll along the shore at Saugerties Village Beach and Kingston Point Beach. During your stay, visit sights such as Overlook Mountain Trailhead, Indian Head Mountain and Ashokan Rail Trail- Woodstock Dike Trailhead.