Default HTG hotel image

Find Hotels with a Pool in Shady, NY from CA $171

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Shady Hotels with a Pool

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

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 modern lobby with a reception desk, seating area, and a dining section.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern breakfast area with a coffee machine, cereal, and bakery options.

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.
CA $185
CA $207 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
An indoor swimming pool with lounge chairs and a sunbed area.
An outdoor patio with a fire pit, seating, and a building in the background.
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.
CA $167
CA $187 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

3. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
CA $173
CA $193 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Kingston
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A restaurant with a bar area, wooden booths, and a coffee machine.
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.

4. 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.
CA $153
CA $171 total
includes taxes & fees
Nov 15 - Nov 16
Howard Johnson by Wyndham Saugerties
A log cabin with a tower, a swimming pool, and lounge chairs.
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.
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.

5. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
CA $230
CA $258 total
includes taxes & fees
Nov 1 - Nov 2
Emerson Resort & Spa
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 hotel room with a sofa, ottoman, desk, chair, television, and a mirror.
A bar area with a long counter, multiple bar stools, and a television mounted above the bar.

6. 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.
CA $177
CA $217 total
includes taxes & fees
Oct 21 - Oct 22
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 cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A multi-story building with outdoor seating and a stone-paved patio.

7. 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.
CA $243
CA $289 total
includes taxes & fees
Nov 20 - Nov 21
Kaatskill Mountain Club & Condos by Vail Resorts
A pool area with a wooden deck, benches, and umbrellas.
A corridor with white walls, wooden slats, and a concrete floor.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

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.
CA $220
CA $247 total
includes taxes & fees
Nov 1 - Nov 2
The Graham & Co.
A large house with a swimming pool surrounded by a fence, a tennis court, and a grassy lawn.
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone building with a chimney, a pool, and a sign for Shandaken Inn.

9. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
CA $201
CA $225 total
includes taxes & fees
Nov 3 - Nov 4
Shandaken Inn
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, desk, chair, TV, and kitchenette.
A buffet area with various food items, a coffee machine, and a refrigerator.

10. 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.
CA $202
CA $227 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Saugerties
View all properties

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 1 hour 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 accommodations 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, check out sights such as Overlook Mountain Trailhead, Indian Head Mountain, and Ashokan Rail Trail- Woodstock Dike Trailhead.

Explore a world of travel with Expedia