Default HTG hotel image

Search Hotels with Pool in Shady

  • 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 Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 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 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.
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.
฿4,119
฿4,614 total
includes taxes & fees
8 Nov - 9 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.
฿3,989
฿4,468 total
includes taxes & fees
1 Nov - 2 Nov
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 spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
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.
฿4,125
฿4,620 total
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 hotel room with two beds, a TV, a dresser, and a door leading to another room.
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.

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.
฿3,647
฿4,084 total
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Saugerties
A log cabin with a tower, a swimming pool, and lounge chairs.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.
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.

5. Emerson Resort & Spa

Emerson Resort & Spa
Mount Tremper
  • Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains.
฿6,044
฿6,769 total
includes taxes & fees
1 Nov - 2 Nov
Emerson Resort & Spa
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.
A hotel room with a bed, a desk, a sofa, and two lamps.
A hotel room with a bed, desk, chair, TV, and kitchenette.
A buffet area with various food items, a coffee machine, and a refrigerator.

6. 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.
฿4,832
฿5,411 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Saugerties
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.
A restaurant with booths, tables, and a bar area.
A bar area with a long counter, multiple bar stools, and a television mounted above the bar.

7. 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.
฿4,221
฿5,186 total
includes taxes & fees
12 Nov - 13 Nov
Kingston Regency Inn
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
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.

8. 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.
฿5,743
฿6,839 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A pool area with a wooden deck, benches, and umbrellas.
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
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.

9. 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.
฿5,274
฿5,907 total
includes taxes & fees
2 Nov - 3 Nov
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 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.

10. Shandaken Inn

Shandaken Inn
Shandaken
  • Seasonal pool bliss in the Catskills invites summer splashes at this charming inn.
฿4,801
฿5,378 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"No complaints"
LILLIAN 1-night trip
Posted less than an hour ago
Howard Johnson by Wyndham Saugerties
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very clean and cozy. Close to many attractions. The staff was friendly, would recommend."
Ursula 2-night trip
Posted less than an hour ago
Hotel Vienna
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was as expected. No complaints. Staff was friendly. Location is OK if you're passing through. It's not in town but in a large parking lot/retail area, with a few chain restaurants and stores like Target nearby. It took about a 10 minute drive to get to a local restaurant."
Darlene 1-night trip
Posted 2 hours ago
Courtyard by Marriott Kingston
Kingston Regency Inn

Kingston Regency Inn

8/10 Good
"Good stay for the price."
Colleen 1-night trip
Posted 3 hours ago
Kingston Regency Inn

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.

Explore a world of travel with Expedia