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Check availability on Shady Hotels with Pool

Tonight
9 Sep - 10 Sep
Tomorrow
10 Sep - 11 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Shady hotels with a pool

An indoor swimming pool with lounge chairs and a sunbed area.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance 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.

1. 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.
3.292.013 ₫
3.687.056 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Courtyard by Marriott Kingston
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
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.
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

2. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
3.741.050 ₫
4.189.976 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Kingston
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 spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
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.
5.718.460 ₫
6.404.674 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Emerson Resort & Spa
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 rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

4. 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.
4.210.086 ₫
4.715.390 ₫ total
includes taxes & fees
10 Sept - 11 Sept
The Graham & Co.
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.

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.
3.171.146 ₫
3.551.684 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Howard Johnson by Wyndham Saugerties
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
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.
A hotel room with two beds, a desk, and a large window.

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.
3.249.125 ₫
3.748.191 ₫ total
includes taxes & fees
13 Sept - 14 Sept
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 cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
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.
5.136.737 ₫
6.116.673 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A swimming pool with lounge chairs and a red building in the background.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.

8. 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.
2.505.465 ₫
2.706.131 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Red Ranch Motel
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 modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A cabin with a deck, large windows, and a mountain backdrop.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

9. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
2.687.304 ₫
3.351.449 ₫ total
includes taxes & fees
10 Sept - 11 Sept
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"
Don 1-night trip
Posted 2 days ago
Hotel Vienna
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"r"
Bruce 1-night trip
Posted 6 days ago
Residence Inn by Marriott Kingston

Frequently asked questions

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.