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Highland Hotel Guide - Hotels with Pool in Highland, New York

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Check availability on Highland Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Highland hotels with a pool

A swimming pool with a tiled deck, a few lounge chairs, and a stone wall outside.
A modern hotel room with a wooden desk, a flat-screen TV, and a large abstract painting. There is a sofa and a coffee table in the living area.
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

1. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
  • Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
€86
includes taxes & fees
12 Nov - 13 Nov
Hyatt Place Poughkeepsie / Hudson Valley
An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.
A hotel room with a large bed, a sofa, a desk, and a TV. There are windows with curtains, a lamp, and a picture on the wall.
A reception area with a wooden floor, a reception desk, and a wall with a welcome sign.
A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

2. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
Crown Heights
  • Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.
€102
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites Poughkeepsie
An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.
An outdoor seating area with stone walls, a fire feature, and yellow chairs.
A hotel room with two single beds, a sofa, a desk, and a chair.

3. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
Poughkeepsie
  • Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary.
€119
includes taxes & fees
9 Nov - 10 Nov
Home2 Suites By Hilton Poughkeepsie
An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.
A bathroom with a granite countertop sink, a large mirror, and a shower area.
A hotel room with two beds, a desk, a chair, and a TV.
A modern kitchen with a central island, a dining area with chairs, and a refrigerator.

4. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
€96
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Poughkeepsie
A large indoor swimming pool with lounge chairs and tables, surrounded by large windows and stone walls.
A hotel lobby with a reception desk, seating area, and a stone fireplace.
A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.
A hotel courtyard with outdoor seating, a fire pit, and a tennis court.

5. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
Poughkeepsie
  • Relax at the warm, inviting indoor pool with year-round access for water-filled fun at this Poughkeepsie retreat.
€127
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites by Hilton Poughkeepsie
An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.
A living room with a stone fireplace, four armchairs, a coffee table, and a patterned rug.
A sign for Residence Inn by Marriott with a landscaped flower bed in front.
A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.

6. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
Poughkeepsie
  • Inviting indoor pool and hot tub for all-season relaxation at this comfortable hotel near Vassar College and Locust Grove.
€120
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Poughkeepsie
An indoor swimming pool with clear blue water, surrounded by windows and potted plants.
A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.
A lobby with a stone fireplace, patterned armchairs, and a large rug.
A serene courtyard with a central statue, surrounded by brick walls and lush greenery.

7. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
New Paltz
  • Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
€131
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn by Hilton New Paltz
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.

8. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
  • Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
€109
includes taxes & fees
11 Nov - 12 Nov
Comfort Suites Fishkill near Interstate 84
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A bathroom with a toilet, sink, and mirror.
A hotel room with a desk, two chairs, a printer, and a sign indicating free Wi-Fi in all rooms.
A hotel room with two beds, a desk, a chair, a television, and a door.

9. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
  • Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
€94
includes taxes & fees
1 Nov - 2 Nov
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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.

10. 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.
€147
includes taxes & fees
11 Nov - 12 Nov
Kingston Regency Inn
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Choose what matters most at hotels with a pool in Highland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Highland Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Great sleep on our first night."
Joseph 3-night trip
Posted 4 hours ago
Americas Best Value Inn New Paltz
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"Parking was great"
Kathie Campbell 3-night trip
Posted 6 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Kingston Regency Inn

Kingston Regency Inn

8/10 Good
"Good property for one night stay"
Jisha 1-night trip
Posted 15 hours ago
Kingston Regency Inn
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"The place was clean and the breakfast good. It was quite expensive though."
Connie 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What are some accommodation options with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Hotel, 7-minute walk from Vassar College. Offers daily, an indoor pool and free self parking. Quality Inn Poughkeepsie: Features a snack bar/deli, an indoor pool and free self parking. Beekman Arms and Delamater Inn: Offers a full-service spa, a seasonal outdoor pool and 3 bars. Hyatt Place Poughkeepsie / Hudson Valley: Offers a snack bar/deli, an indoor pool and buffet. Wildflower Farms, Auberge Collection: Provides free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach showcase the area's natural beauty. Discover sights such as Franny Reese State Park and Apple Greens Golf Course during your stay.
When is the best time to book a hotel with a pool in Highland?
Taking the local weather in Highland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.