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Find Hotels with a Pool in Highland, NY

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Check availability on Highland Hotels with a Pool

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Highland hotels with a pool

An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with lounge chairs.
A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.
A bathroom with a bathtub, a shower, and a toilet.
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.

1. 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.
AED 343
AED 399 total
includes taxes & fees
19 Oct - 20 Oct
Hampton Inn & Suites Poughkeepsie
An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.
A hotel room with two single beds, a sofa, a desk, and a chair.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.
A modern indoor seating area with a sofa, tables, and chairs, featuring large windows and a clean, contemporary design.

2. 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.
AED 434
AED 504 total
includes taxes & fees
7 Oct - 8 Oct
Home2 Suites By Hilton Poughkeepsie
A swimming pool with a tiled deck, a few lounge chairs, and a stone wall outside.
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.
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.

3. 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.
AED 404
AED 469 total
includes taxes & fees
13 Oct - 14 Oct
Hyatt Place Poughkeepsie / Hudson Valley
An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.
A hotel room with two beds, a desk, a chair, and a TV.
A bathroom with a granite countertop sink, a large mirror, and a shower area.
A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

4. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
AED 356
AED 413 total
includes taxes & fees
21 Oct - 22 Oct
Quality Inn Poughkeepsie
A large indoor swimming pool with lounge chairs and tables, surrounded by large windows and stone walls.
A hotel courtyard with outdoor seating, a fire pit, and a tennis court.
A courtyard with a fire pit, outdoor seating, and a covered area with string lights.
A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.

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.
AED 509
AED 591 total
includes taxes & fees
26 Oct - 27 Oct
Homewood Suites by Hilton Poughkeepsie
An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.
A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.
An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.
A living room with a stone fireplace, four armchairs, a coffee table, and a patterned rug.

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.
AED 426
AED 495 total
includes taxes & fees
26 Oct - 27 Oct
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.
AED 539
AED 604 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn by Hilton New Paltz
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
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.

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.
AED 407
AED 471 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Suites Fishkill near Interstate 84
An indoor swimming pool with clear water, tiled floor, and a 'No Diving' sign.
A spacious lobby with a fireplace, seating area, and large windows.
A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.
A spacious lobby with a high ceiling, large potted plants, and a central reception area.

9. Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
Fishkill
  • Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district.
AED 479
AED 554 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Fishkill
A swimming pool with lounge chairs, a fenced patio, and a building with a brick facade.
A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.
A Best Western hotel with a parking lot and a rainbow in the background.
A hotel room with a large bed, a nightstand, a wall-mounted lamp, and a window with curtains.

10. Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
Fishkill
  • Seasonal outdoor pool for summer dips makes this hotel a perfect family-friendly getaway.
AED 460
AED 531 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Fishkill Inn & Suites
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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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Nice staff clean space good breakfast"
Jasmine 2-night trip
Posted 8 hours ago
Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

8/10 Good
"The room was decent. Clean and comfortable bed. Quiet. Rusty, leaning floor lamp in corner of bedroom. Decent value. The bathroom was not in great condition. Damaged ceiling tile over the shower from second floor. Empty shampoo conditioner mounted on shower wall. Very sparce continental breakfast."
Michael 1-night trip
Posted 1 day ago
Quality Inn Poughkeepsie
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Was a pleasant overnight stay"
david 1-night trip
Posted 2 days ago
Ramada by Wyndham Newburgh/West Point

Frequently asked questions

What are some accommodations 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 into account the local weather in Highland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.