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Check availability on Highland Hotels with Pool

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

Our top choices for Highland hotels with a pool

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.

1. 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.
฿3,833
฿4,452 total
includes taxes & fees
9 Nov - 10 Nov
Home2 Suites By Hilton Poughkeepsie
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 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 bathroom with a bathtub, a shower, and a toilet.

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.
฿3,275
฿3,804 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn & Suites 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 courtyard with a fire pit, outdoor seating, and a covered area with string lights.
A hotel courtyard with outdoor seating, a fire pit, and a tennis court.

3. 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.
฿4,101
฿4,763 total
includes taxes & fees
8 Nov - 9 Nov
Homewood Suites by Hilton Poughkeepsie
An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.
A modern kitchen with a central island, a dining area with chairs, and a refrigerator.
A hotel room with two beds, a desk, a chair, and a TV.
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.
฿3,110
฿3,611 total
includes taxes & fees
4 Nov - 5 Nov
Quality Inn Poughkeepsie
A swimming pool with a tiled deck, a few lounge chairs, and a stone wall outside.
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
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 bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

5. 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.
฿2,786
฿3,235 total
includes taxes & fees
12 Nov - 13 Nov
Hyatt Place Poughkeepsie / Hudson Valley
An indoor swimming pool with clear blue water, surrounded by windows and potted plants.
A hotel lobby with a reception desk, a patterned rug, seating area with chairs, a fireplace, and a large painting 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.

6. 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.
฿4,376
฿4,902 total
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn by Hilton New Paltz
An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.
An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.
A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.
A living room with a stone fireplace, four armchairs, a coffee table, and a patterned rug.

7. 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.
฿3,894
฿4,522 total
includes taxes & fees
8 Nov - 9 Nov
Residence Inn by Marriott Poughkeepsie
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
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.
฿3,524
฿4,074 total
includes taxes & fees
11 Nov - 12 Nov
Comfort Suites Fishkill near Interstate 84
An indoor swimming pool with clear blue water, sunlit windows, and lounge chairs along the poolside.
A spacious lobby with a fireplace, seating area, and a reception desk.
A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a mirror.
An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

9. SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
Fishkill
  • Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.
฿6,008
฿6,947 total
includes taxes & fees
15 Oct - 16 Oct
SpringHill Suites by Marriott Fishkill
A modern indoor swimming pool with clear water, a lifeguard chair, and a pool rule sign indicating a depth of 3 feet and 9 inches.
A hotel room with a large bed, a bathroom with a sink and mirror, and a door leading to another room.
A modern bathroom with a large mirror, a white toilet, and a countertop with a sink and soap dispenser.
A modern breakfast area with a bakery section, yogurt and egg station, and a sign indicating a bakery.

10. Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Fishkill
  • Swim under indoor skylights as the hot tub bubbles nearby at this relaxing poolside escape.
฿4,800
฿5,550 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
View all properties

Choose what matters most at hotels with a pool in Highland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Highland Hotel Reviews

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 2 days 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 2 days 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 3 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.

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