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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
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 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 bathroom with a bathtub, a shower, and a toilet.

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.
₩130,757
₩151,841 total
includes taxes & fees
Nov 8 - Nov 9
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.
₩152,733
₩177,360 total
includes taxes & fees
Nov 3 - Nov 4
Home2 Suites By Hilton Poughkeepsie
A large indoor swimming pool with lounge chairs and tables, surrounded by large windows and stone walls.
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.
A hotel lobby with a reception desk, seating area, and a stone fireplace.

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.
₩163,721
₩190,120 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
₩124,151
₩144,170 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn 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 reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.
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.

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.
₩125,960
₩146,272 total
includes taxes & fees
Nov 8 - Nov 9
Hyatt Place Poughkeepsie / Hudson Valley
An indoor swimming pool with clear blue water, surrounded by windows and potted plants.
A serene courtyard with a central statue, surrounded by brick walls and lush greenery.
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.

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.
₩174,709
₩195,673 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn by Hilton New Paltz
An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.
A sign for Residence Inn by Marriott with a landscaped flower bed in front.
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.

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.
₩155,440
₩180,504 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Poughkeepsie
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 modern lounge area with a stone wall, a flat-screen TV, and blue seating.
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.
₩130,985
₩151,452 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Suites Fishkill near Interstate 84
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.

9. 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.
₩199,660
₩230,869 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
An indoor swimming pool with clear blue water, sunlit windows, and lounge chairs along the poolside.
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.
A spacious lobby with a fireplace, seating area, and a reception desk.
An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

10. 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.
₩239,860
₩277,340 total
includes taxes & fees
Oct 12 - Oct 13
SpringHill Suites by Marriott Fishkill
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Great hotel, clean and confortable"
William 1-night trip
Posted 9 hours ago
Hampton Inn & Suites Poughkeepsie
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"great time"
Joseph 2-night trip
Posted 10 hours ago
Holiday Inn Express Poughkeepsie by IHG
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Perfect as always!"
Thuy 1-night trip
Posted 19 hours ago
Courtyard by Marriott Kingston
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

8/10 Good
"My stay was nice I did here a couple arguing a few rooms down"
Kakia 1-night trip
Posted 22 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Choice after SUPER 8 experience"
Douglas 2-night trip
Posted 1 day ago
Kingston Regency Inn
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

10/10 Excellent
"A clean comfy place to land for 2 weary travelers. Very quiet with great beds. The breakfast buffet was so much more welcome than a traditional continental breakfast"
Karen 1-night trip
Posted 5 days ago
Best Western Fishkill Inn & Suites

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.

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