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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 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
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 bathroom with a bathtub, a shower, and a toilet.
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.

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.
$98 nightly
$113 total
Nov 1 - Nov 2
Total with taxes and fees
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.
A modern indoor seating area with a sofa, tables, and chairs, featuring large windows and a clean, contemporary design.
An outdoor seating area with stone walls, a fire feature, and yellow chairs.

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.
$114 nightly
$132 total
Nov 4 - Nov 5
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
A swimming pool with a tiled deck, a few lounge chairs, and a stone wall outside.
A reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.
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 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.
$99 nightly
$115 total
Nov 5 - Nov 6
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
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 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.

4. 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.
$122 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
Homewood 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.

5. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
$93 nightly
$108 total
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Poughkeepsie
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 sign for Residence Inn by Marriott with a landscaped flower bed in front.

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.
$116 nightly
$135 total
Nov 1 - Nov 2
Total with taxes and fees
Residence Inn by Marriott Poughkeepsie
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 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.

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.
$130 nightly
$146 total
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn by Hilton New Paltz
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 modern lounge area with a stone wall, a flat-screen TV, and blue seating.

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.
$98 nightly
$113 total
Nov 2 - Nov 3
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
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.

9. 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.
$127 nightly
$142 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Kingston
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.
A hotel room with two beds, a desk, a chair, a television, and a door.
A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.
A bathroom with a toilet, sink, and mirror.

10. 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.
$99 nightly
$117 total
Oct 18 - Oct 19
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"
Brian 1-night trip
Posted 9 hours ago
Ramada by Wyndham Newburgh/West Point
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Awesome hotel. Staff is amazing and room was so comfortable."
Susan 1-night trip
Posted 4 days ago
Courtyard by Marriott Kingston

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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