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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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 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 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 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.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.

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 9 - Nov 10
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 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 reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.

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.
$101 nightly
$117 total
Nov 11 - Nov 12
Total with taxes and fees
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 reception area with a reception desk, a waiting area with sofas, and a glass door entrance.
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.

4. 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 9 - Nov 10
Total with taxes and fees
Quality Inn 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 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.
$122 nightly
$142 total
Nov 1 - Nov 2
Total with taxes and fees
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.
An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.

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 11 - Nov 12
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 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.
A hotel lobby with a reception desk, a patterned rug, seating area with chairs, a fireplace, and a large painting 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 12 - Nov 13
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 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.
$98 nightly
$113 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
A bar area with a long counter, multiple bar stools, and a television mounted above the bar.
A hotel room with two beds, a desk, and a large window.
A restaurant with booths, tables, and a bar area.

9. 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.
$137 nightly
$154 total
Oct 21 - Oct 22
Total with taxes and fees
Kingston Regency Inn
An indoor swimming pool with a sunroof, a pool table, and a seating area with chairs.
A hotel lobby with a sofa, two patterned armchairs, a coffee table, a wall-mounted sign, a staircase, and a patterned carpet.
A hotel lobby with a reception desk, two staircases, and a carpeted floor.
A bathroom with a white sink, a mirror, a telephone, and a shower curtain.

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 25 - Oct 26
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"I was pleasantly surprised by my stay here and although it was only one night, it was exactly what I needed. Overall the property was clean, as well as the interior area and especially the room. Bed was comfy for me, although they should invest in bigger pillows but they were still good enough not to knock a star off the rating. The staff was really friendly and helpful including helping me to find my room since I made a mistake thinking she said 216 and it was 226 ... LOL. BTW ... the big mirror on the wall is crooked, I'm only mentioning it because I couldn't fix it, I hated that .. LOL."
Anthony 1-night trip
Posted 1 hour ago
Americas Best Value Inn New Paltz
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"We enjoyed our stay here. The room was clean and comfortable."
Davida 2-night trip
Posted 22 hours ago
Hampton Inn by Hilton New Paltz
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

8/10 Good
"Older hotel that needs to update for the travellers of today. no ports for charging electronics without a brick."
Vernon 2-night trip
Posted 22 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Fine basic motel. Lots of parking, easy access to highway, lots of places to eat nearby. Bed was very comfortable."
Justin Robert 2-night trip
Posted 1 day ago
Ramada by Wyndham Newburgh/West Point
Kingston Regency Inn

Kingston Regency Inn

10/10 Excellent
"Clean room friendly staff close to everything 100% will stay again"
Tara 1-night trip
Posted 3 days ago
Kingston Regency Inn
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

8/10 Good
"Hotel was nice , clean and the staff was friendly"
Roberta 3-night trip
Posted 3 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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