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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
27 Sep - 28 Sep
Tomorrow
28 Sep - 29 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Highland hotels with a pool

Indoor pool
Reception
Premium bedding, pillowtop beds, in-room safe, desk
Free daily buffet breakfast

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.
SAR 351
SAR 408 total
includes taxes & fees
19 Oct - 20 Oct
Hampton Inn & Suites Poughkeepsie
Indoor pool
Lobby
Exterior
Lobby

2. 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.
SAR 357
SAR 414 total
includes taxes & fees
27 Oct - 28 Oct
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Hair dryer, towels
Free daily continental breakfast
Lobby

3. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
SAR 364
SAR 422 total
includes taxes & fees
21 Oct - 22 Oct
Quality Inn Poughkeepsie
Indoor pool
Lobby
Terrace/patio
Exterior

4. 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.
SAR 462
SAR 536 total
includes taxes & fees
26 Oct - 27 Oct
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Snack bar
Exterior
Lobby

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.
SAR 520
SAR 604 total
includes taxes & fees
27 Oct - 28 Oct
Homewood Suites by Hilton Poughkeepsie
Indoor pool
Lobby
Terrace/patio
View from property

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.
SAR 436
SAR 506 total
includes taxes & fees
26 Oct - 27 Oct
Residence Inn by Marriott Poughkeepsie
Indoor pool
Reception
Reception
Restaurant

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.
SAR 616
SAR 690 total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn by Hilton New Paltz
Indoor pool
Suite, 1 King Bed, Non Smoking | Egyptian cotton sheets, premium bedding, desk, laptop workspace
Lobby
Free daily buffet breakfast

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.
SAR 404
SAR 467 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Suites Fishkill near Interstate 84
Indoor pool
Buffet
Free toiletries, hair dryer, towels, soap
Premium bedding, in-room safe, desk, laptop workspace

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.
SAR 578
SAR 669 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool
Lobby
Reception
Lobby

10. 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.
SAR 427
SAR 494 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Fishkill
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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

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: 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. Wildflower Farms, Auberge Collection: Offers free self parking, an indoor pool, and complimentary wireless internet access. Ramada by Wyndham Newburgh/West Point: Features a snack bar/deli, an indoor pool, and buffet.
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.