A suspension bridge over a river with autumn foliage and distant hills.

Find Hotels with a Pool in Highland, NY

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Check availability on Highland Hotels with a Pool

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Highland hotels with a pool

Indoor pool
King studio with whirpool | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels
Reception
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.
$114 nightly
$132 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Indoor pool
Exterior
Lobby
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.
$101 nightly
$117 total
Sep 20 - Sep 21
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Free daily continental breakfast
Standard Room, 2 Double Beds, Non Smoking | In-room safe, desk, iron/ironing board, cribs (surcharge)
Lobby

3. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
$97 nightly
$113 total
Sep 29 - Sep 30
Total with taxes and fees
Quality Inn Poughkeepsie
Indoor pool
Lobby
Snack bar
Terrace/patio

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.
$139 nightly
$161 total
Sep 15 - Sep 16
Total with taxes and fees
Homewood Suites by Hilton Poughkeepsie
Indoor pool
55-inch LED TV with satellite channels, streaming services
Lobby
Exterior

5. 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.
$130 nightly
$151 total
Sep 20 - Sep 21
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Point of interest
Reception
Restaurant

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.
$147 nightly
$164 total
Sep 30 - Oct 1
Total with taxes and fees
Hampton Inn by Hilton New Paltz
Indoor pool
View from property
Lobby
Terrace/patio

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.
$143 nightly
$166 total
Sep 27 - Sep 28
Total with taxes and fees
Residence Inn by Marriott Poughkeepsie
Indoor pool
Lobby sitting area
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.
$105 nightly
$121 total
Sep 30 - Oct 1
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84
Indoor pool
Lobby
Lobby
Lobby

9. 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.
$123 nightly
$142 total
Sep 15 - Sep 16
Total with taxes and fees
Hilton Garden Inn Fishkill
Seasonal outdoor pool
Suite, Multiple Beds, Non Smoking, Kitchen (with Sofabed) | Desk, laptop workspace, blackout drapes, iron/ironing board
Property amenity
Lobby

10. Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
Fishkill
  • Seasonal outdoor pool for summer dips makes this hotel a perfect family-friendly getaway.
$125 nightly
$145 total
Sep 30 - Oct 1
Total with taxes and fees
Best Western Fishkill Inn & Suites
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 by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Enjoyed the stay! Staff was friendly and helpful, breakfast was delicious, rooms were clean, and wifi worked very well"
Shanika 3-night trip
Posted 10 hours ago
Hampton Inn by Hilton New Paltz
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"The hotel was nice, the room was large, the bathroom was ok, could use some updates. The only problem I had with this hotel is that the maid who cleaned our room brought her child with her and he was sitting in our room when we got there. I don't care if she is allowed to bring her child, but he should not be in an occupied guest room with our belongings in the room."
Heidi 3-night trip
Posted 15 hours ago
Hampton Inn & Suites Poughkeepsie

Frequently asked questions

What are some accommodations with pools in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie: Features a snack bar/deli, an indoor pool, and free self parking. Holiday Inn Express Poughkeepsie by IHG: Offers a full-service spa, a seasonal outdoor pool, and 3 bars. Beekman Arms and Delamater Inn: Features free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Place Poughkeepsie / Hudson Valley: Features buffet, an indoor pool, and complimentary wired internet access. Wildflower Farms, Auberge Collection: Offers a snack bar/deli, an indoor pool, and free self parking.
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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