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

Highland Hotel with Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Hotel with Pool

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Highland hotels with a pool

1. 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.
HK$894
HK$1,039 total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites By Hilton Poughkeepsie

2. 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.
HK$766
HK$889 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Poughkeepsie

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.
HK$959
HK$1,113 total
includes taxes & fees
1 Nov - 2 Nov
Homewood Suites by Hilton Poughkeepsie

4. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington
  • Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
HK$727
HK$844 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Poughkeepsie

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.
HK$777
HK$902 total
includes taxes & fees
5 Nov - 6 Nov
Hyatt Place Poughkeepsie / Hudson Valley

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.
HK$910
HK$1,057 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Poughkeepsie

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.
HK$1,023
HK$1,146 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn by Hilton New Paltz

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.
HK$767
HK$887 total
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Fishkill near Interstate 84

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.
HK$1,169
HK$1,352 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10. HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
Fishkill
  • Sleek indoor pool sanctuary with bubbling hot tub invites relaxation, complete with plush loungers for ultimate comfort.
HK$1,303
HK$1,506 total
includes taxes & fees
1 Nov - 2 Nov
HYATT house Fishkill/Poughkeepsie
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Good stay"
Nitti 1-night trip
Posted less than an hour ago
Holiday Inn Express Poughkeepsie by IHG
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"Overall a good stay in a clean and modern room. Nice people on staff and coffee and tea are available all hours."
James 2-night trip
Posted 4 hours ago
Hampton Inn by Hilton New Paltz
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 1 day ago
Ramada by Wyndham Newburgh/West Point

Frequently asked questions

What are some accommodation options 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 the local weather in Highland into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia