Find Hotels with a Pool in Highland, NY
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
Be pickySearch almost a million properties worldwide
Check availability on Highland Hotels with a Pool
Tonight
Sep 13 - Sep 14Tomorrow
Sep 14 - Sep 15Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27Our top choices for Highland hotels with a pool
1. Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites PoughkeepsieCrown Heights
- Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.
$93 nightly
$109 total
Sep 28 - Sep 29
Total with taxes and fees
2. Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson ValleyCrown Heights
- Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
$101 nightly
$117 total
Sep 23 - Sep 24
Total with taxes and fees
3. Quality Inn Poughkeepsie
Quality Inn PoughkeepsieArlington
- Relaxing year-round dips await at this hotel with an indoor pool near Vassar College.
$97 nightly
$113 total
Oct 11 - Oct 12
Total with taxes and fees
4. Homewood Suites by Hilton Poughkeepsie
Homewood Suites by Hilton PoughkeepsiePoughkeepsie
- Relax at the warm, inviting indoor pool with year-round access for water-filled fun at this Poughkeepsie retreat.
$139 nightly
$161 total
Sep 21 - Sep 22
Total with taxes and fees
5. Home2 Suites By Hilton Poughkeepsie
Home2 Suites By Hilton PoughkeepsiePoughkeepsie
- Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary.
$124 nightly
$144 total
Sep 28 - Sep 29
Total with taxes and fees
6. Hampton Inn by Hilton New Paltz
Hampton Inn by Hilton New PaltzNew Paltz
- Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat.
$130 nightly
$146 total
Sep 21 - Sep 22
Total with taxes and fees
7. Residence Inn by Marriott Poughkeepsie
Residence Inn by Marriott PoughkeepsiePoughkeepsie
- 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
8. Comfort Suites Fishkill near Interstate 84
Comfort Suites Fishkill near Interstate 84Fishkill
- Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
$108 nightly
$125 total
Oct 14 - Oct 15
Total with taxes and fees
View all properties
Top Highland Hotel Reviews
Residence Inn by Marriott Kingston
10/10 Excellent
"Nice"
Courtyard by Marriott Kingston
10/10 Excellent
"Loved everything about this hotel. Exceeded my expectations. Would stay again."
Ramada by Wyndham Newburgh/West Point
10/10 Excellent
"Non"
Hampton Inn by Hilton New Paltz
8/10 Good
"We had a beautiful time at Hampton Inn. The only trouble we had, was whoever was staying in the room above us was terribly loud. It had nothing to do with the hotel though. The staff were kind and friendly and accommodating. The pool was nice, wish it was a bit warmer, but that's just me. Wonderful time! This was our 4th time staying at this hotel. Close to shops, restaurants, and Minnewaska State Park for hiking. We will be back soon!"
Holiday Inn Express Poughkeepsie by IHG
8/10 Good
"Parking was super easy with plenty of spaces available at the entrances. The room was clean and relatively quiet. Because the hotel is off the highway there wasn't a lot of road noise. The hallways show a lot of wear and tear but if you get past this aspect and into your room all is acceptable."
Kingston Regency Inn
8/10 Good
"The room & property were very clean. The staff outstanding. A special thank you to James at the front desk & Andrè in The Venue. Would suggest that at check in guests should be notified that housekeeping needs to be requested by 11:00 am (I didn’t notice the sign). For a nicer hotel,coffee should be available in lobby in addition to the small coffee maker in room. I would recommend to friends & family."
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."
Frequently asked questions
Explore a world of travel with Expedia
- Hotels with Early Check-in in Kingston
- Hotels on the Lake in Peekskill
- Hotels with Hot Tubs in Poughkeepsie
- Casino Hotels in Croton-on-Hudson
- Quiet Resorts & in Hudson Valley
- Historic Hotels in Peekskill
- Hotels with Bars in Hudson Valley
- Fishing Resorts & in Hudson Valley
- Hotels with a Pool in Poughkeepsie
- Romantic Hotels in Poughkeepsie
- Cheap Hotels in Highland
- Oceanfront Hotels in Hudson Valley
- Hotels with a View in Newburgh
- Family Hotels in Croton-on-Hudson
- Hotels on the Lake in Fishkill
- Hotels with a Pool in Hudson Valley
- Extended Stay Hotels in Highland
- Hotels with Balconies in Hudson Valley
- Fishing Resorts & in Kingston
- Romantic Hotels in Hudson Valley
- Hotels with Balconies in Peekskill
- Hotels with Fireplaces in Newburgh
- Hotels with Connecting Rooms in Bear Mountain
- Hotels with an Outdoor Pool in Poughkeepsie
- Hotels with Free Parking in Newburgh
- Hotels with Laundry Facilities in Newburgh
- Hotels with Childcare in Hudson Valley
- Winery Hotels in Croton-on-Hudson
- Hotels with Balconies in Highland
- Hotels on the River in Peekskill
- Hotels on the River in Croton-on-Hudson
- Luxury Hotels in Poughkeepsie
- Hotels with Waterslides in Hudson Valley
- Hotels with Laundry Facilities in Poughkeepsie
- Romantic Hotels in Highland
- Casino Hotels in New Paltz
- All-Inclusive Resorts in Poughkeepsie
- Hotels with Free Breakfast in Newburgh
- Pet-Friendly Hotels in Poughkeepsie
- Cheap Hotels in Hyde Park
- Hotels with Connecting Rooms in The Catskills
- Luxury Hotels in Croton-on-Hudson
- Gay friendly Hotels in Poughkeepsie
- Hotels with Free Breakfast in Peekskill
- Cheap Hotels in Poughkeepsie
- Hotels with Restaurants in Hudson Valley
- Hotels with Free Parking in Poughkeepsie
- Hotels with Restaurants in Highland
- Hotels with Fireplaces in Kingston
- Hotels with smoking rooms in Hudson Valley
- Adults Only Resorts & in Peekskill
- Boutique Hotels in Peekskill
- Hotels with smoking rooms in Peekskill
- Hotels with Suites in The Catskills
- Honeymoon Resorts & in Newburgh
- Hotels & Resorts for Couples in Hudson Valley
- Resorts & Hotels with Spas in Poughkeepsie
- Hotels with Tennis Courts in Hudson Valley
- Family Hotels in Newburgh
- Historic Hotels in Highland
- Hotels with Restaurants in Poughkeepsie
- Quiet Resorts & in Peekskill
- Hotels with Fireplaces in Poughkeepsie
- Hotels with Kitchenettes in Poughkeepsie
- Family Hotels in Highland
- Hotels & Resorts for Couples in Peekskill
- Boutique Hotels in Poughkeepsie
- Quiet Resorts & in Kingston
- Ski Hotels in Fishkill
- Hotels & Resorts for Couples in Newburgh
- Golf Hotels in Newburgh
- Cheap Hotels in Bear Mountain
- Hotels on the River in Kingston
- Gay friendly Hotels in Highland
- Waterpark Hotels in Hudson Valley
- Hotels with Kitchenettes in Newburgh
- Beach Hotels in Poughkeepsie
- Pet-Friendly Hotels in Highland
- Oceanfront Hotels in Poughkeepsie
- Hotels with Air Conditioning in The Catskills
- Hotels with an Indoor Pool in Poughkeepsie
- Hotels on the Lake in Newburgh
- Casino Hotels in The Catskills
- Business Hotels in Peekskill
- Historic Hotels in Mount Kisco
- Hotels with Connecting Rooms in Newburgh
- Historic Hotels in Bear Mountain
- Hotels with an Outdoor Pool in Newburgh
- Hotels with Free Breakfast in Bear Mountain
- Golf Hotels in Bear Mountain
- Luxury Hotels in Highland
- Hotels with Suites in Poughkeepsie
- Historic Hotels in Poughkeepsie
- Resorts & Hotels with Spas in Hudson Valley
- Hotels with a Gym in Highland
- Business Hotels in Fishkill
- Hotel Wedding Venues Hotels in Poughkeepsie
- Winery Hotels in Newburgh
- Hotels on the Lake in Poughkeepsie
- Hotels with Kitchenettes in Peekskill