
Find Hotels with a Pool in Hillsdale, NY from CA $120
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Hillsdale Hotels with a Pool
Our top choices for Hillsdale hotels with a pool

9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is CA $141
CA $157 total
includes taxes & fees
May 7 - May 8

9.0 out of 10, Wonderful, (922 reviews)
cleanliness Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is CA $119
CA $164 total
includes taxes & fees
May 24 - May 25

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (758 reviews)
cleanliness Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is CA $162
CA $181 total
includes taxes & fees
May 18 - May 19

8.6 out of 10, Excellent, (558 reviews)
cleanliness Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is CA $149
CA $167 total
includes taxes & fees
May 5 - May 6

7.6 out of 10, Good, (853 reviews)
cleanliness Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is CA $107
CA $120 total
includes taxes & fees
May 4 - May 5

8.8 out of 10, Excellent, (1,002 reviews)
cleanliness Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is CA $196
CA $279 total
includes taxes & fees
May 26 - May 27

9.6 out of 10, Exceptional, (25 reviews)
cleanliness Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is CA $242
CA $270 total
includes taxes & fees
May 10 - May 11

9.6 out of 10, Exceptional, (77 reviews)
cleanliness Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is CA $207
CA $231 total
includes taxes & fees
May 4 - May 5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Hillsdale Hotel Reviews

Quality Inn Great Barrington
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Business Hotels in Albany
- Hotels & Resorts for Couples in Albany
- Hotels with Early Check-in in Albany
- Hotels with Bar in Albany
- Hotels with Tennis Courts in Albany
- Ski Hotels in Albany
- Cheap Hotels in Ancram
- Luxury Hotels in Ancram
- Cheap Hotels in Austerlitz
- Luxury Hotels in Austerlitz
- Hotels near Catamount Aerial Adventure Park
- Cheap Hotels in Chatham
- Green Hotels in Chatham
- Historic Hotels in Chatham
- Hotels with a Pool in Chatham
- Luxury Hotels in Chatham
- Pet-Friendly Hotels in Chatham
- Ski Hotels in Chatham
- Holiday Park Resorts in Copake Falls
- Copake Falls Hotels
- Lodges in Copake Falls
- Cheap Hotels in Copake
- Luxury Hotels in Copake
- Copake Lake Hotels
- Inns in Copake Lake
- Holiday Park Resorts in Craryville
- Luxury Hotels in Craryville
- Craryville Hotels
- Lodges in Craryville
- Beach Hotel Hotels in Fishers Island
- Boutique Hotels in Fishers Island
- Cheap Hotels in Fishers Island
- Golf Hotels in Fishers Island
- Luxury Hotels in Fishers Island
- Spa Hotels in Fishers Island
- Adults Only Resorts & in Hell's Kitchen
- Beach Hotel Hotels in Hell's Kitchen
- Hotels with Wifi in Hell's Kitchen
- Hotels with Tennis Courts in Hell's Kitchen
- Mountain Hotels in Hell's Kitchen
- Romantic Hotels in Hell's Kitchen
- Spa Hotels in Hell's Kitchen
- Adults Only Resorts & in Hudson
- Beach Hotel Hotels in Hudson
- Boutique Hotels in Hudson
- Cheap Hotels in Hudson
- Family Hotels in Hudson
- Hotels with a Pool in Hudson
- Hotels with Tennis Courts in Hudson
- Luxury Hotels in Hudson
- Pet-Friendly Hotels in Hudson
- Spa Hotels in Hudson
- Hotel Wedding Venues Hotels in Hudson
- Hotels with Tennis Courts in Kingston
- Hotels & Resorts for Couples in Lake George
- Green Hotels in Lake George
- Hotels with a Lazy River in Lake George
- Hotels with Childcare in Lake George
- Hotels with Free Airport Shuttle in Lake George
- Hotels with Free Parking in Lake George
- Hotels with Tennis Courts in Lake George
- Scuba Diving Hotels in Lake George
- Shopping Hotels in Lake George
- Cheap Hotels in Livingston
- Luxury Hotels in Livingston
- All Inclusive Resorts and in Long Island
- Green Hotels in Long Island
- Hotels with Balconies in Long Island
- Hotels with Free Breakfast in Long Island
- Lgbt Friendly Hotels in Long Island
- Beach Hotel Hotels in Manhattan
- Hotels & Resorts for Couples in Manhattan
- Golf Hotels in Manhattan
- Green Hotels in Manhattan
- Honeymoon Resorts and in Manhattan
- Hotels with Wifi in Manhattan
- Hotels with a Lazy River in Manhattan
- Hotels with Childcare in Manhattan
- Lgbt Friendly Hotels in Manhattan
- Mountain Hotels in Manhattan
- Oceanfront Hotels in Manhattan
- Winery Hotels in Manhattan
- New York Hotels
- Cheap Hotels in Philmont
- Casino Hotels in Purchase
- Hotels with Free Airport Shuttle in Purchase
- Spa Hotels in Purchase
- Hotels with Free Breakfast in Saratoga Springs
- Lgbt Friendly Hotels in Saratoga Springs
- Cheap Hotels in Stottville
- Hotels near Taconic State Park
- Cheap Hotels in Taghkanic
- Boutique Hotels in West Side
- Cheap Hotels in West Side
- Family Hotels in West Side
- Hotels with Free Breakfast in West Side
- Luxury Hotels in West Side
- Winery Hotels in West Side






































