Find Hotels with a Pool in Hillsdale, NY from CA $106

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Check availability on Hillsdale Hotels with a Pool

Top Hillsdale Hotels with a Pool

Berkshire Mountain Lodge
Relax by the rectangular pool surrounded by lounge chairs and lush greenery.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (554)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Enjoy a refreshing swim in our pool surrounded by a serene landscape.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $109
CA $121 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox
Blackberry River Inn
Relax by the pool surrounded by lush greenery and comfortable lounge seating.

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (124)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $226
CA $260 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Host meetings and events in style with a spacious conference room featuring large windows, polished floors, and elegant artwork.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (854)
"Consistently a clean room with welcoming staff."
The price is CA $158
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Swimmers can enjoy a leisurely lap in the rectangular pool, surrounded by lounge chairs and a table for relaxation.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (646)
"Great place to stay. Excellent staff."
The price is CA $171
CA $191 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Hampton Inn & Suites Berkshires-Lenox
Enjoy a refreshing swim in our pool, surrounded by a spacious area with a clear view.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great staff! Comfortable bed! "
The price is CA $198
CA $221 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Swim laps in a serene, well-lit pool surrounded by a simple, functional design.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (689)
"Had a great time"
The price is CA $134
CA $169 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (13)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $209
CA $234 total
includes taxes & fees
Aug 13 - Aug 14
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Howard Johnson by Wyndham Saugerties
Relax by the pool surrounded by lush greenery and a geometric ceiling design.

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1010)
"Super convenient to the horse show grounds and the staff was nice."
The price is CA $150
CA $168 total
includes taxes & fees
Aug 17 - Aug 18
Howard Johnson by Wyndham Saugerties
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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Was there for a wedding. The hotel was close to the venue and also conveniently off the I-87 highway. "
Karen 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Frequently asked questions

What are some accommodations with pools in Hillsdale?
The Brooks Motel: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. FairBridge Inn Express: Offers 3 restaurants, an outdoor pool, and spa services. Postcard Cabins Eastern Catskills: Provides a health club, an indoor pool, and complimentary wired internet access. Berkshires Untold: Offers a seasonal outdoor pool, an indoor pool, and buffet.
What is there to see and do in Hillsdale?
Spend some time experiencing the great outdoors at Copake Lake and Mosquito Island. Discover sights such as Catamount Aerial Adventure Park, Catamount Ski Area, and Hillsdale Town Hall during your stay.
When is the best time to book a hotel with a pool in Hillsdale?
Taking into account the local weather in Hillsdale 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 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.