Hotels with Swimming Pools in Hillsdale

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Check availability on Hillsdale Hotels with Swimming Pools

Top Hotels with Swimming Pools in Hillsdale

Element Lenox Berkshires
Indoor pool
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is S$196
includes taxes & fees
9 Nov - 10 Nov
Element Lenox Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (674)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
The price is S$149
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (898)
"Excellent customer service and great rooms"
The price is S$149
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Indoor pool
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (698)
"Great stay, perfect "
The price is S$164
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Howard Johnson by Wyndham Lenox
Exterior
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (809)
"Good for the one night drive through! "
The price is S$114
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Lenox
Hampton Inn & Suites Berkshires-Lenox
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1002)
"Very clean, nice amenities , great location!!"
The price is S$161
includes taxes & fees
13 Nov - 14 Nov
Hampton Inn & Suites Berkshires-Lenox
Apple Tree Inn
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.6 out of 10, Excellent, (310)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
The price is S$240
includes taxes & fees
14 Oct - 15 Oct
Apple Tree Inn
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires
3.0 star property
9.0 out of 10, Wonderful, (8)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is S$467
includes taxes & fees
2 Nov - 3 Nov
Prospect Berkshires
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, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is S$173
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
9.0 out of 10, Wonderful, (754)
"Lovely spot, great accommodations, friendly staff, and great location."
The price is S$186
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
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Top Hillsdale Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 23 hours ago
The Red Lion Inn

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Frequently asked questions

What are some accommodation options 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 swimming pools, 2 outdoor swimming pools and a snack bar/deli. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Features 3 restaurants, an outdoor pool and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Provides a health club, an indoor pool and complimentary high-speed (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 the local weather in Hillsdale 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 -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.