Hotels with Pool & Resorts in Hillsdale from AU$136

Start date: Check-in selected.
To Date
End date: Check-out

    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 Hillsdale Hotels with Pool

Best Hillsdale Hotels with Pool

Indoor pool
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
United States
joel
The price is AU$232
includes taxes & fees
2 Nov - 3 Nov
Element Lenox Berkshires
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (678)
"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "
United States
Tina
The price is AU$175
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (908)
"Enjoyable stay. Staff were very nice. "
United States
Claire
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (814)
"We enjoyed our stay. It's basic but clean and comfortable."
United States
Kit Ping
The price is AU$136
includes taxes & fees
20 Oct - 21 Oct
Howard Johnson by Wyndham Lenox
Indoor pool
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (716)
"Great stay, perfect "
United States
Lawrence
The price is AU$195
includes taxes & fees
2 Nov - 3 Nov
Berkshire Mountain Lodge
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.2 out of 10, Wonderful, (10)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
United States
Mallory
The price is AU$490
includes taxes & fees
10 Nov - 11 Nov
Prospect Berkshires
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (54)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
United States
Marti
The price is AU$247
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1004)
"Very clean, nice amenities , great location!!"
United States
Erin
The price is AU$205
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Berkshires-Lenox
Seasonal outdoor pool
Apple Tree Inn
Apple Tree Inn
3.0 star property
8.6 out of 10, Excellent, (312)
"Very clean room and comfortable bed. Friendly staff and restaurant/bar on site. "
United States
Amy
The price is AU$240
includes taxes & fees
2 Nov - 3 Nov
Apple Tree Inn
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
7.6 out of 10, Good, (407)
"That can be reserved at any time"
United States
Felicita
The price is AU$167
includes taxes & fees
3 Nov - 4 Nov
Sunset Inn
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.
View all properties

Top Hillsdale Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"In a very nice annex suite."
Julia 2-night trip
Posted 19 hours ago
The Red Lion Inn

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 a health club, an indoor pool and complimentary high-speed (wired) Internet access. Berkshires Untold: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Provides 3 restaurants, an outdoor pool and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: 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.