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Check availability on Hillsdale Family-Friendly Hotels

Top Hillsdale Family-Friendly Hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1012)
"Good breakfast; pleasant staff on duty 24/7; convenient location."
The price is 2.678.658 ₫
2.992.062 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (552)
"Excellent location, friendly service, clean, comfortable room."
The price is 1.975.500 ₫
2.206.765 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (5)
"New hotel very nice"
The price is 3.556.440 ₫
3.972.543 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Element Lenox Berkshires
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great Indian restaurant in the hotel!"
The price is 2.799.050 ₫
3.126.539 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant
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, (901)
"Excellent customer service and great rooms"
The price is 2.713.432 ₫
3.030.904 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby sitting area
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, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is 3.140.205 ₫
3.507.440 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires
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 7.705.620 ₫
9.489.899 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Prospect Berkshires
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat Lodge
Property amenity
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (743)
"The property is very nice and the staff was extremely friendly and helpful."
The price is 3.767.192 ₫
4.207.954 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Restaurant
Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2.0 star property
7.6 out of 10, Good, (1007)
"The property was in a good location."
The price is 2.797.733 ₫
3.133.460 ₫ total
includes taxes & fees
9 Nov - 10 Nov
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.
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Top Hillsdale Hotel Reviews

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Frequently asked questions

What's Hillsdale like for family-friendly holidays?
The relaxing destination of Hillsdale is a great choice if you've been considering a holiday with the children. The horse riding, coffee shops and libraries are just a few things that make this an attractive spot for a family holiday. Take to the air and fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) from the city centre.
When's the best time to book a family-friendly holiday in Hillsdale?
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.
What's there to see and do with your family in Hillsdale?
Catamount Ski Area, Community Library and Mahaiwe Performing Arts Center are interesting attractions that you and your family will enjoy exploring while you are staying in Hillsdale. Make sure that you have lots of time for activities such as Ski Butternut and Lake Taghkanic State Park.