Hillsdale Holidays

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Top hotels in Hillsdale

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 24 May to 25 May
S$153
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (922 reviews)
Kitchen fully equipped for basic cooking. Outdoor hot tub is nice amd hot and well maintained.

Reviewed on 2 May, 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 4 May to 5 May
S$110
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (927 reviews)
I loved my stay.

Reviewed on 3 May, 2026

Berkshires Untold
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
The price is S$264 per night from 2 Jun to 3 Jun
S$264
2 Jun - 3 Jun
includes taxes & fees
9.6/10 Exceptional! (217 reviews)
Cabin was very clean , staff was great, amenities included on property was great. Had a great overall experience would return

Reviewed on 1 May, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 1,862 properties in Hillsdale
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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