Hillsdale Holidays

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Top hotels in Hillsdale

The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23 Hillsdale NY
Fully refundableReserve now, pay when you stay
7.4/10 Good! (124 reviews)
Clean ! Great location

Reviewed on 5 Jan 2026

The Brooks Motel
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.656.806 ₫ per night from 21 Jan to 22 Jan
2.656.806 ₫
2.967.652 ₫ total
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Everything was great!

Reviewed on 8 Jan 2026

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is 2.574.068 ₫ per night from 23 Jan to 24 Jan
2.574.068 ₫
2.875.339 ₫ total
23 Jan - 24 Jan
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Another good 2 night stay. Did have a slow shower drain but reported that to maintenance and it was fixed right away. Good service. And also the restaurant is quite good featuring an American menu with a Southern emphasis. The parking garage demo is moving quickly by the way. More parking close to ...

Reviewed on 7 Jan 2026

Holiday Inn & Suites Pittsfield-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.