Compare Cheap Hotels in Hillsdale
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Cheap Hillsdale Hotels
The Brooks Motel
2871 New York 23 Hillsdale NY
$135 nightly
The price is $151 total per night
$151 total
Dec 19 - Dec 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.02 mi from city center
When you stay at The Brooks Motel in Hillsdale, you'll be near ski lifts, within a 5-minute drive of Catamount Aerial Adventure Park and Catamount Ski Area.
Pet friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$93 nightly
The price is $104 total per night
$104 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
23.12 mi from city center
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$79 nightly
The price is $88 total per night
$88 total
Dec 24 - Dec 25
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.31 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
20.91 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
The Red Lion Inn
30 Main Street Stockbridge MA
$190 nightly
The price is $212 total per night
$212 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.01 mi from city center
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Berkshires Untold
194 Pittsfield Rd Lenox MA
$114 nightly
The price is $127 total per night
$127 total
Dec 16 - Dec 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.22 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$138 nightly
The price is $154 total per night
$154 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.43 mi from city center
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$264 nightly
The price is $298 total per night
$298 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
14.11 mi from city center
With a stay at Pocketbook Hotel and Bath in Hudson, you'll be within a 10-minute walk of Hudson Area Library and Stoddard Corner.
Free WiFi
Restaurant
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$159 nightly
The price is $172 total per night
$172 total
Dec 16 - Dec 17
Total with taxes and fees
22.18 mi from city center
Located in Catskill, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy is in a regional park, within a 10-minute drive of Catskill Golf Club and Thomas Cole National Historic Site.
Kitchen
Pet friendly
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$108 nightly
The price is $121 total per night
$121 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.21 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Quality Inn
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night
$85 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.25 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$107 nightly
The price is $120 total per night
$120 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
9.49 mi from city center
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Monument Mountain Reservation.
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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Hillsdale hotels essential information
Accommodation | 1,816 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $298 |
Popular hotels | The Brooks Motel, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Pocketbook Hotel and Bath, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Hampton Inn & Suites Berkshires-Lenox, Quality Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG |
Most Recent Hillsdale Hotel Reviews
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"The rooms were clean and very spacious. The staff went on and above to make our stay a great memory. "
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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