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Cheap Hillsdale Hotels

The Brooks Motel
2871 New York 23 Hillsdale NY
$147 nightly
The price is $165 total per night
$165 total
Feb 23 - Feb 24
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

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night
$136 total
Mar 23 - Mar 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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.
Pool
Hot Tub
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$149 nightly
The price is $161 total per night
$161 total
Feb 24 - Feb 25
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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Mar 1 - Mar 2
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$103 nightly
The price is $115 total per night
$115 total
Feb 24 - Feb 25
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.
Pool
Pet friendly

Quality Inn
372 Main Street Great Barrington MA
$66 nightly
The price is $74 total per night
$74 total
Mar 23 - Mar 24
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.
Breakfast included
Parking included

Berkshires Untold
194 Pittsfield Rd Lenox MA
$119 nightly
The price is $133 total per night
$133 total
Feb 23 - Feb 24
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.
Pet friendly
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$111 nightly
The price is $124 total per night
$124 total
Mar 4 - Mar 5
Total with taxes and fees
Free Cancellation
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.
Pool
Air conditioning

Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night
$166 total
Feb 26 - Feb 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.44 mi from city center
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2777 ROUTE 32 Saugerties NY
$119 nightly
The price is $133 total per night
$133 total
Mar 1 - Mar 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.85 mi from city center
Located in Saugerties, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG is within a 5-minute drive of Saugerties Town Hall and Kiersted House.
Pool
Breakfast included

The Red Lion Inn
30 Main Street Stockbridge MA
$209 nightly
The price is $233 total per night
$233 total
Mar 1 - Mar 2
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.
Pool
Spa

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$103 nightly
The price is $115 total per night
$115 total
Mar 1 - Mar 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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.
Pool
Breakfast included
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.
Hillsdale hotels essential information
Accommodation | 1,803 hotels |
|---|---|
Lowest Price | $74 |
Highest Price | $233 |
Popular hotels | The Brooks Motel, Berkshire Mountain Lodge, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Quality Inn, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel On North, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG, The Red Lion Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG |
Most Recent Hillsdale Hotel Reviews

Berkshire Mountain Lodge
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Room was clean and suite was huge, staff was friendly and helpful, pool and game room were great for my kids. All was great for a Feb vacation getaway! "
A verified traveler stayed at Berkshire Mountain Lodge
- Hotel On North
- Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
- The Red Lion Inn
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Pocketbook Hotel and Bath
- Courtyard by Marriott Lenox Berkshires
- Best Western Plus Berkshire Hills Inn & Suites
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Howard Johnson by Wyndham Saugerties
- Interlaken Inn & Resort
- voco James Newbury Hudson Valley by IHG
- St. Charles Hotel
- Prospect Berkshires
- Quality Inn
- Holiday Inn Express Hotel & Suites West Coxsackie by IHG
- Howard Hotel
- Hampton Inn & Suites Berkshires-Lenox
- The Whitlock
- New England Hotels
- Upstate New York Hotels
- Kingston Hotels
- The Catskills Hotels
- Lenox Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Saugerties Hotels
- Hudson Valley Hotels
- Lee Hotels
- Appalachian Mountains Hotels
- Hudson River Valley Hotels
- Western Massachusetts Hotels
- Pine Plains Hotels
- Becket Hotels
- Lanesborough Hotels
- Sheffield Hotels
- Amenia Hotels
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