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Cheap Hillsdale Hotels
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$155 nightly
The price is $173 total per night
$173 total
Jun 14 - Jun 15
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.
The Yankee Inn
461 Pittsfield Rd Lenox MA
$105 nightly
The price is $117 total per night
$117 total
Jun 15 - Jun 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.31 mi from city center
Located in Lenox, The Yankee Inn is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$94 nightly
The price is $105 total per night
$105 total
Jun 14 - Jun 15
Total with taxes and fees
Free Cancellation
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.
Berkshires Untold
194 Pittsfield Rd Lenox MA
$135 nightly
The price is $151 total per night
$151 total
Jun 16 - Jun 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.
Pet friendly
Parking included
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$209 nightly
The price is $226 total per night
$226 total
Jul 13 - Jul 14
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 Red Lion Inn
30 Main Street Stockbridge MA
$194 nightly
The price is $216 total per night
$216 total
Jun 22 - Jun 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.01 mi from city center
When you stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$144 nightly
The price is $161 total per night
$161 total
Jun 14 - Jun 15
Total with taxes and fees
Free Cancellation
14.43 mi from city center
When you 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 National Shrine of the Divine Mercy and Norman Rockwell Museum.
Hotel On North
297 North Street Pittsfield MA
$179 nightly
The price is $200 total per night
$200 total
Jun 14 - Jun 15
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
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$136 nightly
The price is $152 total per night
$152 total
Jun 21 - Jun 22
Total with taxes and fees
Free Cancellation
16.73 mi from city center
When you stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
$135 nightly
The price is $151 total per night
$151 total
Jun 14 - Jun 15
Total with taxes and fees
Free Cancellation
20.67 mi from city center
With a stay at Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$282 nightly
The price is $319 total per night
$319 total
Jun 16 - Jun 17
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.02 mi from city center
With a stay at Pocketbook Hotel and Bath in Hudson, you'll be within a 15-minute drive of Olana State Historic Site and Oakdale Beach.
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$130 nightly
The price is $146 total per night
$146 total
Jun 16 - Jun 17
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.
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 | 1,866 hotels |
|---|---|
Lowest Price | $105 |
Highest Price | $319 |
Popular hotels | Berkshire Mountain Lodge, The Yankee Inn, Quality Inn Great Barrington, Berkshires Untold, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, The Red Lion Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel On North, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, Pocketbook Hotel and Bath, Hampton Inn & Suites Berkshires-Lenox |
Most Recent Hillsdale Hotel Reviews
Berkshire Mountain Lodge
5 out of 5
Posted 5 hours ago
CheapTickets Verified Review
"It's a beautiful resort. The room was literally like a home away from home. Very cozy, very clean. Has a full kitchen with a dishwasher"
A verified traveler stayed at Berkshire Mountain Lodge
