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Cheap Hillsdale Hotels
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
Dec 6 - Dec 7
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
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night
$85 total
Nov 25 - Nov 26
Total with taxes and fees
Free Cancellation
8.25 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington (Downtown Great Barrington), you'll be a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$201 nightly
The price is $217 total per night
$217 total
Dec 6 - Dec 7
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
Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$273 nightly
The price is $308 total per night
$308 total
Dec 1 - Dec 2
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 a 3-minute walk from Oakdale Beach and 7 minutes by foot from Hudson Area Library.
Pool
Spa
The Yankee Inn
461 Pittsfield Rd Lenox MA
$127 nightly
The price is $142 total per night
$142 total
Nov 20 - Nov 21
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
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
190 Meadow Street South Lee MA
$135 nightly
The price is $150 total per night
$150 total
Nov 8 - Nov 9
Total with taxes and fees
Free Cancellation
14.54 mi from city center
With a stay at Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires 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
$128 nightly
The price is $143 total per night
$143 total
Nov 18 - Nov 19
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 Red Lion Inn
30 Main Street Stockbridge MA
$223 nightly
The price is $250 total per night
$250 total
Nov 12 - Nov 13
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 next to a golf course, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pool
Spa
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
$99 nightly
The price is $111 total per night
$111 total
Dec 4 - Dec 5
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.
Pool
Hot Tub
Berkshires Untold
194 Pittsfield Rd Lenox MA
$132 nightly
The price is $147 total per night
$147 total
Dec 2 - Dec 3
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
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$109 nightly
The price is $122 total per night
$122 total
Dec 3 - Dec 4
Total with taxes and fees
Free Cancellation
16.73 mi from city center
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Pet friendly
Howard Johnson by Wyndham Saugerties
2764 Route 32 Saugerties NY
$116 nightly
The price is $130 total per night
$130 total
Dec 1 - Dec 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.85 mi from city center
With a stay at Howard Johnson by Wyndham Saugerties in Saugerties, you'll be within a 5-minute drive of Saugerties Town Hall and Rock Da Casbah.
Pool
Parking 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 | 1,873 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $308 |
Popular hotels | Berkshire Mountain Lodge, Quality Inn Great Barrington, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Pocketbook Hotel and Bath, The Yankee Inn, Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires, Hotel On North, The Red Lion Inn, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Howard Johnson by Wyndham Saugerties |
Most Recent Hillsdale Hotel Reviews
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
5 out of 5
Posted 4 hours ago
CheapTickets Verified Review
"good"
A verified traveler stayed at Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
