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Cheap Hillsdale Hotels
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
$169 nightly
The price is $183 total per night
$183 total
Jan 26 - Jan 27
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

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night
$136 total
Feb 22 - Feb 23
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
$98 nightly
The price is $109 total per night
$109 total
Jan 30 - Jan 31
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$130 nightly
The price is $145 total per night
$145 total
Jan 25 - Jan 26
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

Berkshires Untold
194 Pittsfield Rd Lenox MA
$90 nightly
The price is $101 total per night
$101 total
Jan 29 - Jan 30
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 Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$98 nightly
The price is $110 total per night
$110 total
Jan 25 - Jan 26
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

Pocketbook Hotel and Bath
549 Washington Street Hudson NY
$217 nightly
The price is $246 total per night
$246 total
Feb 12 - Feb 13
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 6 minutes by foot from Stoddard Corner.
Free WiFi
Restaurant

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
$94 nightly
The price is $105 total per night
$105 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.69 mi from city center
Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area.
Breakfast included
Pet friendly

Hotel On North
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night
$166 total
Jan 25 - Jan 26
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
$189 nightly
The price is $211 total per night
$211 total
Jan 25 - Jan 26
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.

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
Jan 25 - Jan 26
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.

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2777 ROUTE 32 Saugerties NY
$156 nightly
The price is $175 total per night
$175 total
Jan 26 - Jan 27
Total with taxes and fees
Free Cancellation
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 Kiersted House and Esopus Falls.
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.
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Hillsdale hotels essential information
Accommodation | 1,806 hotels |
|---|---|
Lowest Price | $101 |
Highest Price | $246 |
Popular hotels | Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, The Yankee, Trademark Collection by Wyndham, Pocketbook Hotel and Bath, Best Western Plus Berkshire Hills Inn & Suites, Hotel On North, The Red Lion Inn, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG |
Most Recent Hillsdale Hotel Reviews

Berkshire Mountain Lodge
5 out of 5
Posted 23 hours ago
CheapTickets Verified Review
"Great kitchen! Helpful staff, very convenient location. "
A verified traveler stayed at Berkshire Mountain Lodge
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