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Cheap Hillsdale Hotels

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
The price is $108 per night
$108
includes taxes & fees
$97 per night
Apr 6 - Apr 7
Free Cancellation
Reserve now, pay when you stay
19.22 mi from city center
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Pet friendly
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is $99 per night
$99
includes taxes & fees
$88 per night
Apr 1 - Apr 2
Free Cancellation
Reserve now, pay when you stay
20.31 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.
Pool
Hot Tub

Howard Johnson by Wyndham Saugerties
2764 Route 32, Saugerties, NY
The price is $121 per night
$121
includes taxes & fees
$108 per night
Mar 23 - Mar 24
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 Village Beach and Esopus Falls.
Pool
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
The price is $147 per night
$147
includes taxes & fees
$132 per night
Mar 23 - Mar 24
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

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $75 per night
$75
includes taxes & fees
$67 per night
Apr 13 - Apr 14
Free Cancellation
Reserve now, pay when you stay
8.25 mi from city center
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from Housatonic River.
Breakfast included
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
The price is $116 per night
$116
includes taxes & fees
$104 per night
Mar 28 - Mar 29
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 Express & Suites Saugerties - Hudson Valley by IHG
2777 ROUTE 32, Saugerties, NY
The price is $142 per night
$142
includes taxes & fees
$127 per night
Apr 13 - Apr 14
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 Esopus Falls and Seamon Park.
Pool
Breakfast included

The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is $178 per night
$178
includes taxes & fees
$159 per night
Apr 14 - Apr 15
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

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
The price is $103 per night
$103
includes taxes & fees
$93 per night
Mar 28 - Mar 29
Free Cancellation
Reserve now, pay when you stay
16.73 mi from city center
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection 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

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is $151 per night
$151
includes taxes & fees
$135 per night
Apr 6 - Apr 7
Free Cancellation
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

Hotel On North
297 North Street, Pittsfield, MA
The price is $122 per night
$122
includes taxes & fees
$109 per night
Apr 2 - Apr 3
Free Cancellation
Reserve now, pay when you stay
23.44 mi from city center
With a stay at Hotel On North in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.
Pet friendly
Parking included

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd, Great Barrington, MA
The price is $140 per night
$140
includes taxes & fees
$125 per night
Mar 25 - Mar 26
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 Housatonic River Walk.
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 | 1,743 hotels |
---|---|
Lowest Price | $75 |
Highest Price | $178 |
Popular hotels | Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Howard Johnson by Wyndham Saugerties, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Berkshire Mountain Lodge, Hotel On North, Holiday Inn Express Hotel & Suites Great Barrington by IHG |
Most Recent Hillsdale Hotel Reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Fantastic staff."
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
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