Book Cheap Hotels in Stockbridge
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Most frequently booked Stockbridge hotels

The Red Lion Inn
30 Main Street, Stockbridge, MA
0.92 km from city centre
The price is CA $209 per night
CA $209
CA $296 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa

Tanglewood Suites
MA-102, Stockbridge, MA
0.07 km from city centre
The price is CA $307 per night
CA $307
CA $307 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Naumkeag Museum are located nearby.
Breakfast included
Parking included

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
2.08 km from city centre
The price is CA $535 per night
CA $535
CA $648 total
Nov 27 - Nov 28
includes taxes & fees
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood are located nearby.
Pool
Breakfast included

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free cancellation
Reserve now, pay when you stay
30.95 km from city centre
The price is CA $127 per night
CA $127
CA $157 total
Nov 25 - Nov 26
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
14.64 km from city centre
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
18.64 km from city centre
The price is CA $124 per night
CA $124
CA $138 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
11.62 km from city centre
The price is CA $130 per night
CA $130
CA $145 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St, Lee, MA
Free cancellation
6.24 km from city centre
The price is CA $154 per night
CA $154
CA $172 total
Dec 3 - Dec 4
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
11.21 km from city centre
The price is CA $118 per night
CA $118
CA $132 total
Nov 26 - Nov 27
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
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.
Top family friendly Stockbridge hotel deals

The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is CA $209 per night from Nov 16 to Nov 17
CA $209
CA $296 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Top hotels in Stockbridge for Extended Stay

Bentley Brook the perfect home base for exploring nearby Berkshire County
Hancock
10/10 Exceptional! (3 reviews)
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.
Stockbridge hotels essential information
Accommodation | 1,355 hotels |
|---|---|
Lowest Price | CA $132 |
Highest Price | CA $648 |
Popular hotels | The Red Lion Inn, Tanglewood Suites, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Vacation Village in the Berkshires, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Quality Inn |
Frequently asked questions
Recent Stockbridge hotel reviews by fellow wanderers

Vacation Village in the Berkshires
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"We came here because it was off season, great price, and it had an indoor pool. "
A verified traveller stayed at Vacation Village in the Berkshires
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