Book Cheap Hotels in Stockbridge
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Most frequently booked Stockbridge hotels

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
0.92 km from city centre
The price is CA $170 per night
CA $170
CA $253 total
includes taxes & fees
Apr 14 - Apr 15
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

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
11.62 km from city centre
The price is CA $138 per night
CA $138
CA $154 total
includes taxes & fees
Apr 16 - Apr 17
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 Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
13.59 km from city centre
The price is CA $126 per night
CA $126
CA $141 total
includes taxes & fees
Apr 14 - Apr 15
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Free cancellation
4.16 km from city centre
The price is CA $170 per night
CA $170
CA $209 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning

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 $153 per night
CA $153
CA $184 total
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Kitchen

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
6.24 km from city centre
The price is CA $132 per night
CA $132
CA $148 total
includes taxes & fees
Apr 14 - Apr 15
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

The Constance, The Whitlock, & The Dewey By The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
8.13 km from city centre
The price is CA $116 per night
CA $116
CA $129 total
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Pet-friendly

Hotel On North
297 North Street, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
19.18 km from city centre
The price is CA $173 per night
CA $173
CA $193 total
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Berkshire Athenaeum are located nearby.
Pet-friendly
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free cancellation
18.64 km from city centre
The price is CA $149 per night
CA $149
CA $166 total
includes taxes & fees
Apr 11 - Apr 12
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
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 $170 per night from Apr. 14 to Apr. 15
CA $170
CA $253 total
includes taxes & fees
Apr 14 - Apr 15
8.8/10 Excellent! (1,000 reviews)
Top hotels in Stockbridge for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
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 | 1,320 hotels |
---|---|
Lowest Price | CA $116 |
Highest Price | CA $605 |
Popular hotels | The Red Lion Inn, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Vacation Village in the Berkshires, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG |
Frequently asked questions
Recent Stockbridge hotel reviews by fellow wanderers

Life House Berkshires
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"A motel style well thought out hotel, tastefully designed,very comfortable room with fabulous beds.
Have no hesitation in recommending it. "
A verified traveller stayed at Life House Berkshires
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