Compare Cheap Stockbridge Independent
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Independent in Stockbridge

The Red Lion Inn
30 Main Street Stockbridge MA
$193 nightly
The price is $216 total per night
$216 total
Jan 21 - Jan 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.57 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

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$126 nightly
The price is $141 total per night
$141 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.22 mi from city center
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Parking included

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$121 nightly
The price is $136 total per night
$136 total
Feb 18 - Feb 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.09 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 23 - Jan 24
Total with taxes and fees
Free Cancellation
11.57 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

Berkshires Untold
194 Pittsfield Rd Lenox MA
$90 nightly
The price is $101 total per night
$101 total
Jan 26 - Jan 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.22 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

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 22 - Jan 23
Total with taxes and fees
Free Cancellation
2.58 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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Jan 27 - Jan 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.44 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

Huttopia Berkshires
312 Kittle Rd Williamstown MA
$191 nightly
The price is $214 total per night
$214 total
Jan 22 - Jan 23
Total with taxes and fees
19.71 mi from city center
With a stay at Huttopia Berkshires in Williamstown, you'll be within a 10-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.
Pool
Pet friendly

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
10.13 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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$101 nightly
The price is $113 total per night
$113 total
Jan 29 - Jan 30
Total with taxes and fees
Free Cancellation
3.87 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

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
11.91 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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$86 nightly
The price is $96 total per night
$96 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
5.29 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.
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Stockbridge hotels essential information
Accommodation | 1,330 hotels |
|---|---|
Lowest Price | $96 |
Highest Price | $216 |
Popular hotels | The Red Lion Inn, Vacation Village in the Berkshires, Berkshire Mountain Lodge, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Huttopia Berkshires , Best Western Plus Berkshire Hills Inn & Suites, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Hotel On North, Holiday Inn Express Hotel & Suites Great Barrington by IHG |
Most Recent Stockbridge Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"fine inn"
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
Types of Hotels
Top 20 Stockbridge Hotels
Hotels Near Stockbridge
Hotels By Star Rating
Cities near Stockbridge
More to Explore in Stockbridge
Top Picks
Hotels
- Hotels in Wareham
- Hotels in Northampton
- Hotels in New Bedford
- Hotels in Pittsfield
- 5 Star Hotels in Northampton
- Hotels in Nantucket
- Hotels in Merrimac
- Hotels in Palm Springs
- Hotels in Falmouth
- Hotels in Lenox
- Hotels in Chatham
- Hotels in Manchester-by-the-Sea
- Hotels in Gloucester
- Hotels in Hyannis
- Hotels in Myrtle Beach
- Hotels in Eastham
- Hotels in Mansfield
- Hotels in Worcester
- Hotels in Fall River
- Hotels near National Shrine of the Divine Mercy
- Hotels in Springfield
- Hotels in Newburyport
- Hotels in Plymouth
Flights





