Book Stockbridge hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Stockbridge

Cheap Stockbridge hotels

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 1 Jan to 2 Jan
AU$300
includes taxes & fees
1 Jan - 2 Jan 2025
When you a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 5-minute walk of Housatonic River and Mission House.
The Red Lion Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 29 Dec to 30 Dec
AU$173
includes taxes & fees
29 Dec - 30 Dec
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 ...
The Yankee, Trademark Collection by Wyndham
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 1 Jan to 2 Jan
AU$159
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary.
Life House Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 29 Dec to 30 Dec
AU$151
includes taxes & fees
29 Dec - 30 Dec
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 ...
Quality Inn
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is AU$177 per night from 5 Jan to 6 Jan
AU$177
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel places you in the heart of Pittsfield, within a 5-minute walk of Berkshire Museum and Colonial ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 30 Dec to 31 Dec
AU$181
includes taxes & fees
30 Dec - 31 Dec
When you stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 5-minute drive of Berkshire Mountain Country ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is AU$253 per night from 6 Jan to 7 Jan
AU$253
includes taxes & fees
6 Jan - 7 Jan 2025
Located in South Lee, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel is near ski lifts, within a 5-minute walk of Beartown State ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$345 per night from 1 Jan to 2 Jan
AU$345
includes taxes & fees
1 Jan - 2 Jan 2025
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 ...
Vacation Village in the Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is AU$248 per night from 30 Dec to 31 Dec
AU$248
includes taxes & fees
30 Dec - 31 Dec
With a stay at The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, you'll be within a 5-minute walk of Lenox Library and The ...
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Don't see what you're looking for?
See all available properties in Stockbridge
View all properties
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.

Hotels in Stockbridge

Got the wanderlust gene? Feel a relentless compulsion to drop what you're doing and see new places? Satisfy your itch with our diverse range of hotels in Stockbridge. Size up the 37 places to base yourself within 10 kilometres of downtown Stockbridge. Whether your vibe is chill, party or anything in between, lastminute.com.au has your back.

Yoga and chia-infused museli at the break of dawn isn't how everyone wants to get the day started. Give yourself some time for some lazy mornings by staying in the thick of things at Stockbridge Country Inn and Federal House Inn.

Give a standing ovation to the performers at Berkshire Theatre Festival, a wonderful venue. If you're wanting to spend a few nights close by, check out The Inn at Stockbridge and Conroy's B&B Simple as! Stop by National Shrine of the Divine Mercy and reconnect with your spiritual nature. You can spend time at it whenever you fancy, especially if you're based at the 1862 Seasons on Main Bed and Breakfast and The Red Lion Inn.

Looking for more options? The Gateways Inn & Restaurant is situated 8 kilometres away from the downtown area, and the Hampton Terrace Inn is 8 kilometres away. The Cranwell Spa and Golf Resort, 7 kilometres away, and the Birchwood Inn, 9 kilometres away, are some alternate options.

Don't skedaddle before you've had a squiz at the Dry Hill and the Les Trois Emme Winery in Great Barrington. If you want to spend a night or two in Great Barrington, consider the rates at the Days Inn Great Barrington and Monument Mountain Motel. Or, you could stay in Pittsfield, 19 kilometres to the north of Stockbridge, where you can choose from the Wagon Wheel Inn and Lenox Inn. If you're staying in Pittsfield, set aside a little time to check out the Crane Museum of Papermaking and the Skyline Country Club.

Having been scrunched up in a cabin seat all night, a seriously cosy bed at the Sheraton Hartford Hotel at Bradley Airport will feel like a dream! If that doesn't quite cut it, suss out the Holiday Inn Express & Suites Bradley Airport. Both are pretty much on the doorstep of Bradley International Airport, which is 65 kilometres from Stockbridge's centre.

Stockbridge hotels essential information

Accommodation
1,281 hotels
Lowest Price
AU$151
Highest Price
AU$345
Popular hotels
The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, Life House Berkshires, Quality Inn, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, The Black Swan Lee - Lenox, Ascend Hotel Collection, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, Vacation Village in the Berkshires, The Constance, The Whitlock, & The Dewey By The Lenox Collection

Most recent Stockbridge hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.