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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$321 per night from 14 Jan to 15 Jan
AU$321
14 Jan - 15 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowThe Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
The price is AU$698 per night from 14 Jan to 15 Jan
AU$698
14 Jan - 15 Jan 2026
includes taxes & fees
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is AU$192 per night from 19 Jan to 20 Jan
AU$192
19 Jan - 20 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowVacation Village in the Berkshires
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Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 23 Dec to 24 Dec
AU$157
23 Dec - 24 Dec
includes taxes & fees
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 ...
Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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$150 per night from 4 Jan to 5 Jan
AU$150
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 11 Jan to 12 Jan
AU$201
11 Jan - 12 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 21 Dec to 22 Dec
AU$185
21 Dec - 22 Dec
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is AU$245 per night from 4 Jan to 5 Jan
AU$245
4 Jan - 5 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 4 Jan to 5 Jan
AU$128
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes ...
Opens in a new windowQuality Inn Great Barrington
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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
1,344 hotels
Lowest Price
AU$128
Highest Price
AU$698
Popular hotels
The Red Lion Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn Great Barrington

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