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Find Cheap Hotels in Stockbridge, MA

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Check availability on Stockbridge Cheap Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Stockbridge cheap hotels

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is ￥22,312
￥31,917 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Red Lion Inn
Business center
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is ￥59,797
￥72,337 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is ￥12,369
￥13,816 total
includes taxes & fees
Dec 30 - Dec 31
Howard Johnson by Wyndham Lenox
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is ￥20,198
￥22,622 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inn at Silver Maple Farm
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ￥14,091
￥15,740 total
includes taxes & fees
Dec 30 - Dec 31
Sunset Inn
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ￥26,506
￥31,086 total
includes taxes & fees
Dec 30 - Dec 31
Lakehouse Inn
Property amenity
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (812)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is ￥20,010
￥25,411 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (460)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is ￥10,708
￥11,995 total
includes taxes & fees
Dec 30 - Dec 31
Berkshire Travel Lodge
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
The price is ￥20,354
￥22,735 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Whitlock
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (713)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is ￥15,970
￥17,839 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.
View all properties

Top Stockbridge Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The bed was very comfortable. The staff was helpful and courteous"
Timothy 1-night trip
Posted 5 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What is Stockbridge like for travelers on a budget?
Explore low cost places to stay in Stockbridge on Expedia.com and plan a vacation that stays within your budget. Stockbridge is a destination that visitors enjoy for its historic sites and bar scene. You can look through a wide selection of accommodations with Member Prices to find the best deal for you. Guided by our site's convenient page filters, you can limit results by your price range, or by popular amenities like free breakfast and free WiFi. Or, try refining your search with the location filters to see affordable options around local attractions, such as Naumkeag Museum or National Shrine of the Divine Mercy. While you browse, click the heart button to save your favorites so that you can find them later when you're ready to book. Need a car or a flight too? Take your pick of the travel packages offered under Bundle and Save and discover huge discounts when you arrange your transportation at the same time.
When is the best time for a budget trip to Stockbridge?
Weather is probably a major factor when you plan your trip to Stockbridge, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do in Stockbridge?
Stockbridge is known for its historic sites and bar scene, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions on your list, and then plan some activities that cost little or nothing at all. Check out the area's cultural spots like Norman Rockwell Museum and Mission House, or get outdoors at Naumkeag Museum.
How can I get to Stockbridge and get around on a budget?
Checking out these ways to get around Stockbridge can help keep you on budget. The most convenient airport is Pittsfield, MA (PSF-Pittsfield Municipal), situated 9.6 mi (15.5 km) away. If that doesn't suit your budget, you can arrange flights in and out of Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. Stockbridge may not have many public transit choices so a car rental could be a reasonable alternative to see more of the area.

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