Hotels in Stockbridge

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Where to stay in Stockbridge?

The Red Lion Inn
The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
The price is $149
$211 total
includes taxes & fees
Apr 7 - Apr 8
The 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 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
  • cleanliness
    Unwind in a luxurious B&B just minutes from Norman Rockwell Museum.
The price is $309
$374 total
includes taxes & fees
Apr 7 - Apr 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Becket Motel
Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
  • cleanliness
    Contemporary Berkshires retreat with natural surroundings and nearby trails.
The price is $102
$147 total
includes taxes & fees
Mar 26 - Mar 27
Becket Motel
Blackberry River Inn
Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (172 reviews)
  • cleanliness
    Relax at this historic B&B in scenic Norfolk, surrounded by nature's tranquility.
The price is $164
$189 total
includes taxes & fees
Mar 26 - Mar 27
Blackberry River Inn
Gedney Farm
Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Rustic farm hotel in the Berkshires with on-site dining and peaceful gardens.
The price is $206
$226 total
includes taxes & fees
Mar 26 - Mar 27
Gedney Farm
The Old Inn On The Green
The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Seasonal escape in historic Great Barrington with outdoor pool and fine dining.
The price is $305
$368 total
includes taxes & fees
Mar 26 - Mar 27
The Old Inn On The Green
Harbour House Inn
Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Cozy Cheshire B&B within easy reach of Adams Theater and Mount Greylock.
The price is $254
$268 total
includes taxes & fees
Mar 26 - Mar 27
Harbour House Inn
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
  • cleanliness
    Experience the charm of East Canaan at this bed and breakfast with countryside views.
The price is $105
$121 total
includes taxes & fees
Mar 26 - Mar 27
Locust Tree Bed and Breakfast LLC
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    A cozy retreat 15 minutes from Tanglewood Music Center with complimentary WiFi.
The price is $84
$94 total
includes taxes & fees
Apr 7 - Apr 8
Quality Inn Lee - Lenox South
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
  • cleanliness
    Countryside lodging with a seasonal pool, steps away from Tanglewood Music Center.
The price is $95
$106 total
includes taxes & fees
Mar 26 - Mar 27
Sunset Inn
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (815 reviews)
  • cleanliness
    Restful sanctuary in Pittsfield with free WiFi and parking, perfect for skiers.
The price is $79
$88 total
includes taxes & fees
Apr 1 - Apr 2
FairBridge Inn Express
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
  • cleanliness
    Peaceful countryside retreat with spa treatments just minutes from Tanglewood Music Center.
The price is $190
$212 total
includes taxes & fees
Mar 26 - Mar 27
Chambery Inn
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (659 reviews)
  • cleanliness
    Cozy retreat near Lee Premium Outlets with mini golf and continental breakfast.
The price is $67
$75 total
includes taxes & fees
Apr 7 - Apr 8
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
  • cleanliness
    Step back from the crowds with a relaxing Berkshires escape next to scenic fairways.
The price is $329
$367 total
includes taxes & fees
Mar 26 - Mar 27
Devonfield Inn B&B
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Tranquil lakefront escape with stunning sunset views and a 24-hour fitness center.
The price is $96
$107 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (856 reviews)
  • cleanliness
    Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.
The price is $113
$145 total
includes taxes & fees
Mar 28 - Mar 29
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lakehouse Inn
Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (295 reviews)
  • cleanliness
    Scenic lakeside escape in Lee with kayaking, terrace, and daily full breakfast.
The price is $144
$169 total
includes taxes & fees
Apr 3 - Apr 4
Lakehouse Inn
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Unwind in the Berkshires with massages and outdoor swimming in charming Lee.
The price is $239
$280 total
includes taxes & fees
Mar 27 - Mar 28
The Inn at Stockbridge
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Lakeside getaway in Berkshires with indoor pool and Tanglewood Music Center nearby.
The price is $132
$147 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (672 reviews)
  • cleanliness
    Modern hotel near Herman Melville's Arrowhead with indoor pool and Asian fusion dining.
The price is $128
$143 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Lenox Pittsfield
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.

When is the best time to visit Stockbridge?

Our prices for hotels in Stockbridge are cheapest in April
Price trends for hotels in Stockbridge
Pricing is based on two traveler single night rates
View properties in March
Currently viewing crowd sizes and weather for March.
Typical weather for Stockbridge
March
High 5°C / low -4°C. Snow likely.
View properties in March
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March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
12°
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
19°
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
23°
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
27°
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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26°
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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22°
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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14°
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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-2°
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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
-8°
Monthly weather averages (˚C)

Top landmarks in Stockbridge

Learn more about Stockbridge

Wander through Norman Rockwell's America at his museum, where small-town life springs from canvas to memory. The red-brick Main Street looks suspiciously like his famous Christmas painting because, well, it is. Summer brings world-class music when Tanglewood hosts the Boston Symphony Orchestra in nearby Lenox. History buffs can explore the Mission House and Naumkeag's elegant gardens with their curious blue stairs. The Berkshire Botanical Garden offers seasonal splendor without the crowds of bigger attractions. For a perfect afternoon, grab a coffee on Main Street before heading to the Housatonic River, where locals fish in spots they'll reluctantly share if asked nicely.

Vivid autumn foliage reflected in a calm lake surrounded by a dense forest under a clear blue sky in Stockbridge, Massachusetts

Check out reviews of Stockbridge hotels guests love

Frequently asked questions

What hotels do travelers like in Stockbridge?
The Red Lion Inn is a property that our guests really like.
Can I book refundable hotels in Stockbridge?
If you want the flexibility to change your plans to Stockbridge, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Stockbridge if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 31 vacation homes. You can also consider one of the 8 cottages for your trip.
What will the weather in Stockbridge be like during my vacation?
The warmest months in Stockbridge are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and July.
Why should I book my Stockbridge hotel with Hotels.com?
There are plenty of reasons to book your Stockbridge travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.