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, (1,001 reviews)
The price is $149
$211 total
includes taxes & fees
Apr 12 - Apr 13
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 21 - Apr 22
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 $251
$294 total
includes taxes & fees
Apr 24 - Apr 25
The Inn at Stockbridge
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
  • cleanliness
    Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is $79
$87 total
includes taxes & fees
Apr 9 - Apr 10
Pleasant Valley Motel West Stockbridge
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, (861 reviews)
  • cleanliness
    Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.
The price is $113
$145 total
includes taxes & fees
Apr 13 - Apr 14
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
  • cleanliness
    Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is $109
$120 total
includes taxes & fees
Apr 9 - Apr 10
Shaker Mill Inn
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
  • cleanliness
    Restful home base near Monument Mountain with easy access to outdoor adventures.
The price is $110
$123 total
includes taxes & fees
Apr 9 - Apr 10
The Little Lion
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 $93
$104 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Lee - Lenox South
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Tranquil lakefront escape with stunning sunset views and a 24-hour fitness center.
The price is $100
$112 total
includes taxes & fees
Apr 19 - Apr 20
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lakehouse Inn
Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (297 reviews)
  • cleanliness
    Scenic lakeside escape in Lee with kayaking, terrace, and daily full breakfast.
The price is $152
$178 total
includes taxes & fees
Apr 10 - Apr 11
Lakehouse Inn
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 $100
$112 total
includes taxes & fees
Apr 9 - Apr 10
Sunset Inn
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (661 reviews)
  • cleanliness
    Cozy retreat near Lee Premium Outlets with mini golf and continental breakfast.
The price is $67
$75 total
includes taxes & fees
Apr 21 - Apr 22
Econo Lodge Lee - Great Barrington
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
The price is $75
$84 total
includes taxes & fees
Apr 9 - Apr 10
Travelodge by Wyndham Great Barrington Berkshires
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
Apr 9 - Apr 10
Chambery Inn
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
Apr 14 - Apr 15
Devonfield Inn B&B
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (98 reviews)
  • cleanliness
    Relax in a cozy Housatonic B&B with complimentary breakfast and nearby attractions.
The price is $174
$194 total
includes taxes & fees
Apr 12 - Apr 13
Granville House
Hideaway Inn Lenox
Hideaway Inn Lenox
2.0 star property
Lenox
The price is $133
$148 total
includes taxes & fees
Apr 9 - Apr 10
Hideaway Inn Lenox
Brook Farm Inn
Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
  • cleanliness
    Countryside retreat with a refreshing pool near Tanglewood Music Center.
The price is $183
$209 total
includes taxes & fees
Apr 24 - Apr 25
Brook Farm Inn
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, (754 reviews)
  • cleanliness
    Located in Great Barrington with free breakfast, WiFi, and parking for easy explorations.
The price is $115
$128 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (838 reviews)
The price is $67
$74 total
includes taxes & fees
Apr 9 - Apr 10
Monument Mountain Motel
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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Stockbridge
April
High 12°C / low 2°C. Cloudy most days.
View properties in April
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.
16°
26°
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
22°
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
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.
-5°
-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°
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March, no crowd data, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
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 34 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.