Photo by William Keller

Hotels in Stockbridge

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Stockbridge?

Exterior
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1002)
The price is $150
$212 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Red Lion Inn
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.
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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 December
Currently viewing crowd sizes and weather for December.
Typical weather for Stockbridge
December
Low crowds
High 2°C / low -5°C. Snow likely.
View properties in December
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December, Low crowds, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 5 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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April, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
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May, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, High crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Stockbridge

Norman Rockwell Museum

4.7/5 (252 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
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National Shrine of the Divine Mercy

4.5/5 (54 reviews)
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
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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.

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Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA. Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Check out reviews of Stockbridge hotels guests love

Hotel On North

Hotel On North

10/10 Excellent
"Staff is incredibly helpful and friendly "
Caitlin 2-night trip
Posted 17 hours ago
Hotel On North

Frequently asked questions

What hotels do travelers like in Stockbridge?
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and The Red Lion Inn are a couple of properties 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 30 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.