Hotels in Stockbridge

Q: What hotels do travelers like in Stockbridge?

Guests like The Red Lion Inn , The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Berkshire Mountain Lodge .

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Where to stay in Stockbridge?

The Red Lion Inn

Stockbridge

$221 total

includes taxes & fees

Jun 22 - Jun 23

Suite, Private Bathroom (RedBird Suite) | View from room

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

Stockbridge

$399 total

includes taxes & fees

Jun 24 - Jun 25

The Inn at Stockbridge

Lee

$409 total

includes taxes & fees

Jun 11 - Jun 12

The Little Lion

Great Barrington

$98 total

includes taxes & fees

Jun 11 - Jun 12

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

South Lee

$169 total

includes taxes & fees

Jun 14 - Jun 15

Pleasant Valley Motel West Stockbridge

West Stockbridge

$88 total

includes taxes & fees

Jun 11 - Jun 12

Econo Lodge Lee - Great Barrington

Lee

$79 total

includes taxes & fees

Jun 16 - Jun 17

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

$148 total

includes taxes & fees

Jun 14 - Jun 15

Quality Inn Lee - Lenox South

Lee

$137 total

includes taxes & fees

Jun 14 - Jun 15

Shaker Mill Inn

West Stockbridge

$184 total

includes taxes & fees

Jun 17 - Jun 18

In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

$88 total

includes taxes & fees

Jun 17 - Jun 18

Chambery Inn

Lee

$212 total

includes taxes & fees

Jun 11 - Jun 12

Sunset Inn

Lee

$123 total

includes taxes & fees

Jul 6 - Jul 7

Hideaway Inn Lenox

Lenox

$150 total

includes taxes & fees

Jun 11 - Jun 12

Devonfield Inn B&B

Lee

$367 total

includes taxes & fees

Jun 14 - Jun 15

Individually decorated, individually furnished, desk, laptop workspace

Granville House

Housatonic

$250 total

includes taxes & fees

Jun 15 - Jun 16

The Whitlock

Lenox

$129 total

includes taxes & fees

Jun 11 - Jun 12

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

$96 total

includes taxes & fees

Jun 11 - Jun 12

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

$153 total

includes taxes & fees

Jun 23 - Jun 24

Brook Farm Inn

Lenox

$224 total

includes taxes & fees

Jun 11 - Jun 12

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Go beyond your typical stay in Stockbridge

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Cottage

Our prices for hotels in Stockbridge are cheapest in May

Top landmarks in Stockbridge

Norman Rockwell Museum

4.7/5 (347 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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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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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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"They were doing some renovations which made parking an issue but otherwise great place."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

The Whitlock

10/10 Excellent

"The location of this hotel is excellent, right in the town center of Lenox, close to all the shops and restaurants. I was a little concerned initially about the reviews I read regarding the level of cleanliness of the rooms which I am extremely particular about. The room was very clean so maybe the issue has been addressed. Communication with staff via text which normally would be concerning was also very prompt and quick. They respond to texts right away and always very kind so shouldnt be a concern for those who are concerned that they are not speaking to someone in person directly. Will definitely stay again if the rates are reasonable."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."

Frequently asked questions

What hotels do travelers like in Stockbridge?

Guests like The Red Lion Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood and Berkshire Mountain Lodge.

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 9 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.

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Hotels in Stockbridge

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Stockbridge?

The Red Lion Inn

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

The Inn at Stockbridge

The Little Lion

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

Pleasant Valley Motel West Stockbridge

Econo Lodge Lee - Great Barrington

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

Shaker Mill Inn

Travelodge by Wyndham Great Barrington Berkshires

Chambery Inn

Sunset Inn

Hideaway Inn Lenox

Devonfield Inn B&B

Granville House

The Whitlock

Monument Mountain Motel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Brook Farm Inn

Go beyond your typical stay in Stockbridge

When is the best time to visit Stockbridge?

Price trends for hotels in Stockbridge

Typical weather for Stockbridge

Top landmarks in Stockbridge

Norman Rockwell Museum

Learn more about Stockbridge

Check out reviews of Stockbridge hotels guests love

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

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