Stockbridge Hotel Accommodation

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Where to stay in Stockbridge?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Stockbridge on Hotels.com. These Stockbridge hotels consistently deliver on comfort, location and traveller experience. Last updated on 4 July 2026.

The Red Lion Inn

Stockbridge

includes taxes & fees

6 Jul - 7 Jul

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

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

Stockbridge

includes taxes & fees

20 Jul - 21 Jul

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

Lenox

includes taxes & fees

6 Jul - 7 Jul

Shaker Mill Inn

West Stockbridge

includes taxes & fees

8 Jul - 9 Jul

Blackberry River Inn

Norfolk

includes taxes & fees

6 Jul - 7 Jul

Wilder House Berkshires

Sheffield

includes taxes & fees

14 Jul - 15 Jul

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

includes taxes & fees

5 Jul - 6 Jul

Little Cat Lodge

Copake Falls

includes taxes & fees

5 Jul - 6 Jul

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

includes taxes & fees

7 Jul - 8 Jul

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

includes taxes & fees

7 Jul - 8 Jul

Quality Inn Lee - Lenox South

Lee

includes taxes & fees

27 Jul - 28 Jul

The Little Lion

Great Barrington

includes taxes & fees

5 Jul - 6 Jul

Berkshires Untold

Lenox

includes taxes & fees

7 Jul - 8 Jul

The Springs Motel

New Ashford

includes taxes & fees

6 Jul - 7 Jul

Element by Marriott Lenox Berkshires

Lenox

includes taxes & fees

19 Jul - 20 Jul

the Alander

Copake

includes taxes & fees

6 Jul - 7 Jul

Vacation Village in the Berkshires

Williamstown

includes taxes & fees

12 Jul - 13 Jul

Locust Tree Bed and Breakfast LLC

East Canaan

includes taxes & fees

5 Jul - 6 Jul

Hilton Garden Inn Lenox Pittsfield

Pittsfield

includes taxes & fees

6 Jul - 7 Jul

Hideaway Inn Lenox

Lenox

includes taxes & fees

5 Jul - 6 Jul

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Go beyond your typical stay in Stockbridge

Pool

Pet friendly

Our prices for hotels in Stockbridge are cheapest in March

Top landmarks in Stockbridge

Norman Rockwell Museum

9.4/10 (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 splendour 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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A calm lake reflecting a forest with autumn foliage.

Check out reviews of Stockbridge hotels guests love

Berkshires Untold

10/10 Excellent

"Nicely renovated former motel with great staff and a very cool bar/lounge area! Very conveniently located close to Tanglewood and other interesting places to visit. And the Le Labo toiletries were a nice surprise :)"

Vacation Village in the Berkshires

10/10 Excellent

"These types of time sharing places look a bit outdated, but there is value because they have a full kitchen and living room. Better lighting and cleaner hallways could be a plus. Beautiful setting in the mountains. Not too far from Tanglewood and rte 100 in the Green Mountains in Vermont!"

Quality Inn Great Barrington

10/10 Excellent

"I booked the stay at Quality Inn without knowing what to expect. Getting to the hotel was easy. The location was perfect with mountains all around. Comfortable bed and just right amenities made the stay enjoyable. The breakfast sitting area was separate from the hotel and had a cottage feel, enjoyed having breakfast. Exploring the town of Great Barrington was easy as everything was walking distance. Quality Inn is right next to Town Hall. Had a perfect view of the Strawberry moon sitting on the bench outside of the town hall. It was fun to see through the window of the Great Barrington fm radio station and chatting with the DJ hen he stepped out. A must to stop at SoCo ice-cream shop delicious cold treats. People are very friendly. The Pizza at The Great Barrington Pizza house was delicious. Walking around we could feel the history that has transpired, small town vibe, the architecture. Do not miss going to Great Barrington Farmers market, it is a co-op market and Guido's family owned super market."

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

8/10 Good

"We had a lovely, one night stay here. I went with my adult son and his girlfriend to see Paul Simon at Tanglewood (which turned out to be an amazing show!) The front desk staff at the resort were friendly and accommodating; they let us use the amenities early before we could check in, which was GREAT! We hung around the outdoor pool, met a lot of nice people, and had a blast. Our suite was great. Parking was easy and plentiful and we had 2 bedrooms and each had it's own bathroom for full privacy. Full kitchen with fridge and freezer, a little living room and a nice outdoor deck overlooking the woods and a brook. It was clean, comfortable, and we had a wonderful stay. There is a grocery store just a few miles down the street for everything you need and Lenox is about 10-15 minutes away. We even saw a bear in the parking lot and he went out back in the woods where our porch was. I've never had a bear sighting. It was awesome! The only thing I can comment is the windows in the front bedroom were pretty dirty. It would have been nice it they were cleaned up. Honestly it didn't make or break our trip, just a business owner myself, I always like the feedback. But all in all, I would definitely recommend and definitely stay there again."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Loved this place. It was a bit dated aesthetically, but the charm outweighed that. Beds are comfortable. The setting on the lake is beautiful and its size of the hotel is lovely. Staff and guests were delightful. In retrospect, I wish I’d paid more for a lakefront room — it would’ve been worth it. Hotel is centrally located and it’s easy to get everywhere. Only negative was that there was no recycling."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Wonderful, clean and new hotel in great location between Lenox and Pittsfield. Room was lovely, bed comfortable, and breakfast offered everything you would expect. Staff was friendly and helpful. We were delighted to find this place and will definitely return next time we come to the Berkshires."

Frequently asked questions

How much does a hotel room cost in Stockbridge?

You can choose a great hotel in Stockbridge from NZ$132 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Stockbridge that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Stockbridge hotels?

Discover great deals on Stockbridge hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Stockbridge hotels.

Can I book Stockbridge hotels with free cancellation?

It's easy to book a refundable Stockbridge hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Stockbridge?

One of the most popular luxury hotels in Stockbridge is 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 is a luxury bed & breakfast with a high guest rating amongst our travellers, and it offers a seasonal outdoor pool and an art gallery, plus chef service in the guestrooms.

What are some top pet-friendly hotels in Stockbridge?

Our travellers' top pet-friendly hotels in Stockbridge include:

The Red Lion Inn: A hotel with a guest rating of 8.8 out of 10

You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Stockbridge.

What are the top Stockbridge hotels with a pool?

For a little extra luxury, discover some of the best Stockbridge hotels with a pool. The Red Lion Inn is a great hotel with an outdoor pool and a guest rating of 8.8 out of 10. To find more stays in Stockbridge with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".

What are some of the best Stockbridge hotels with free parking?

If you're arriving by car, choosing a great Stockbridge hotel with free parking is a plus. Our travellers' favourites include:

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: A bed & breakfast with an average guest rating of 9.2 out of 10
The Red Lion Inn: A hotel with an average guest rating of 8.8

What are some popular hotels in central Stockbridge?

For hotels in central Stockbridge, check out The Red Lion Inn and The Black Swan Lee - Lenox, an Ascend Collection Hotel. Travellers love The Red Lion Inn for its location, as well as the outdoor pool, 3 restaurants and bar/lounge this hotel offers. The Black Swan Lee - Lenox, an Ascend Collection Hotel is another popular central hotel with a restaurant, a free continental breakfast and a 24-hour gym. When you stay at one of these central hotels, you'll be in easy reach of top sights including Tanglewood Music Center.

Can I book a refundable accommodation option in Stockbridge?

If you want the flexibility to change your plans to Stockbridge, most hotels offer refundable* rates that you can book. You can find this accommodation 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 holiday rental instead of a hotel?

If you want a good alternative to a hotel, browse our selection of 33 holiday homes. You can also consider one of the 9 cottages for your trip.

What will the weather in Stockbridge be like during my visit?

The warmest months in Stockbridge are usually July and August, with an average temperature of 19°C. January and February are the chilliest months, when the average temperature is -3°C. 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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Book Hotels in Stockbridge on Hotels.com

Stockbridge Hotel Accommodation

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 Yankee Inn

Shaker Mill Inn

Blackberry River Inn

Wilder House Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Little Cat Lodge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Quality Inn Lee - Lenox South

The Little Lion

Berkshires Untold

The Springs Motel

Element by Marriott Lenox Berkshires

the Alander

Vacation Village in the Berkshires

Locust Tree Bed and Breakfast LLC

Hilton Garden Inn Lenox Pittsfield

Hideaway Inn Lenox

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

Berkshires Untold

Frequently asked questions

Keep exploring