Stockbridge Hotel Accommodation

Where to?

Dates

June 2026

July 2026

I'm travelling for business

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Stockbridge?

The Red Lion Inn

Stockbridge

includes taxes & fees

31 May - 1 Jun

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

15 Jun - 16 Jun

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

South Lee

includes taxes & fees

1 Jun - 2 Jun

The Little Lion

Great Barrington

includes taxes & fees

1 Jun - 2 Jun

Shaker Mill Inn

West Stockbridge

includes taxes & fees

1 Jun - 2 Jun

Quality Inn Lee - Lenox South

Lee

includes taxes & fees

31 May - 1 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

includes taxes & fees

2 Jun - 3 Jun

Pleasant Valley Motel West Stockbridge

West Stockbridge

includes taxes & fees

31 May - 1 Jun

Econo Lodge Lee - Great Barrington

Lee

includes taxes & fees

7 Jun - 8 Jun

Devonfield Inn B&B

Lee

includes taxes & fees

31 May - 1 Jun

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

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

includes taxes & fees

31 May - 1 Jun

Chambery Inn

Lee

includes taxes & fees

31 May - 1 Jun

Individually decorated, individually furnished, desk, laptop workspace

Granville House

Housatonic

includes taxes & fees

1 Jun - 2 Jun

Sunset Inn

Lee

includes taxes & fees

1 Jun - 2 Jun

Brook Farm Inn

Lenox

includes taxes & fees

30 Jun - 1 Jul

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

includes taxes & fees

2 Jun - 3 Jun

Hideaway Inn Lenox

Lenox

includes taxes & fees

7 Jun - 8 Jun

The Whitlock

Lenox

includes taxes & fees

31 May - 1 Jun

Monument Mountain Motel

Great Barrington

includes taxes & fees

31 May - 1 Jun

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

includes taxes & fees

3 Jun - 4 Jun

View all properties

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

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.

See properties

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.

See all hotels in Stockbridge

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

The Red Lion Inn

10/10 Excellent

"We love the laid back shabby chic comfort of the Inn. It is our third visit in 2 years and a delightful getaway. The food is excellent. Breakfast has a good choice of menu options . We also love the pool"

Vacation Village in the Berkshires

4/10 Poor

"So after answering all questions that could only lead to a “decent” review here’s what happened. Check in was fine, it was a check in; friendly and we checked in. We get to the room and I leave to grab food for our dinner, my wife calls front desk because of awful noises upstairs, people stomping around like they’re getting paid to. I get back and she’s still on the phone after desk telling her everything is fixed… okayyy but we still hear incredible stomping. Lady insisted everything is fixed it must be a kid…..right but our room sounds like an industrial zone. Do we have to beg to be moved to a new room when this place is mostly vacant? Our food is cold and we’re on the phone again noise won’t stop even though I’m listening on ALL FLOORS for the source of noise, finally agrees to move us to a top floor in a new building. We haul our stuff over, keycards maintenance brought us don’t work. He says he’ll get new ones (very nice guy btw). ONE of the two new cards works after he comes back and he tries for a few minutes to get it to slide in at the perfect angle and velocity. Finally we get to settle into our new room for the last few hours we would be awake. Thanks for a wonderful finale to our one anniversary night away from kiddos. At least there was a tub to relax in this room. This place would have been fine if it weren’t for the horrible sound enhancing construction and front desk person who tried their best not to solve an easy problem."

Berkshires Untold

6/10 Okay

"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional amenities, which initially gave me a very positive impression of the hotel’s attention to detail. However, upon check-in, not only was the requested amenity missing, but the room was also inadequately stocked: there was only one roll of toilet paper, a nearly empty tissue box with just three tissues remaining, and only two towels for three guests. I requested additional towels, but they were never delivered. The following morning, I asked again and was met with a dismissive, somewhat snarky response that they would arrive later. By 4 p.m., we still had not received them, and when I followed up, I was told my name was “on a list,” though no one could say when the towels would actually be available. Throughout the stay, the staff came across as indifferent rather than genuinely helpful, and service was often delivered with attitude rather than hospitality. While the hotel’s location is excellent and the property itself has charm, I left feeling unconvinced that the hotel currently has the staffing or linens needed to provide a truly top-tier guest experience."

Frequently asked questions

How much does a hotel room cost in Stockbridge?

You can choose a great hotel in Stockbridge from NZ$115 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 34 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.

Keep exploring

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

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

The Little Lion

Shaker Mill Inn

Quality Inn Lee - Lenox South

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Pleasant Valley Motel West Stockbridge

Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

Travelodge by Wyndham Great Barrington Berkshires

Chambery Inn

Granville House

Sunset Inn

Brook Farm Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hideaway Inn Lenox

The Whitlock

Monument Mountain Motel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

The Red Lion Inn

Frequently asked questions

Keep exploring