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Pittsfield

Theater & Performing Arts, Historical Landmarks, Museums & Galleries
16 hotels
One of 108 reviews:
"Tanglewood is close to Pittsfield- great location. We love staying in Pittsfield. There are many terrific activities to do in the Berkshires- museums, theaters, dance, Shakespeare, hiking, etc. Lots of wonderful scenery in the Berkshires!.Many really good restaurants and shops, too."
Guest review byJudith
United States

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Courtyard by Marriott Lenox Berkshires

Hotel in Lenox

Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace.

W
William
From
United States
My wife and I were the first to visit the Lenox Marriott when it opened. It has never disappointed.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 107 reviews
Price from
$169.15
1 night, 2 adults

Doctor Sax House

Hotel in Lenox

Located in Lenox, 1.5 miles from Tanglewood Musical Center, Doctor Sax House has accommodations with a shared lounge, free private parking, a terrace and a restaurant.

R
Robert
From
United States
Lenox is one of the most inviting towns in the Berkshires and the beautifully restored Dr Sax House is a gem in its center. We arrived on the coldest day of winter to celebrate our wedding anniversary, but Brian and Kelly and their solicitous staff gave us the warmest welcome and most delightful stay we have had anywhere. I don't think we've ever encountered a bedroom and bathroom with so many thoughtful amenities: not just toiletries but everything you might have forgotten, not just a yoga mat but a gym bag filled with small weights and accessories. Their cozy restaurant Dulu is en suite with a beautifully appointed bar. The menu is imaginative and my baked halibut was the most delicious I have enjoyed - ever. With temperatures in the single digits it was a plus for us to be able to simply hang out at the Inn, but under balmier conditions all the artistic and culinary attractions that Lenox has to offer are right outside the door. It's also a perfect base for Tanglewood and many other local cultural activities. We look forward to our return soon!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 26 reviews
Price from
$379.50
1 night, 2 adults

Hampton Terrace Inn

Hotel in Lenox

Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox.

A
Antonio Andrei
From
Romania
The houses have charm. The fireplace is amazing. The location is close to a lot of touristic spots (5-15 min driving).
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 29 reviews
Price from
$239.80
1 night, 2 adults

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

Hotel in Pittsfield

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...

J
Jaqueline
From
United States
Cleanliness. Closet and place to put luggage. Didn't need to use the floor. New bathroom. All was great
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 78 reviews
Price from
$143
1 night, 2 adults

Berkshires Untold

Hotel in Lenox

Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant.

S
Sara
From
Canada
the aesthetic, so detail oriented and has a very nice and cozy vibe as well as the farm to table ethos.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 527 reviews
Price from
$134.10
1 night, 2 adults

Hilton Garden Inn Lenox Pittsfield

Hotel in Pittsfield

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

S
Seber
From
United States
Can't beat a Hilton Garden Inn. Always worth paying a little extra. Excellent restaurant Jae's for Asian cuisine without leaving the premises!
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 112 reviews
Price from
$154.50
1 night, 2 adults

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotel in Lee

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.

c
ceren
From
Turkey
My husband and I stayed here for New Year's Eve, and loved it so much that we extended our stay another night! The staff was very friendly and helpful with everything. The rooms were comfortable and clean. You can buy some snacks and drinks at the reception and the food at the Indian restaurant was amazing!
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 543 reviews
Price from
$113.90
1 night, 2 adults

The Yankee Inn

Hotel in Lenox

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee Inn provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest.

L
Lala
From
United States
Nice area, very clean room, nice personal, good breakfast
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 746 reviews
Price from
$119
1 night, 2 adults

The Red Lion Inn

Hotel in Stockbridge

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options.

P
Patricia
From
United States
Very peaceful and quiet Great location
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 301 reviews
Price from
$174
1 night, 2 adults

Hampton Inn & Suites Berkshires-Lenox

Hotel in Lenox

This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern...

M
Murray
From
United States
My wife and I went for our anniversary. The staff was friendly and helpful, the room was clean and exactly what we were looking for. The in-room jacuzzi was great! The town was quiet but with plenty of restaurants, shops, and museums around. We'll definitely be back!
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 188 reviews
Price from
$123.96
1 night, 2 adults
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Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 338 reviews

Popular with guests booking hotels in Jiminy Peak

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 226 reviews

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 158 reviews

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 78 reviews

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 190 reviews

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 112 reviews

Popular with guests booking hotels in Jiminy Peak

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 34 reviews

Jiminy Peak's best hotels with breakfast

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Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 28 reviews

Located in Adams, within 23 miles of Cranwell Spa & Golf Club and 23 miles of Tanglewood Musical Center, The Revival House provides accommodations with a shared lounge and free WiFi throughout the...

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 338 reviews

Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi.

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 309 reviews

Featuring a garden, Howard Johnson by Wyndham Lenox is located in Lenox in the Massachusetts region, 4.6 miles from Cranwell Spa & Golf Club and 4.8 miles from Tanglewood Musical Center.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 226 reviews

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 29 reviews

Hampton Terrace Inn has a garden, terrace, a bar and tennis court in Lenox.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 34 reviews

Located 20 miles from Cranwell Spa & Golf Club, Disney Magic at Jiminy Mountain offers 4-star accommodations in Hancock and has a shared lounge, a restaurant and a bar.

FAQs about hotels in Jiminy Peak

See reviews by guests who stayed at hotels in Jiminy Peak

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From $192.29 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 648 reviews
Good location, great facilities, place is well taken care of. Excellent housekeeping. The pool was warm and clean. Good place for a long stay.
Guest review byTariq Abughofa
Canada
From $122.87 per night
Scored out of 10, guest rating 4.6
Disappointing - What previous guests thought, 15 reviews
Our room was clean and had Fox Sports for my husband to watch the Nebraska University Football game.
Guest review byMarilyn
United States
From $138.51 per night
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 158 reviews
The suite is a very well furnished apartment with a well supplied kitchen.
Guest review byPatrick
United States
From $255.79 per night
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 190 reviews
Beautiful hotel, nicely appointed, comfortable bed, friendly staff
Guest review bylynn
United States
From $199.94 per night
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 124 reviews
close to the mountains, outside pool and jacuzzi open until 10pm
Guest review byDouglas
United States
From $159.23 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,363 reviews
Loved the place and it’s vibe, look forward to visit it again.
Guest review byDUSHYANT
Canada
From $100.52 per night
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 377 reviews
Perfect place to stay clean comfortable relaxing
Guest review byDan
United States

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Scored out of 10, guest rating 6.0

My family and I enjoyed the peace and the quietness of...

My family and I enjoyed the peace and the quietness of Pittsfield, however there was a moment we came across a Berkshire Rapid Transit Authority (BRTA) employee wearing a racist T-Shirt at the Pittsfield Armtrak station on our way back to NEW YORK on Sunday, July 5, 2026 at about 2:15 pm. As a black family, this was a scary moment for us.
Guest review byAnonymous
Scored out of 10, guest rating 6.0

The location is perfect, but provision for amenities are...

The location is perfect, but provision for amenities are very poor. Lack of information for first time none American travellers is inadequate. None existence of public transport should be made clear to foreign travellers.
Guest review bykate
United Kingdom
Scored out of 10, guest rating 4.0

I stayed in Pittsfield to visit the New Lebanon and...

I stayed in Pittsfield to visit the New Lebanon and Pittsfield Shaker villages. It was wonderful to see these historical places. Pittsfield is a bit sad as a town, a bit decayed... though they do have a theater and a concert hall.
Guest review byLILIANA
Chile
Scored out of 10, guest rating 10

This was our second visit and we had a great time.

This was our second visit and we had a great time. The resort was not over crowded and there was plenty of parking. Definitely enjoyed being on the first floor. The resort is centrally located so every day there was a new adventure close by. Already booked for next year!
Guest review byAnonymous
Scored out of 10, guest rating 8.0

We chose Pittsfield over Lenox because of their Friday...

We chose Pittsfield over Lenox because of their Friday evening Street Fair and choice of two theaters. The Clark Institute in Williamstown, MA, and Tanglewood, with performances of the Boston Symphony Orchestra (Summer only), are within easy driving distance.
Guest review byHeinz
United States
Scored out of 10, guest rating 10

It was a great location to see several points of interest.

It was a great location to see several points of interest. We went into Vermont and toured the Robert Frost House. We took in the Norman Rockwell Museum in Stockbridge, Mass, We made it to the Edith Wharton mansion, went to Albany New York, and enjoyed two concerts at Tanglewood. My son found a couple of book sales at local libraries, and the privately owned Braveheart Bookstore in Stephentown, NY. We rode the ski lift to the top of Jiminy Mountain, right at our resort.
Guest review byJames

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