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Stockbridge – 3 hotels and places to stay

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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.

Love the Berkshires..
Scored 8.1
8.1
Rated very good
Very Good
278 reviews
Price from
$119
per night
Stockbridge Country Inn, hotel in Stockbridge

Located 0.9 mi from Norman Rockwell and 0.6 mi from Chesterwood Museums at Stockbridge, Stockbridge Country Inn is nestled on 4 private acres of Berkshire landscape.

Location is excellent for all the Berkshire activities.Great sense of history staying in an old but updated house. Great breakfast Lovely host with lots of maps and info on area and activities.
Scored 9.2
9.2
Rated wonderful
Wonderful
9 reviews
Price from
$424.35
per night
The Cottage, hotel in Stockbridge

Located on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire mountains.

location
Scored 6.7
6.7
Rated pleasant
Pleasant
60 reviews
Price from
$259
per night
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, hotel in Stockbridge

The 100 percent nonsmoking Fairfield Inn and Suites by Marriott is located in the heart of the Berkshires.

Secluded and beautifully kept
Scored 8.7
8.7
Rated excellent
Excellent
162 reviews
Price from
$195
per night
Hampton Terrace Inn, hotel in Stockbridge

Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is a 5-minute drive away.

Outstanding breakfasts
Scored 9.2
9.2
Rated wonderful
Wonderful
13 reviews
Price from
$253.90
per night
Holiday Inn Express Great Barrington, an IHG Hotel, hotel in Stockbridge

In the Southern Berkshire Mountains, this hotel boasts an indoor pool and hot tub, as well as a daily continental breakfast. The Catamount Ski Area is 11 miles away.

The property was in a nice neighborhood and was easy to find.
Scored 8.3
8.3
Rated very good
Very Good
274 reviews
Price from
$112
per night
The Black Swan Lee - Lenox, Ascend Hotel Collection, hotel in Stockbridge

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

The location is beautiful! The staff was very friendly and the breakfast went above and beyond the traditional continental.
Scored 8.4
8.4
Rated very good
Very Good
567 reviews
Price from
$109.65
per night
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel, hotel in Stockbridge

All rooms feature a flat-screen TV with satellite channels and a private bathroom. Free WiFi is available.

I enjoyed the outdoor pool and the grounds.
Scored 8.5
8.5
Rated very good
Very Good
473 reviews
Price from
$129
per night
Quality Inn, hotel in Stockbridge

Quality Inn has accommodations in Lee. This 2-star inn offers free WiFi. The property is non-smoking throughout and is located 3.5 miles from Cranwell Spa & Golf Club.

Really clean and comfortable, quiet, and centrally located.. Friendly staff, great coffee, unexpectedly good breakfast.
Scored 8.2
8.2
Rated very good
Very Good
482 reviews
Price from
$84.15
per night
Pilgrim Inn, hotel in Stockbridge

Located in Lee, between the beautiful Beartown and October Mountain State Forests, Pilgrim Inn is a 20-minute drive from Pitsfield. It features a swimming pool and cozy rooms with free Wi-Fi.

Nothing. I didn’t stay because the non smoking rooms smelled like smoke ( allergies) I was told I would receive a full refund but weeks have passed and I have not been credited the refund. I called Booking.com and hope they can help me with this.
Scored 6.6
6.6
Rated pleasant
Pleasant
638 reviews
Price from
$70
per night
See all hotels in and around Stockbridge

What Guests Said About Stockbridge:

  • Scored 6.0
    6.0

    Charming town and area, but I visited in February when there...

    Charming town and area, but I visited in February when there was not much to do. I wasn't impressed with any of the restaurants either. It was easy to drive around but there was more traffic than what I would have expected.
    Daniel
    United States of America

Explore guest reviews of hotels in Stockbridge

  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 2 reviews
    Holmes is a spacious suite for 2-3 people right in the middle of Stockbridge. It has a well stocked kitchen, and groceries, restaurants, and coffee shops are all a short walk away. There's also outdoor space. Many attractions are nearby, Tanglewood, The Mount (Edith Wharton's house) and areas for hiking and outdoor activities.
    Andrea
    United States of America
  • Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 25 reviews
    Garden apartment. Breakfast. Serene setting. Jeff responded immediately to texts. Jeff graciously accommodated us when we arrived 90 min early to check in. The library and comfortable anterooms. Proximity to Stockbridge, Tanglewood. Friendliness of other guests.
    P
    Peter
    United States of America
  • From $284.12 per night
    Scored 6.7
    6.7
    Rated pleasant
    Pleasant
     · 60 reviews
    We loved the location of the property. It is ideally located within walking distance of Stockbridge. The house is in a beautiful setting surrounded by treas. Having a spacious separate suite was very special.
    Deirdre
    Ireland
  • From $386.48 per night
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 278 reviews
    The hotel is unique. The main building is 18th century and it has worn well. There are interesting things to see in every corner. But the real star of the hotel is the staff, they are lovely.
    Gerry
    United Kingdom
  • From $386.48 per night
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 278 reviews
    Fantastic historic hotel. Perfect holiday. nice atmosphere. The restaurant- honestly- is not the “burner”. Will definitely come back.
    Axel
    Germany

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