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Stockbridge Vacation Packages

Stockbridge is an interesting and fun place for a quick trip or a family vacation.

Packages in Stockbridge

Expedia has flight and lodging packages that will give you immediate savings. Booking your desired flights and lodgings are the ingredients for a good vacation. Combining them together with us into one easy package is a sure-fire recipe for success that leaves out the stress and saves money. With the extra money, you will be able to do a little extra shopping in Stockbridge.

Vacationers who purchase package deals save up to $603.

There's no longer a need for you to search around different websites for your accommodations. With roughly 400 partner airlines and 321,000 hotels worldwide our abundant database has what you need.

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Do not worry about postponing your group's vacation plans, as we do not charge additional cancellation fees for almost all of our reservations.

Stockbridge Vacation Packages

Visitors to this area of The Berkshires rub shoulders with around 2,000 local residents.

You can find this destination some 120 miles from Boston, the state capital of Massachusetts. It is also roughly 3 miles from Housatonic.

Take the family out for a stimulating morning at the Norman Rockwell Museum or Mission House, the two best cultural attractions here. Inquire about available tours or one-off events. If you luck out and there isn't anything on, simply enjoy a walk through the quiet halls.

Stockbridge's artsy side can be found at Schantz Galleries.

If you're hoping to learn some local history, you should visit Naumkeag and the Chesterwood.

Take some photographs, walk around the grounds and make the most of the reflective atmosphere at National Shrine of the Divine Mercy.

One of the most popular performing arts houses around town is the Berkshire Theatre Festival. Head off well before showtime and enjoy a pre-show meal at one of the neighborhood restaurants or bars.

Accommodation in Stockbridge

There are 37 Stockbridge hotels included on Expedia's lodging guide. Take a look and discover the optimal services and features for your budget.

If you're celebrating a special occasion, check out the rates and amenities at the Hampton Terrace Inn, at 91 Walker Street, and the Stockbridge Country Inn, at 26 Glendale Road. Alternatively, if you're on a tight budget, you'll find some great deals at the Sunset Inn, at 150 Housatonic Street, or the Econo Lodge Lee - Great Barrington, at 980 Pleasant Street.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Hotel Deals

See all 146 Hotels in Stockbridge
The Red Lion Inn $175
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
     
    4.3
    of 5, from 176 reviews
    3.5 out of 5.0

    This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. Berkshire Botanical Garden and National Shrine of the Divine Mercy are also within 3 mi (5 km).

    The Inn at Stockbridge $150
    The Inn at Stockbridge

    The Inn at Stockbridge

    30 East Street, Stockbridge
       
      4.8
      of 5, from 33 reviews
      4.0 out of 5.0

      Situated in Stockbridge, this bed & breakfast is within 3 mi (5 km) of Berkshire Theatre Festival, Mission House, and Naumkeag. National Shrine of the Divine Mercy and Greenock Country Club are also within 3 mi (5 km).

      The Cottage B&B $99
      The Cottage B&B

      The Cottage B&B

      14 Prospect Hill Road, Stockbridge
         
        3.6
        of 5, from 12 reviews
        3.0 out of 5.0

        Situated in Stockbridge, this bed & breakfast is within a 15-minute walk of Naumkeag and National Shrine of the Divine Mercy. Mission House and Mount Greylock are also within 32 mi (52 km).

        1862 Seasons on Main Bed and Breakfast
        1862 Seasons on Main Bed and Breakfast

        1862 Seasons on Main Bed and Breakfast

        47 Main Street, Stockbridge
           
          5.0
          of 5, from 19 reviews
          4.5 out of 5.0

          Situated in Stockbridge, this luxury bed & breakfast is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 1 mi (2 km).

          New! 2BR Stockbridge Home - Walk To Golf Course!
          New! 2BR Stockbridge Home - Walk To Golf Course!

          New! 2BR Stockbridge Home - Walk To Golf Course!

          , Stockbridge
             
            4.7
            of 5, from 3 reviews
            0.0 out of 5.0

            Situated in Stockbridge, this vacation home is close to Mission House, Norman Rockwell Museum, and Naumkeag. Also nearby are National Shrine of the Divine Mercy and Chesterwood.

            Stockbridge Country Inn $209
            Stockbridge Country Inn

            Stockbridge Country Inn

            26 Glendale Road, Stockbridge
               
              4.5
              of 5, from 38 reviews
              4.5 out of 5.0

              Situated in Stockbridge, this luxury bed & breakfast is within 1 mi (2 km) of Chesterwood and Norman Rockwell Museum. Berkshire Botanical Garden and Mission House are also within 2 mi (3 km).

              Conroy's B&B $170
              Conroy's B&B

              Conroy's B&B

              11 East Street (Route 7), Stockbridge
                 
                3.8
                of 5, from 13 reviews
                3.5 out of 5.0

                Situated in the mountains, this bed & breakfast is within 3 mi (5 km) of Berkshire Theatre Festival, Mission House, and Greenock Country Club. Naumkeag and National Shrine of the Divine Mercy are also within 3 mi (5 km).

                Charming Stockbridge Historic Home a Stones Throw Away From the Red Lion INN
                Charming Stockbridge Historic Home a Stones Throw Away From the Red Lion INN

                Charming Stockbridge Historic Home a Stones Throw Away From the Red Lion INN

                , Stockbridge
                   
                  5.0
                  of 5, from 1 reviews
                  0.0 out of 5.0

                  Situated in Stockbridge, this vacation home is close to Mission House, National Shrine of the Divine Mercy, and Naumkeag. Also nearby are Berkshire Theatre Festival and Norman Rockwell Museum.

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