Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Tonight
This weekend
Nov 22 - Nov 24
Next weekend
Nov 29 - Dec 1

Cheap The Berkshires Hotels

The Williams Inn

The Williams Inn

101 Spring Street, Williamstown, MA
    4.0 out of 5.0
     
     

    Located in Williamstown, The Williams Inn is within a 15-minute drive of Williams College and Mass MoCA.

    $169

    Seven Hills Inn

    Seven Hills Inn

    40 Plunkett Street, Lenox, MA
      4.0 out of 5.0
       
       

      With a stay at Seven Hills Inn in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

      $104

      Yankee Suites Extended Stay

      Yankee Suites Extended Stay

      20 W Housatonic St., Pittsfield, MA
        4.0 out of 5.0
         
         

        With a stay at Yankee Suites Extended Stay in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Museum.

        $80

        Lakehouse Inn

        Lakehouse Inn

        615 Laurel St., Lee, MA
          4.0 out of 5.0
           
           

          With a stay at Lakehouse Inn in Lee, you'll be on the beach, within a 10-minute drive of Tanglewood Music Center and Animagic Museum of Animation.

          $150

          The Barrington

          The Barrington

          281 Main St., Level 3, Great Barrington, MA
            4.0 out of 5.0
             
             

            Located in Great Barrington, The Barrington is within a 15-minute drive of Ski Butternut and Mission House.

            $260

            Garden Gables Inn

            Garden Gables Inn

            135 Main St, Lenox, MA
              4.0 out of 5.0
               
               

              With a stay at Garden Gables Inn in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Lenox Library.

              $175

              Devonfield Inn B&B

              Devonfield Inn B&B

              85 Stockbridge Rd., Lee, MA
                4.0 out of 5.0
                 
                 

                With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.

                $169

                Stockbridge Country Inn

                Stockbridge Country Inn

                26 Glendale Road, RR 183, Stockbridge, MA
                  4.5 out of 5.0
                   
                   

                  With a stay at Stockbridge Country Inn in Stockbridge, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Chesterwood.

                  Stockbridge Country InnGet Rates

                  33 Main

                  33 Main

                  33 Main Street, Lenox, MA
                    4.0 out of 5.0
                     
                     

                    With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library.

                    $269

                    Vacation Village Berkshires by Hosteeva

                    Vacation Village Berkshires by Hosteeva

                    276 Brodie Mountain Rd, Williamstown, MA
                      4.0 out of 5.0
                       
                       

                      With a stay at Vacation Village Berkshires by Hosteeva in Williamstown, you'll be within a 15-minute drive of Mount Greylock State Reservation Visitor Center ...

                      Vacation Village Berkshires by HosteevaGet Rates

                      Hampton Terrace Inn

                      Hampton Terrace Inn

                      91 Walker Street, Lenox, MA
                        4.0 out of 5.0
                         
                         

                        With a stay at Hampton Terrace Inn in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

                        $229

                        The Old Inn On The Green

                        The Old Inn On The Green

                        134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
                          4.0 out of 5.0
                           
                           

                          Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.

                          $260

                          Map

                          Recently Booked Hotels in The Berkshires

                          Vacation Village in the Berkshires
                          3.0 out of 5.0
                          Last booking: 1 hour ago
                          Williamstown Motel
                          2.0 out of 5.0
                          Last booking: 1 hour ago
                          Holiday Inn Berkshires
                          3.0 out of 5.0
                          Last booking: 1 hour ago
                          Holiday Inn & Suites Pittsfield-Berkshires
                          3.5 out of 5.0
                          Last booking: 2 hours ago
                          The Briarcliff Motel
                          3.0 out of 5.0
                          Last booking: 3 hours ago
                          Days Inn by Wyndham Great Barrington
                          2.0 out of 5.0
                          Last booking: 3 hours ago

                          Your FAQ Guide to Amazing Cheap The Berkshires Hotels

                          If you're looking for a great (and cheap!) hotel in The Berkshires, CheapTickets is the best place to find them. We offer deals on the best 109 hotels throughout The Berkshires. No matter what you're looking for, we have options for you.

                          Grab great rates on the 44 affordable 3-star hotels that are easy on the wallet without sacrificing comfort. Looking for more luxury? Try one of the 12, 4-star hotel accommodations in The Berkshires. No matter your budget needs, we've pulled out all the stops to make sure you have plenty of vacation options.

                          Maybe you prefer to search for your hotel deals based on what each hotel offers? For example, let's say you just want to find a hotel or resort that has a pool to cool off in after a long day exploring The Berkshires. Scroll down to choose from the 42 hotels in The Berkshires that has a pool for guests. Or search for deals on The Berkshires hotels offering free wifi or breakfast, non-smoking rooms, and more!

                          CheapTickets is here to be your personal travel agent for your next trip to The Berkshires. Get booking today!

                          What hotels in The Berkshires offer free wifi access?

                          Book one of our The Berkshires hotels that offer free wifi below. Exploring The Berkshires can be tiring, and sometimes after a long day the best thing you can do is hide away in your hotel room and binge-watch your favorite show. Our hotels in The Berkshires with free wifi access are perfect for every type of traveler. Some of the most popular are below:

                          • Williamstown Motel, a 2.00 star hotel in The Berkshires that offers free wifi access for guests
                          • Lenox Inn, a 2.00 star hotel in The Berkshires that offers free wifi access for guests
                          • Eastover Estate & Eco-Village, a 3.50 star hotel in The Berkshires that offers free wifi access for guests
                          • Northside Motel, a 2.00 star hotel in The Berkshires that offers free wifi access for guests

                          Are there deals on The Berkshires hotels offering free breakfast?

                          Yes! The only thing better than finding a great deal on a cheap hotel in The Berkshires is finding one that offers free breakfast. Grab some eggs, a waffle, or some healthy oatmeal before a day full of exploring The Berkshires and all that it has to offer. Below are just some of the many hotels that offer free breakfast in The Berkshires.

                          • The Cornell Inn- Lenox is a 3.00 star rated hotel property in The Berkshires that offers free breakfast.
                          • Birchwood Inn is a 3.50 star rated hotel property in The Berkshires that offers free breakfast.
                          • Stockbridge Country Inn is a 4.50 star rated hotel property in The Berkshires that offers free breakfast.
                          • Berkshire Valley Inn is a 2.50 star rated hotel property in The Berkshires that offers free breakfast.

                          What about deals on pet-friendly hotels in The Berkshires?

                          The Berkshires is a great place to get outside and explore with your pets in tow so don't leave your furry friends behind. Below you'll find great deals on hotels in The Berkshires that allow pets. Don't forget to bring plenty of treats!

                          Any good rates on The Berkshires hotels with restaurants?

                          Absolutely. Don't want to deal with planning our all your meals on your trip to The Berkshires? We don't blame you. Keep the hangry away by staying in one of the 19 hotels that have restaurants. With a room at one of these spots, all it takes to get a good meal is hopping in the elevator. Check out some of the most popular hotels in The Berkshires that have restaurants below.

                          What are the cheapest hotels in The Berkshires with pools?

                          What's better after a long day exploring The Berkshires then a relaxing dip in a pool? Finding the The Berkshires hotel you need for a bargain! Cool off and unwind at one of our 42 The Berkshires hotels with a pool. Browse some of the top deals on these hotels and resorts with pools in The Berkshires below, but be warned: You may not want to check out!

                          What hotels in The Berkshires offer parking for guests?

                          Once you've made your way to The Berkshires, the last thing you want to deal with is finding parking close to your hotel. Avoid the hassle of parking around the block and carrying your luggage all the way to the lobby by booking one of our hotels with parking. Check out deals on some of the 55 hotels in The Berkshires that offer parking for guests.

                          Do The Berkshires hotels offer 24-hour concierge services?

                          When you're on vacation, things don't always go according to plan. Travel with peace of mind when you book one of our 19 hotels in The Berkshires with 24-hour concierge service. That way you know help is always phone call or elevator ride away.

                          What about low rates on non-smoking hotels in The Berkshires?

                          If you're searching for a great deal on non-smoking hotels in The Berkshires, you've come to the right place. CheapTickets has pulled together some of the best deals on non-smoking hotel rooms throughout The Berkshires. Check out some of the most popular options below:

                          What are the cheapest The Berkshires 3-star hotel deals?

                          Our 3-star hotels bring you quality accommodations at a lower price point for the perfect, budget-friendly vacation in The Berkshires. With 44 3-star hotels throughout The Berkshires to choose from, you still have options. Browse our selection below.

                          • Hotel On North. Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.
                          • Vacation Village in the Berkshires. Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).
                          • Wyndham Bentley Brook. Situated in the mountains, this eco-friendly condo is 6.1 mi (9.9 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).
                          • The Red Lion Inn. 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).

                          What are the best deals on 4-Star Hotels in The Berkshires?

                          The Berkshires is full of hotels and it can be hard to narrow down where you really want to stay. Luckily, we've done that hard work for you be narrowing you from 109 hotels throughout The Berkshires, to the 12 4-star hotels in The Berkshires. Our 4-star hotels in The Berkshires are exactly what you need for your next family trip, romantic weekend, or solo getaway. Check out our most popular deals below.

                          • Yankee Suites Extended Stay: Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).
                          • Stockbridge Country Inn: 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).
                          • Garden Gables Inn: Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.
                          • The Inn at Stockbridge: 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).

                          Most Recent The Berkshires Hotel Reviews

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.