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Featured Inns in Canaan

Seven Hills Inn C$211
Seven Hills Inn

Seven Hills Inn

40 Plunkett Street, Lenox, MA
     
    5.0
    of 5, from 1 reviews
    4.0 out of 5.0 Stars

    Situated in Lenox, this inn is 0.2 mi (0.2 km) from The Mount and 3 mi (4.9 km) from Tanglewood Music Center. Shakespeare and Company and Ventfort Hall Mansion and Gilded Age Museum are also within 2 mi (3 km).

    The Old Inn On The Green C$373
    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 Stars

      Situated in Great Barrington, this inn is 2.5 mi (4 km) from Questing and 2.7 mi (4.4 km) from Dry Hill. Umpachene Falls Park and Les Trois Emme Winery are also within 6 mi (10 km).

      Kemble Inn C$385
      Kemble Inn

      Kemble Inn

      2 Kemble Street, Lenox, MA
         
        4.0
        of 5, from 1 reviews
        3.5 out of 5.0 Stars

        Located in the heart of Lenox, this romantic inn is 0.2 mi (0.4 km) from Ventfort Hall Mansion and Gilded Age Museum and 1.5 mi (2.4 km) from Tanglewood Music Center. Lenox Library and Shakespeare and Company are also within 10 minutes.

        Garden Gables Inn C$418
        Garden Gables Inn

        Garden Gables Inn

        135 Main St, Lenox, MA
           
          4.7
          of 5, from 3 reviews
          4.0 out of 5.0 Stars

          Situated in Lenox, this inn is 0.3 mi (0.6 km) from Lenox Library and 1.8 mi (2.9 km) from Tanglewood Music Center. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 1 mi (2 km).

          Thornewood Inn C$300
          Thornewood Inn

          Thornewood Inn

          453 Stockbridge Road, Great Barrington, MA
             
            3.5 out of 5.0 Stars

            Situated in a rural location, this inn is within 3 mi (5 km) of Lake Mansfield Park, Mahaiwe Performing Arts Center, and Beartown State Forest. Ski Butternut and Mission House are also within 6 mi (10 km).

            Inn at Kenmore Hall Get Rates
            Inn at Kenmore Hall

            Inn at Kenmore Hall

            1385 State Road, Richmond, MA
               
              3.0 out of 5.0 Stars

              Situated in Richmond, this historic inn is 1 mi (1.7 km) from Furnace Brook Winery at Hilltop Orchards and 3.1 mi (5 km) from Hancock Shaker Village. Pittsfield State Forest and Pleasant Valley Wilderness Sanctuary are also within 6 mi (10 km).

              The Village Inn Get Rates
              The Village Inn

              The Village Inn

              16 Church St, Lenox, MA
                 
                0.0 out of 5.0 Stars

                Situated in Lenox, this inn is close to Lenox Library, Tanglewood Music Center, and Ventfort Hall Mansion and Gilded Age Museum. Also nearby are Shakespeare and Company and Frelinghuysen Morris House and Studio.

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                Luxury Inns in Canaan

                For you, a great vacation includes exploring a new landscape, enjoying delicious food with interesting company, and staying somewhere that feels like a home away from home. When you stay at an inn hotel in Canaan, you’ll be able to check all of the above off your travel itinerary.

                Inn suites in Canaan will provide you with an immersive way to explore the area. The owner or manager of the inn often lives on the property, and can provide tips on what to see and do during your time there. Not only will you get insider insight into how to best explore the area, but you’ll chow down on home-cooked meals—yes, those are often included.

                You can dine in your room or sample the inn’s tasty offerings in a common room with other travelers—it all depends on whether you’re trying to make new friends or just enjoy some solitude. After meal time, wander around the property and explore the picturesque streets of Canaan. If you’re staying near nature, spend an afternoon hiking, camera clutched firmly in your hand. End your evening by returning to your room and reading a good book from the comfort of a plush bed. Ah, relaxation! This is exactly what your wandering soul needed.

                Whether you’re looking for a luxury or cheap inn in Canaan, Travelocity has you covered. Discover a variety of inns that are welcoming, well-decorated, and spacious enough for you and your travel companions. Book your accommodation today—dreams of idyllic walks and charming surroundings are sure to follow!

                Top Trending Hotels in Canaan

                See all 341 properties in Canaan
                Berkshire Travel Lodge C$74
                Berkshire Travel Lodge

                Berkshire Travel Lodge

                12703 Rte 22, Canaan, NY
                   
                  2.5 out of 5.0 Stars

                  Situated in Canaan, this motel is within 9 mi (15 km) of Furnace Brook Winery at Hilltop Orchards, Tanglewood Music Center, and Berkshire Botanical Garden. Norman Rockwell Museum and Chesterwood are also within 9 mi (15 km).

                  Shaker Meadows Bed and Breakfast Get Rates
                  Shaker Meadows Bed and Breakfast

                  Shaker Meadows Bed and Breakfast

                  14209 NY-22, Canaan, NY
                     
                    3.0 out of 5.0 Stars

                    Situated in the mountains, this bed & breakfast is 1.2 mi (1.9 km) from New Lebanon Library and 2.2 mi (3.6 km) from Mount Lebanon Shaker Village. Pittsfield State Forest and Furnace Brook Winery at Hilltop Orchards are also within 6 mi (10 km).

                    Peaceful Berkshires Year-round Retreat House - Mountain and Lake Sunsets Get Rates
                    Peaceful Berkshires Year-round Retreat House - Mountain and Lake Sunsets

                    Peaceful Berkshires Year-round Retreat House - Mountain and Lake Sunsets

                    Canaan, New York
                       
                      0.0 out of 5.0 Stars

                      Situated in Canaan, this historic vacation home is 2 mi (3.2 km) from Furnace Brook Winery at Hilltop Orchards and within 9 mi (15 km) of Tanglewood Music Center and New Lebanon Library. Hancock Shaker Village and Mount Lebanon Shaker Village are also within 9 mi (15 km).

                      The Red Lion Inn C$190
                      The Red Lion Inn

                      The Red Lion Inn

                      30 Main Street, Stockbridge, MA
                         
                        3.5 out of 5.0 Stars

                        Situated in the historical district, this historic hotel is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 15 minutes.

                        *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.