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Featured Inns in Hillsdale

The Village Inn C$130
The Village Inn

The Village Inn

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

    Situated in Lenox, this inn is 0.2 mi (0.3 km) from Lenox Library and 1.4 mi (2.3 km) from Tanglewood Music Center. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 10 minutes.

    Seven Hills Inn C$96
    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 miles (3 km).

      Thornewood Inn C$209
      Thornewood Inn

      Thornewood Inn

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

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

        Garden Gables Inn C$229
        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 mile (2 km).

          The Old Inn On The Green C$340
          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

            Conveniently located near the ski slopes, this Great Barrington inn is 2.5 mi (4 km) from Questing, and within 6 mi (10 km) of Dry Hill and Umpachene Falls Park. Les Trois Emme Winery and Tanglewood Music Center are also within 25 mi (40 km).

            Kemble Inn C$541
            Kemble Inn

            Kemble Inn

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

              Conveniently located near the ski slopes, this Lenox inn is situated in the city centre, within 2 miles (3 km) of Ventfort Hall Mansion and Gilded Age Museum and Tanglewood Music Center, and is convenient for winter sports, such as cross-country skiing. Lenox Library and Shakespeare and Company are also within 10 minutes.

              Inn at Kenmore Hall C$425
              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 miles (10 km).

                Wm. Farmer & Sons Boarding and Barroom C$326
                Wm. Farmer & Sons Boarding and Barroom

                Wm. Farmer & Sons Boarding and Barroom

                20 S. Front St., Hudson, NY
                   
                  2.5 out of 5.0 Stars

                  Situated in Hudson, this inn is within a 10-minute walk of Max and Lillian Katzman Theater and Hudson Opera House. Hudson Area Library and FASNY Museum of Firefighting are also within 2 miles (3 km). Hudson Station is only a 3-minute walk.

                  Map

                  Luxury Inns in Hillsdale

                  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 Hillsdale, you’ll be able to check all of the above off your travel itinerary.

                  Inn suites in Hillsdale 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 Hillsdale. 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 Hillsdale, 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 Hillsdale

                  See all 704 properties in Hillsdale
                  Silvanus Lodge C$130
                  Silvanus Lodge

                  Silvanus Lodge

                  9350 State Rte 22, Hillsdale, NY
                     
                    2.0 out of 5.0 Stars

                    Situated in Hillsdale, this motel is 2.3 mi (3.7 km) from Catamount Aerial Adventure Park and 3.1 mi (5 km) from Catamount Ski Area. Taconic Trail State Park and W.E.B. Du Bois Boyhood Homesite are also within 9 miles (15 km).

                    Holiday House Motel C$111
                    Holiday House Motel

                    Holiday House Motel

                    2871 State Route 23, Hillsdale, NY
                       
                      2.0 out of 5.0 Stars

                      Located near the slopes, this Hillsdale motel is in a shopping district, 1.3 mi (2.1 km) from Catamount Aerial Adventure Park, and within 6 mi (10 km) of Catamount Ski Area and Taconic Trail State Park. Mahaiwe Performing Arts Center and Ski Butternut are also within 16 mi (25 km).

                      Charming, Quiet, Modern, Wooded, River Front Get Rates
                      Charming, Quiet, Modern, Wooded, River Front

                      Charming, Quiet, Modern, Wooded, River Front

                      156 Stone Ledge Rd, Hillsdale, NY
                         
                        0.0 out of 5.0 Stars

                        Located near the slopes, this Hillsdale cabin is in the mountains and within 12 mi (20 km) of W.E.B. Du Bois Boyhood Homesite, Ski Butternut and Catamount Ski Area. Catamount Aerial Adventure Park and Lake Mansfield Park are also within 12 miles (20 km).

                        Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space C$196
                        Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space

                        Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space

                        24 Tory Hill Rd, Hillsdale, NY
                           
                          0.0 out of 5.0 Stars

                          Conveniently located near the ski slopes, this Hillsdale cabin is within 6 mi (10 km) of Catamount Aerial Adventure Park, Catamount Ski Area and Taconic Trail State Park. Claverack Library is 12 mi (19.3 km) away.

                          *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.