1-73 out of 73
2.5 mi from City Center
The Little Cat Lodge has an outdoor swimming pool and lies 0.2 miles from Catamount Mountain Resort which is worth visiting.
FromUS$ 464
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1.0 mi from City Center
1.6 miles from Roeliff Jansen Park, the 4-star Brooks Motel Hillsdale includes 15 rooms.
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Hudson Valley And The Berkshires Cottage
Villa
5.8 mi from City Center
FromUS$ 218
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Hudson Valley And The Berkshires Getaway
Villa
5.8 mi from City Center
FromUS$ 580
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Serene Suite By Taconic Ridge, Catamount, Tanglewood, Berkshires
Apartment
97 yd from City Center
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Waterfalls And Trails At The Mills At Green Hole
Villa
6.5 mi from City Center
Set 2 miles from High Falls Conservation Area, this pleasant villa offers 6 bedrooms together with a swimming pool.
FromUS$ 861
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Tory Hill
Villa
1419 yd from City Center
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Charming, Quaint, Quiet Cabin In The Woods
Villa
6.1 mi from City Center
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Elegant 2Br Apt W 2 Bathrooms In Historic Hamlet By Berkshires & Hudson Valley, Walk To Restaurants
Apartment
97 yd from City Center
FromUS$ 325
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Charming, Quiet, Modern, River Front
Villa
6.1 mi from City Center
FromUS$ 382
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Places to stay near Hillsdale
Hotel
8.4
Great9797 reviews
10
13.0 mi from Hillsdale13.0 mi from City Center
Located in the historic district of Stockbridge, the comfortable Red Lion Inn Stockbridge offers a hot tub and an outdoor swimming pool along with an outdoor pool.
FromUS$ 140
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Motel
8.6
Great8484 reviews
10
10.6 mi from Hillsdale10.6 mi from City Center
15 minutes' drive from Schantz Galleries Contemporary Glass, the 2-star Briarcliff includes 15 rooms.
FromUS$ 90
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Inn
8.6
Great2424 reviews
10
14.4 mi from Hillsdale14.4 mi from City Center
About a 10-minute drive from Lions Head, the smoke-free White Hart includes 16 rooms.
FromUS$ 644
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Hotel
8.4
Great8282 reviews
10
8.3 mi from Hillsdale8.3 mi from City Center
Situated just 0.9 miles from Great Barrington Farmer's Market, the 2-star smoke-free Quality Inn features entertainment activities and various recreational opportunities.
FromUS$ 71
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8.4
Great4343 reviews
10
9.5 mi from Hillsdale9.5 mi from City Center
Quite close to Beartown State Forest, the 2-star smoke-free Holiday Inn Express Great Barrington, An Ihg Great Barrington with 58 rooms invites you to discover a skiing area or to enjoy a hot tub and an indoor pool.
FromUS$ 127
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Bed & Breakfast
8.4
Great4747 reviews
10
13.4 mi from Hillsdale13.4 mi from City Center
Lake Averic is around 2.2 miles from the 5-star Shaker Mill Inn West Stockbridge and Norman Rockwell Museum is a 15-minute drive away.
FromUS$ 145
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Bed & Breakfast
8.2
Great2727 reviews
10
8.2 mi from Hillsdale8.2 mi from City Center
The 3-star Wainwright Great Barrington is located 56 miles from Bradley International airport and merely 10 minutes' walk from Fairgrounds Plaza bus stop.
FromUS$ 171
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Bed & Breakfast
8.4
Great2525 reviews
10
8.9 mi from Hillsdale8.9 mi from City Center
Guests can have an American breakfast and enjoy visiting The Guthrie Center & Foundation, set approximately 2.3 miles from the smoke-free Granville House Great Barrington.
FromUS$ 325
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Inn
8.0
Great22 reviews
10
9.8 mi from Hillsdale9.8 mi from City Center
Staying at the Thornewood Great Barrington means you will be 1.8 miles from Lake Mansfield Park, while enjoying a swimming pool onsite.
FromUS$ 299
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Motel
8.6
Great6969 reviews
10
9.3 mi from Hillsdale9.3 mi from City Center
The Monument Mountain Motel is a good starting point to Great Barrington's sights including Monument Mountain, which is just a 5-minute stroll away.
FromUS$ 70
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8.4
Great8080 reviews
10
9.4 mi from Hillsdale9.4 mi from City Center
Located approximately 0.2 miles from Monument Mountain in the shopping district of Great Barrington, the Fairfield Inn & Suites By Marriott Great Barrington Lenox/Berkshires Great Barrington features 93 rooms along with fitness classes, spa therapy and entertainment activities.
FromUS$ 209
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Bed & Breakfast
8.6
Great4242 reviews
10
11.7 mi from Hillsdale11.7 mi from City Center
Norman Rockwell Museum is less than 12 minutes by foot from the 4-star Country Inn and National Shrine of the Divine Mercy is 1.6 miles away.
FromUS$ 299
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8.2
Great5353 reviews
10
9.5 mi from Hillsdale9.5 mi from City Center
The comfortable Travelodge By Wyndham Great Barrington Berkshires is 16 minutes by foot from Barrington Brewery, boasting various recreational opportunities and entertainment activities.
FromUS$ 79
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Motel
8.6
Great1515 reviews
10
4.6 mi from Hillsdale4.6 mi from City Center
Located in the historic part of Craryville, the 2-star Elm Tree Motel is approximately 3.1 miles from The Mill At Green Hole.
FromUS$ 150
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7.6
Very good2222 reviews
10
13.1 mi from Hillsdale13.1 mi from City Center
Boasting a private swimming pool, the Pleasant Valley Motel is 3.8 miles from National Shrine of the Divine Mercy.
FromUS$ 68
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Bed & Breakfast
8.8
Great3131 reviews
10
6.1 mi from Hillsdale6.1 mi from City Center
While staying at the 3-star Windflower Inn Great Barrington you are invited to discover W.E.B. DuBois Birthplace, set 3 miles away, or Guido's Fresh Marketplace, which is approximately 2.4 miles away.
FromUS$ 252
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Bed & Breakfast
8.8
Great2727 reviews
10
8.4 mi from Hillsdale8.4 mi from City Center
Monument Mountain and The Guthrie Center & Foundation are located 1.2 miles and 0.5 miles from the 4-star smoke free Barrington respectively.
FromUS$ 325
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5.9 mi from Hillsdale5.9 mi from City Center
Around 15 minutes' drive from W.E.B. DuBois Birthplace, the 4-star Egremont Village Inn includes 12 rooms.
FromUS$ 185
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Bed & Breakfast
8.4
Great3737 reviews
10
13.6 mi from Hillsdale13.6 mi from City Center
Set about 25 minutes' stroll from National Shrine of the Divine Mercy, the rooms in the Cottage Stockbridge have views of mountain.
FromUS$ 259
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Hotel
9.4 mi from Hillsdale9.4 mi from City Center
Great Barrington Plaza is 10 minutes by foot from the 2-star Lantern House Motel, while The Guthrie Center is 5 minutes' drive away.
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Bed & Breakfast
7.9 mi from Hillsdale7.9 mi from City Center
Located 5 minutes' walk from Hollowville city center, this hotel offers a summer terrace and a picnic area.
FromUS$ 215
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Hotel
8.6
Great22 reviews
10
6.8 mi from Hillsdale6.8 mi from City Center
Drowned Lands Swamp Conservation Area is within 2.3 miles of the Alander and Copake Iron Works Historic Site at Taconic State Park is around 3 miles away.
FromUS$ 235
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Inn
9.7 mi from Hillsdale9.7 mi from City Center
Taconic Sculpture Park & Gallery is 0.6 miles from the Inn Spencertown.
FromUS$ 240
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Apartment
9.7 mi from Hillsdale9.7 mi from City Center
Set 10 minutes' drive from Chesterwood Museum, the rooms in the Entire Home Hosted By Morgan Great Barrington have views of garden.
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10 adults
4 bedrooms
6 beds
8.6 mi from Hillsdale8.6 mi from City Center
Round Pond is 0.2 miles from the Lakefront Berkshires Retreat With Deck, Dock And Boat!, while Bard College at Simon's Rock is 2.9 miles away.
FromUS$ 339
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8.9 mi from Hillsdale8.9 mi from City Center
The Woodland Hills Modern Cottage Minutes From Downtown is set about 20 minutes by foot from Fountain Pond State Park and a 25-minute walk from River Walk.
FromUS$ 450
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7 adults
3 bedrooms
5 beds
4.6 mi from Hillsdale4.6 mi from City Center
Located about 1.7 miles from Taconic State Park, the vacation home offers accommodation for 6 guests.
FromUS$ 509
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6 adults
3 bedrooms
3 beds
12.1 mi from Hillsdale12.1 mi from City Center
Offering a full kitchen complete with a microwave oven, a dishwasher and a refrigerator, this villa is located close to Ebenezer II Gifts and Antiques.
FromUS$ 295
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13.1 mi from Hillsdale13.1 mi from City Center
FromUS$ 193
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15.6 mi from Hillsdale15.6 mi from City Center
Hammertown Barn is also set within 1.1 miles of the Stylish Pine Plains Home Near Parks And Hiking! Pine Plains.
FromUS$ 119
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Locust Tree Bed And Breakfast
Hotel
8.2
Great88 reviews
10
15.8 mi from Hillsdale15.8 mi from City Center
Eddy Field is within 1.3 miles of the Locust Tree Bed And Breakfast Canaan and features shopping and dining.
FromUS$ 146
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9 Academy
Aparthotel
14.6 mi from Hillsdale14.6 mi from City Center
While staying at the 9 Academy Salisbury you are invited to discover Lions Head, set approximately 2.3 miles away, or Lime Rock Park, which is around 4.1 miles away.
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Charming Claverack Retreat With Serene Deck!
Apartment
8.4 mi from Hillsdale8.4 mi from City Center
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Colonial Classic
Villa
3.5 mi from Hillsdale3.5 mi from City Center
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Lakefront Robinson Cottage
Villa
4.3 mi from Hillsdale4.3 mi from City Center
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Berkshire Vacation Rentals: Private Estate Heated Yearround Outdoor Pool
Villa
4.2 mi from Hillsdale4.2 mi from City Center
Located within a 5-minute drive of French Park, this villa includes 5 bedrooms.
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Charming Ghent Getaway, Minutes From Hudson!
Apartment
10.9 mi from Hillsdale10.9 mi from City Center
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Berkshire Vacation Rentals: Stunning 1860 Farmhouse Private Pond & Hot Tub
Villa
7.4 mi from Hillsdale7.4 mi from City Center
Located within a 15-minute drive of Taconic Orchards, this villa includes 3 bedrooms.
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Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
Villa
12.1 mi from Hillsdale12.1 mi from City Center
Located within a 5-minute drive of Norman Rockwell Museum, this villa includes 2 bedrooms.
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Magical Country Retreat In The Berkshires
Villa
8.5 mi from Hillsdale8.5 mi from City Center
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Classic Stockbridge Cottage
Villa
11.7 mi from Hillsdale11.7 mi from City Center
Located within a 10-minute drive of Naumkeag, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: Spacious & Serene Berkshires Retreat In The Woods
Villa
9.9 mi from Hillsdale9.9 mi from City Center
Located within a 5-minute drive of Chesterwood Museum, this villa includes 3 bedrooms.
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Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now
Villa
10.7 mi from Hillsdale10.7 mi from City Center
Located within a 10-minute drive of Berkshire Botanical Garden, this villa includes 2 bedrooms.
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Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town
Villa
8.0 mi from Hillsdale8.0 mi from City Center
Located within a 10-minute drive of East Mountain State Forest, this villa includes 2 bedrooms.
FromUS$ 399
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Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town
Villa
8.3 mi from Hillsdale8.3 mi from City Center
The villa is set near St. Peters Roman Catholic Church and has 3 bedrooms.
FromUS$ 891
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Beautiful House In The Woods Huge Yard Hot Tub
Villa
8.9 mi from Hillsdale8.9 mi from City Center
Located within a 15-minute drive of The Guthrie Center & Foundation, this villa includes 3 bedrooms.
FromUS$ 707
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Magical Country Retreat In The Berkshires
Villa
8.5 mi from Hillsdale8.5 mi from City Center
FromUS$ 4 041
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Spacious Berkshires Retreat About 3 Mi To Skiing!
Villa
9.6 mi from Hillsdale9.6 mi from City Center
FromUS$ 560
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Stockbridge Retreat With Pool And Hot Tub!
Villa
12.2 mi from Hillsdale12.2 mi from City Center
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Serene Salisbury Rental Home On 26 Acres With Deck!
Villa
17.6 mi from Hillsdale17.6 mi from City Center
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Downtown Great Barrington Enjoy Mountain Views
Villa
8.3 mi from Hillsdale8.3 mi from City Center
FromUS$ 534
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Sunset
Villa
2.8 mi from Hillsdale2.8 mi from City Center
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Berkshire Vacation Rentals: Private Oasis: 16 Acres Pool
Villa
11.1 mi from Hillsdale11.1 mi from City Center
Set just approximately 2.4 miles from Crandell Theatre, the accommodation offers the outdoor swimming pool and a sunny patio.
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Historic Stockbridge On Main Street 3 Bedroom
Apartment
13.1 mi from Hillsdale13.1 mi from City Center
FromUS$ 286
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New Luxury Lodge - 3 Fireplaces Mins To Ski & Town
Villa
8.7 mi from Hillsdale8.7 mi from City Center
FromUS$ 765
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Moose Lodge By Avantstay Luxe Berkshires Escape
Villa
5.4 mi from Hillsdale5.4 mi from City Center
FromUS$ 1 601
/nightSelect
Whitney By Avantstay Private Berkshires Estate
Villa
9.9 mi from Hillsdale9.9 mi from City Center
FromUS$ 403
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Pet-Friendly Millerton Home, Walk To Downtown
Villa
15.7 mi from Hillsdale15.7 mi from City Center
FromUS$ 421
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Too Good Aka 2 Goodrich St
Villa
12.5 mi from Hillsdale12.5 mi from City Center
Set within walking distance of Children's Chime Tower, this villa includes 4 bedrooms and a full kitchen for guests' convenience.
FromUS$ 599
/nightSelect
New Listing Special Save 10 Impeccable House Minutes From Downtown Great Barrington
Villa
8.6 mi from Hillsdale8.6 mi from City Center
Just 0.9 miles from W.E.B. DuBois Birthplace, this hotel offers hiking, cycling and skiing for guests to keep active.
FromUS$ 499
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Stockbridge Home Walk To Town Beach!
Villa
15.1 mi from Hillsdale15.1 mi from City Center
FromUS$ 183
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Great Barrington Getaway Lake Access, Water Views
Villa
8.5 mi from Hillsdale8.5 mi from City Center
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