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Located in East Canaan, Locust Tree Bed and Breakfast LLC is within a 5-minute drive of Lawrence Field and Beckley Furnace Industrial Park. This bed & breakfast is 1.3 mi (2.1 km) from Edith Scoville Memorial Sanctuary and 1.4 mi (2.2 km) from Connecticut Railroad Historical Museum. A complimentary full breakfast is served daily from 8:00 AM to 9:30 AM. Free self parking is available onsite. Stay in one of 7 guestrooms featuring flat-screen televisions. Cable television is provided for your entertainment.

When you stay at Gedney Farm in Great Barrington, you'll be near ski lifts and within a 5-minute drive of Dry Hill. This hotel is 2.8 mi (4.5 km) from Questing and 3.6 mi (5.8 km) from New Marlborough Town Hall. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this hotel include wedding services, a communal living room, and a picnic area. Satisfy your appetite at Restaurant, a restaurant which features a bar/lounge and a garden view. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include a safe deposit box at the front desk and refrigerator in a common area. Planning an event in Great Barrington? This hotel has 1950 square feet (181 square meters) of space consisting of conference space and 4 meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 16 individually furnished guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms have complimentary toiletries and hair dryers. Conveniences include blackout drapes/curtains, housekeeping is provided daily, and microwaves can be requested.

Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing. This inn is 3.8 mi (6.1 km) from Umpachene Falls Park and 4.8 mi (7.8 km) from Les Trois Emme Winery. Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. Stop by The Old Inn Fine Dining for lunch, dinner, or brunch, where this restaurant specializes in American cuisine, or grab snacks at the coffee shop/cafe. Mingle with other guests at the complimentary reception, held on select days. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily. Free self parking is available onsite. Make yourself at home in one of the 11 individually decorated guestrooms. Rooms have private balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers.

With a stay at Wilder House Berkshires in Sheffield, you'll be within a 5-minute drive of Lime Kiln Farm Wildlife Sanctuary and Thom Reed UFO Monument Park. This bed & breakfast is 2.2 mi (3.5 km) from Drury Preserve and 2.2 mi (3.6 km) from Magnolia Bluffs Casino. Take in the views from a garden and make use of amenities such as a fireplace in the lobby and a picnic area. A complimentary cooked-to-order breakfast is served on weekends from 8:00 AM to 10:00 AM. Free self parking is available onsite. Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include electric kettles and free tea bags/instant coffee.

Located in Salisbury, 9 Academy is a 1-minute drive from Harney and Sons Tea Tasting Room and 5 minutes from Mount Riga State Park. This guesthouse is 5 mi (8.1 km) from Lime Rock Park and 5.8 mi (9.4 km) from Harlem Valley Rail Trail. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Treat yourself to a stay in one of the 3 individually decorated guestrooms, featuring heated floors and Smart televisions. Your pillowtop bed comes with Egyptian cotton sheets, and all rooms are furnished with queen sofa beds. Kitchens are outfitted with stovetops and dishwashers. Complimentary wired and wireless internet access keeps you connected, and Netflix provides entertainment.