$150 - $325

The Inn at Green River(10.6 mi) Hillsdale, New York

Hillsdale, New York

Asking Price: $ / Number of Rooms: 7 rooms

The Inn at Green River is an upscale bed & breakfast in Hillsdale, New York, in the foothills of the Berkshires. Guests love our inn's casual elegance and romantic setting in the tranquil Hudson River Valley. Our 1830 Federal-style farmhouse features 7 charming accommodations with private baths, some with soaking tubs or whirlpools. Local attractions include Tanglewood (summer home of the Boston Symphony), Jacob's Pillow, the Norman Rockwell Museum, and so much more!

Shaded by ancient sugar maples and overlooking beautiful gardens, the Inn at Green River – now in its 29th year – is located in the Hudson River Valley, in the foothills of the Berkshires. The inn a perfect home base for a wide variety of cultural activities, including Tanglewood (the summer home of the Boston Symphony), Jacob’s Pillow, Shakespeare & Co., Barrington Stage Company, Berkshire Theater Festival and museums and historic sites such as the Norman Rockwell Museum, Hancock Shaker Village, Mass MoCA, the Clarke Art Institute, Olana, Naumkeag, and Clermont.

This upscale Hudson Valley bed & breakfast offers seven romantic guest rooms, some with fireplaces, deep-soaking tubs, two-person showers or whirlpool tubs. New and return guests are always greeted with warm hospitality and scrumptious breakfasts. Bounded by two rivers, the Housatonic and the Hudson, the area is known for its magnificent countryside, with numerous parks, biking and hiking trails, lakes, and streams. Tour nearby vineyards, visit farmstands, pick apples in the many orchards in the fall, and at the end of the day, enjoy a fabulous dinner at one of many excellent restaurants which showcase local produce.

$325 - $575

Stonover Farm Bed & Breakfast(11.7 mi) Lenox, Massachusetts

Lenox, Massachusetts

Asking Price: $ / Number of Rooms: 6 rooms 2, seperate cottages

Welcome to Stonover Farm; a fully appointed luxury Bed & Breakfast located on 10 acres in Lenox just a short walk from Tanglewood, MA. Walking or running on Under Mountain Road is a local pastime, and there are many nearby biking and hiking trails, and Pleasant Valley.

Welcome to Stonover Farm Bed & Breakfast located in historic Lenox, Massachusetts, where you can walk to Tanglewood in 15 minutes or take a nature walk on a raised boardwalk, through the woods to a huge marsh. Stonover Farm is a 120-year-old Berkshire “cottage” which has been renovated extensively to provide luxury quarters. The main house, Rock Cottage and the School House provide a unique Bed & Breakfast experience. Rock Cottage is on a hill with a splendid view of the duck pond and the meadow beyond. Surrounded by windows on the front and side, the cottage is centrally air-conditioned and fully equipped for stays of 3 days or 3 weeks.

The 3 Main House suites have sitting room, bedroom, bath, 14″ mattresses, robes, amenities, wi-fi, Iphone Docking station / streamer, hi-def big screen TV’s with full cable, DVD player with 300 movies and remote control air conditioning.  There’s a free guest landline phone on the main floor. Rock Cottage has a fully equipped kitchen, living room, 2 bedrooms, furnished porch and wood-burning fireplace. The cottage offers comfort and privacy, and is particularly well suited to families with children.

The School House suite stands alone by the duck pond, has 12-foot ceilings, an oversized bathroom with large tub, separate shower and 2 sinks, heated floors, gas fireplace and furnished patio. We also host 10 Spring and Fall full wedding weekends, featuring our stunning barn which accommodates up to 200 guests for dinner and dancing.

$240 - $385

Devonfield Inn(15.4 mi) Lee, Massachusetts

Lee, Massachusetts

Asking Price: $ / Number of Rooms: 10 rooms 1, seperate cottages

Nestled in the beautiful hills of the Berkshires in the charming town of Lee, Massachusetts, Devonfield Bed & Breakfast is an exquisite country inn that offers warm and welcoming hospitality.

Welcome to Devonfield Inn of Lee, MA, located in the heart of the Berkshires on 32 acres and only 2 miles from Main Street Stockbridge, home of the Norman Rockwell Museum. Our six thoughtfully appointed guest rooms, four suites, and separate guest house provide private baths and air conditioning. Several accommodations have wood burning fireplaces, Jacuzzis and televisions. For your enjoyment, we provide a heated swimming pool, tennis court, bicycles, and acres of lawn perfect for cross country skiers. Devonfield is convenient to all the area has to offer, including the Berkshire Theatre Festival, Tanglewood, and Jacob’s Pillow, as well as a wonderful variety of fine restaurants, boutiques, antique shops and galleries. Sports enthusiasts enjoy our downhill skiing, hiking, golfing and fishing.

$155 - $315

Thornewood Inn & Restaurant(16.0 mi) Great Barrington, Massachusetts

Great Barrington, Massachusetts

Asking Price: $ / Number of Rooms: 13 rooms

We invite you to visit our exceptional turn-of-the-century Dutch Colonial inn located at the heart of the beautiful Berkshire Hills, in Great Barrington, MA. Our family run inn offers exceptional service, fine food, and always a cozy, welcoming atmosphere. "What a wonderful, intimate, warm experience" "Thank you for the moment of grace" This is why we are here, to have our guests return home with lifetime memories~~~~

Our wonderful Country Inn Bed & Breakfast is nestled in the beautiful Berkshire Hills. Tanglewood Symphony Hall, Norman Rockwell Museum, Jacobs Dance Venue, Theaters with live productions, Butternut Ski Basin, all within a few minuets drive of our Inn. Hiking, Biking, Snowshoeing, Fishing, Golfing are at our doorstep. Our lovely 13 guest rooms will help you to unwind. We have delicious dinners Thursday thru Saturday and a full bar selection in our Tavern. The wrap around porches and deck overlooking our pool & gardens with Berkshire Mountain views is the perfect place for an afternoon beverage. Relax, unwind and take fond memories with you and we will look forward to your next visit!

$100 - $175

Hudson City Bed and Breakfast(17.5 mi) Hudson, New York

Hudson, New York

Asking Price: $ / Number of Rooms: 6 rooms

Hudson City Bed and Breakfast is an elegant Second Empire home in the charming town of Hudson, in Columbia County, New York. We offer a variety of fine accommodations, from standard, to deluxe, to super deluxe, all with private baths. Guests enjoy relaxing on our front porch and in our meditation garden after a day antiquing - Hudson is one of the largest antique centers on the East Coast. Other attractions include hiking, skiing, museums, opera, and art galleries.

Hudson City Bed and Breakfast in Hudson, New York is a Victorian home conveniently located near several state parks, theaters, and American Castles. The Hudson area is now one of the largest antiquing centers on the East Coast. Our town is one of the best preserved representations of late-18th century and early 19th-century architecture. Many attractions are within walking distance.

$260 - $395

Old Inn On The Green(25.0 mi) New Marlborough, Massachusetts

New Marlborough, Massachusetts

Asking Price: $ / Number of Rooms: 11 rooms

The Old Inn on the Green is nestled in the old Berkshire village of New Marlborough, MA, surrounded by meadows and rolling fields. It features guest rooms with updated amenities and intimate fine dinning provided by candle lit dinning rooms.

Whether you are coming to the Berkshires for business travel or a romantic getaway, The Old Inn on the Green bed and breakfast is the perfect mix of fine dinning and old world charm with upscale amenities. The inn features 11 guest rooms in two separate lodging choices. All guest rooms are authentically restored and furnished with country furniture and antiques, some with fireplaces and porches. They are also fully air-conditioned with a small library, two large living rooms, and a swimming pool for guest use. Dinning at The Old Inn on the Green is truly an unforgettable experience. Chef Peter Platt serves up great food and fine wine in a dinning room illuminated entirely by candles. Enjoy a meal in the comfort of windsor chairs and mahogany tavern tables by the light of iron chandeliers that stay true to the Inn’s early history.

$118 - $235

Greenville Arms 1889 Inn(25.3 mi) Greenville, New York

Greenville, New York

Asking Price: $ / Number of Rooms: 16 rooms

A lovely 1889 Queen Anne Victorian inn on 6 acres of lawns, shade trees, and gardens in Greenville, NY, in the heart of upstate New York's scenic Hudson Valley. Whether you come for a romantic getaway, or to visit the Catskill Mountain region and the historic Hudson Valley, an atmosphere of warmth and relaxed comfort awaits you. We offer a variety of accommodations - 16 rooms from small traditional rooms to cottage whirlpool rooms. Some rooms are pet-friendly - please inquire.

Throughout the Greenville Arms 1889 Inn, antiques and Victorian details transport guests back to an earlier era, while original artwork expresses an appreciation for our region’s natural surroundings. Each of the inn’s 16 bedrooms is thoughtfully decorated, using a combination of well-loved antiques and comfortable furniture. All have private baths and air conditioning. Some have canopied beds, private porches, or sitting areas. 2 new rooms in a Victorian cottage feature fireplaces and whirlpool tubs. The common rooms are inviting places for conversation, games, or reading. Our large Carriage House Studio is also home to Hudson River Valley Art Workshops, an annual series of classes in painting and drawing. We also host art quilting workshops.

Meals are a highlight of your stay at the Greenville Arms 1889 Inn, served in our romantic dining rooms. Brick-hearth fireplaces and the inn’s collection of original artwork create an ambience that is both elegant and easy. Delicious cuisine with an emphasis on freshness follows the seasons. Candlelight dinners are available by reservation. We are also home to Life By Chocolates, a gourmet chocolate shop. All of the chocolates are made at the inn with natural, local, or organic ingredients. We also feature a line of Vegan chocolates. Be sure to visit our website for complete information and online reservations!