Where to Stay in the Berkshires

North Adams · Motel / Hotel

A former roadside motor lodge on the Hoosic River, rebuilt as a 46-room hotel on 80 wooded acres with trails, sculpture installations and a live music series. MASS MoCA is a few minutes away. TOURISTS Homes, a group of 19th-century houses in the neighboring Blackinton Historic District, opened in 2024 for longer stays.

North Adams · Inn

Forty-seven rooms in a row of restored Victorian row houses at 231 River Street, directly across the street from MASS MoCA, each house painted a different color. There is a four-season outdoor pool, an outdoor hot tub, a Finnish-style sauna and a fitness center, and breakfast is included in the daily amenity fee. The interiors mix eclectic decor with the original Victorian details, and dogs are welcome.

Williamstown · Inn

A 6-room guest house on Field Farm, a 316-acre property of The Trustees in Williamstown, with views of Mount Greylock. Lawrence and Eleanor Bloedel, collectors of modern art, built the house in 1948, and 13 sculptures stand on the grounds. More than 4 miles of footpaths cross the property, and The Folly, a 1965 cottage designed by Ulrich Franzen, is also on the land. Downtown Williamstown is a few minutes' drive.

Williamstown · Inn

A 64-room inn on Spring Street in Williamstown, opened in 2019 in a stone-and-wood building modeled on New England farm architecture. The restaurant and bar, The Barn, is in a barn-style building on site. The Williams College Museum of Art is close by, and the Clark Art Institute is about a 10-minute walk.

Lenox · Resort / Wellness

An all-inclusive wellness resort in a Victorian mansion on 120 acres in Lenox. Fitness classes, spa treatments, nutrition consultations and an on-site medical team are part of the program, and rates cover meals, classes and most activities. It suits travelers who want a structured wellness program more than a hotel with a spa.

Lenox · Resort / Wellness

Miraval's Berkshires resort, on the 380-acre former Cranwell estate in Lenox, built around the 1894 Wyndhurst Mansion, home of the 1894 Restaurant. Rates cover meals, snacks and non-alcoholic drinks, a daily schedule of wellness classes and activities, and use of the Life in Balance Spa's facilities, and the resort is gratuity-free. Guests must be 18 or older. It is owned by Hyatt.

Lenox · Inn

A 12-room inn on Walker Street in Lenox, built in 1912 as the summer estate of Harley Procter, of Procter & Gamble, to a design by McKim, Mead & White. Rooms mix king and queen beds, fireplaces and sitting areas. The restaurant serves dinner, with live piano music on some nights. Past guests include Arthur Fiedler and Norman Rockwell.

Lenox · Inn / B&B

A 14-room inn on Walker Street in Lenox, a 5-minute walk from downtown. There is a seasonal heated pool, and breakfast is a buffet with dishes like pancakes, French toast and frittatas. The owners live on site. Weekend stays have a three-night minimum from June 20 through Labor Day, and Tanglewood is a few minutes' drive.

Lenox · Inn / B&B

A 15-room inn in an 1882 house on a side street in Lenox, known for its library of poetry, history and literature and for the poets it has hosted for readings, including Galway Kinnell and Philip Levine. Most rooms have a fireplace, and there is a heated outdoor pool in spring and summer. Tanglewood is a short drive.

Lenox · Inn

A Gilded Age manor on 27 acres on Plunkett Street in Lenox, next to Edith Wharton's estate, The Mount. Its 56 rooms are split between the historic manor and a newer motel wing. A breakfast buffet is included, and there is a pool. Rates run below those of its immediate neighbors on the same road.

Lenox · Hotel / Motel

A 1970s roadside lodge at 194 Pittsfield Road on the north edge of Lenox, redesigned as a boutique hotel and now part of the Untold Collection; it was formerly Life House Berkshires. Rooms come in three types, from Classic Kings to Berkshires Suites, and some take dogs. The Club Room serves breakfast and has a bar, and the library lounge has floor-to-ceiling bookshelves and a fireplace.

Lee · Inn / B&B

A bed and breakfast on 32 acres between Lenox and Stockbridge, in a Federal-style main house first built in the early 1800s. Lodging includes rooms, suites, a cottage and carriage house units, and the upgraded rooms have fireplaces and whirlpool tubs. There is a seasonal heated outdoor pool, two hiking trails and a fire pit, and breakfast includes a cold buffet and a choice of hot dishes.

Lee · Inn / B&B

A 19th-century parochial schoolhouse on Main Street in Lee, built in 1885 and converted into 9 rooms with the original blackboards still on the walls. Rooms have fireplaces, jetted tubs and canopy beds, with 8-foot windows and 13-foot ceilings, and breakfast is delivered to the door in a basket. Main Street's restaurants and shops are a short walk.

Lee · Inn

Fifty-two rooms on Laurel Lake at 435 Laurel Street in Lee, with kayak and pontoon boat rentals, beach access and an exercise room. Mint, an Indian restaurant, overlooks the water, and some rooms take dogs. Rates sit in the middle of the range for a corridor where Tanglewood-season prices run high. It is part of Choice Hotels' Ascend Collection.

Stockbridge · Inn

An inn on Main Street in Stockbridge that has taken guests since 1773. It has 125 rooms, three restaurants, a year-round heated outdoor pool and live music in The Lion's Den. The rooms are furnished with antiques, and the birdcage elevator is still in use. The Norman Rockwell Museum is a short drive.

Stockbridge · Inn / B&B

A Georgian-style mansion built as a private residence in 1906 and run as an inn since 1982, on 10 landscaped acres at the edge of Stockbridge. Rooms are split between the Main House, the Cottage House and the Barn. There is a seasonal pool, a bar and lounge and a fitness room, and a hot breakfast is included. Some rooms take pets. The Norman Rockwell Museum is about 2.4 miles away.

West Stockbridge · Inn

A suite-style inn at 2 Oak Street in the village of West Stockbridge, near the Massachusetts Turnpike. Every room has a private entrance and a kitchen or kitchenette, check-in is self-serve, and families and pets are welcome. Wine and snacks are included, there is a fire pit, and work by Berkshire artists hangs throughout. Tanglewood's main gate is a short drive.

Housatonic · Inn / B&B

A 5-room inn on Division Street in Housatonic, run by Terry and Terri Coughlin, veterans of the New York restaurant world. It is named for George Bailey's house in Frank Capra's It's a Wonderful Life. Rooms mix antiques and modernist furniture with an eclectic art collection. Granville House received a MICHELIN Key in the 2025 guide.

Great Barrington · Motel

A 17-room motel at 247 Stockbridge Road outside Great Barrington, with an outdoor pool and views of Monument Mountain. Rooms have refrigerators, microwaves and coffee makers. The Housatonic River is a few minutes' walk away, and rates run well below the inns of South County. Tanglewood and the South County theaters are a short drive.

Great Barrington · Inn / Motel

A renovated 18-room motel at the base of East Rock Mountain on State Road, a few minutes' drive from downtown Great Barrington and less than a mile from Ski Butternut. Rooms range from studios to a 2-bedroom apartment, and some have full kitchens and fireplaces. Dogs are allowed in designated rooms.

New Marlborough · Inn

A 1760 stagecoach stop at the center of the historic village of New Marlborough. Eleven rooms have working fireplaces, antique furniture and claw-foot tubs. The dining room is lit only by candles, and chef-owner Peter Platt's seasonal menu is open to diners who aren't staying the night. Gedney Farm is next door.

New Marlborough · Inn / Farm

An inn on more than 50 acres of pasture and meadow in New Marlborough, with 16 rooms and suites in a dairy barn built around 1906, with its original post-and-beam frame. Many rooms have granite fireplaces and whirlpool tubs, and most standard and fireplace rooms take pets. The property also hosts weddings and events.

Sheffield · Inn / B&B

A 5-room B&B in an 1802 house at 48 South Main Street in Sheffield, a rural town in southern Berkshire County, run since 2023 by Brad Sanzenbacher and Jamee Herbert. Breakfast is made to order. Bartholomew's Cobble and stretches of the Appalachian Trail are nearby, and Great Barrington is about 10 minutes north. Rates run lower than in the Lenox–Stockbridge corridor.

Pittsfield · Hotel

A hotel in a converted 19th-century building on North Street in Pittsfield, the largest city in the Berkshires. There is an art gallery on the ground floor and a restaurant. Barrington Stage Company and the Colonial Theatre are nearby, and the location sits midway between north and south Berkshire County.

Egremont · Inn

An inn in the village of North Egremont, about 4 miles from the center of Great Barrington, in an early-19th-century post-and-beam farmhouse. Every room has a private bath. Breakfast uses eggs from the inn's own hens and is open to the public by reservation. The inn is named for its artesian well water, and Baldwin Hill is within walking distance.

Richmond · Inn / B&B

An inn on State Road in Richmond with rooms, suites and cabins, on land whose history the inn traces to 1776. A full-service equestrian facility on the property has indoor and outdoor riding rings. Continental breakfast is served on weekdays, and the inn's chef cooks a brunch on weekends. Richmond is southwest of Pittsfield, near the New York line.

Adams · Lodge

A 1930s Civilian Conservation Corps stone-and-timber lodge at the 3,491-foot summit of Mount Greylock, the highest point in Massachusetts. It can be reached by road or on foot by the Appalachian Trail, which crosses the summit. There are private rooms and bunk rooms, fieldstone fireplaces and Arts and Crafts furnishings.

Lee · Inn / B&B

An 11-unit inn in a 1920s Georgian mansion with white columns at 279 West Park Street in Lee, on a 6-acre estate half a mile from the center of town. The main house has 5 rooms and 3 suites, and the carriage house has 2 suites and a 2-bedroom cottage with a kitchen. There is a heated pool, many rooms have fireplaces and whirlpool tubs, and a public golf course and tennis courts are across the road.

Lenox · Inn / B&B

A 5-unit inn on 10 acres in Lenox, 0.7 miles from Tanglewood. Three suites are in the main house, built in 1890 for New York lawyer John E. Parsons, with 2 more in Rock Cottage and The School House. It opened as an inn in 2002 and has been owned since 2021 by Randy Grimmett and Allison Smith. Breakfast is cooked to order and served in the Creamery, overlooking a spring-fed pond, and there is a bar and a library for guests.

Stockbridge · Retreat Center

A nonprofit yoga and health retreat on more than 100 acres above Lake Mahkeenac in Stockbridge, which describes itself as the largest retreat center in North America. Rooms range from dormitory to private, and meals are included in the rate. Workshops, retreats and teacher trainings run year-round in yoga, meditation, Ayurveda and health.

Lee · Inn

An inn at 33 Main Street in Lee, built in 1813 as a private home and opened to stagecoach travelers by Edwin Morgan in 1853. It has 11 rooms and a restaurant serving lunch and dinner, with a separate tavern menu. Ulysses S. Grant and George Bernard Shaw are among its past guests. Vern Kennedy has owned it since 2016, and Laurel Lake is a few minutes away.

Lenox · Inn / B&B

The Dewey, formerly the Birchwood Inn, has 11 rooms with fireplaces and antiques in the center of Lenox village, and is run by The Lenox Collection. The core of the house was built by Israel Dewey, one of the town's first settlers, and it hosted the first Lenox town meeting in 1767. Church Street's restaurants are a few minutes' walk away; Tanglewood, Jacob's Pillow and The Mount are a short drive.

Lee · Inn

A bed and breakfast for adults 21 and over, formerly the Inn at Laurel Lake, in a house built around 1904 with 500 feet of shoreline on Laurel Lake in Lee. Guests can swim from the property in summer and use the inn's kayaks and paddleboards, and there is a dock. Breakfast is included, and Tanglewood and Lenox are less than 10 minutes away.

Lenox · Inn

A 16-room inn on Main Street in Lenox that reopened in April 2026 after a renovation of just under $1.4 million. The main house dates to 1780 and has been a hotel since 1951; rooms are split between it, a side building and 4 cottages. Check-in is digital and self-serve. Breakfast is not served on site; guests get nightly credits at partner restaurants in town. Guests must be 21 or older, and pets are not allowed.

Great Barrington · Motel

A 16-room motel on Stockbridge Road in Great Barrington, formerly the Briarcliff Motel, renamed in 2024 by the owners of the Red Lion Inn. Rooms are decorated with pieces from the Red Lion's archives, and guests can use the Red Lion's heated pool, hot tub and fitness center 3 miles away in Stockbridge. Continental breakfast is included, there is a fire pit and a guest lounge with a fireplace, and pets are welcome.

South Egremont · Inn

A 12-room inn on Main Street in South Egremont, about 2 miles from Great Barrington. The main house was built around 1786 and has taken guests since the 1940s under several names, the last being The Egremont Village Inn. New owners renovated it in 2025. ButtonBall Kitchen, the inn's restaurant, opened in 2026 to guests and the public, and The Barn, a live music venue, is on the property. Pets are welcome.