[2023 PICKS] The 15 Best Boutique Hotels in the Berkshires

The best boutique hotels in the Berkshires place you in some of the most idyllic locations in western Massachusetts.

The Berkshires is a picturesque region in western Massachusetts known for its natural beauty and rich cultural heritage. With rolling hills, verdant forests, and sparkling lakes, the Berkshires offer visitors a peaceful retreat from the hustle and bustle of everyday life. The area is home to world-renowned museums, music festivals, and theaters, making it a popular destination for art and culture enthusiasts. Whether you’re looking for outdoor adventure or a relaxing getaway, the Berkshires has something for everyone.

We hand-picked below the best hotels in the Berkshires for you to consider on your next getaway!

The 15 Boutique Hotels in the Berkshires

1. Wheatleigh

9.8 Average Rating
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This luxurious chateau, situated on 22 acres and overlooking the Berkshire Mountains, offers free Wi-Fi and wine tastings. Guest rooms feature plush bedding, a flat-screen TV, fireplace, courtyard views, or a seating area. The En suite bathrooms offer an antique soaking tub and a large shower.

Whetleigh is considered by many travelers as one of the top-rated Berkshire hotels, which is also only a ten-minute ride away from Berkshire Botanical Gardens. Guests can enjoy a swim in the seasonal outdoor pool, work out in the fitness center, play on the tennis court, and get a massage in the massage room. The Boston University Tanglewood Institute is a 5-minute drive, and the Greenock Country Club is 6.4km away. Jacob’s Pillow Dance is 24.1km away.

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2. Hampton Terrace Inn

9.8 Average Rating
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This Massachusetts bed and breakfast offers an outdoor pool for guests to swim in and on-site tennis courts for guests to enjoy. The Tanglewood Musical Center is a 5-minute drive away. Each room at the Hampton Terrace Bed and Breakfast Inn is uniquely styled and includes free Wi-Fi access, a TV, and plush bedding. The rooms are decorated with antique furnishings and have en suite bathrooms with assorted bathroom amenities.

Guests can relax by the living room fireplace, listening to the grand piano sounds. Breakfast is served gourmet style, including apple pancakes, eggs, and sausage on the sun porch or in the dining room. The Bousquet Ski Area is 8 km away, and the Mission House Museum and Gardens is a 15-minute drive away.

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3. Gedney Farm

8.9 Average Rating
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Gedney Farm, located in New Marlborough, provides accommodation with a garden, free private parking, a terrace, and a restaurant. It is 28 km from the Norman Rockwell Museum and 32 km from Cranwell Spa & Golf Club. The property features a bar, hot tub, free WiFi, and family rooms. Each room includes air conditioning and a private bathroom. The hotel offers a buffet or continental breakfast.

Guests can enjoy activities like skiing in and around New Marlborough. The Tanglewood Musical Center is 33 km away, and Tanglewood is 34 km away. The nearest airport is Bradley International Airport, 59 km from the hotel.

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4. Tourists

9.0 Average Rating
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Tourists is a top choice as one of the best hotels in Berkshires. It is situated in North Adams and feature accommodation with a seasonal outdoor swimming pool, free private parking, a garden, and a shared lounge. The property has a restaurant, room service, a 24-hour front desk, and free WiFi throughout the property. Guests can have a drink at the bar.

All rooms at the hotel have air conditioning and a desk. Tourists offer a terrace. Guests can enjoy activities such as hiking in and around North Adams. The Tanglewood is 49 km away, while Cranwell Spa & Golf Club is 50 km from the property. The nearest airport is Albany International Airport, 63 km from the hotel.

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5. The Old Inn on the Green

8.6 Average Rating
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The Old Inn On The Green, located in New Marlborough, offers accommodation with a seasonal outdoor swimming pool, free private parking, a garden, and a restaurant. The 4-star inn features a bar and air-conditioned rooms with free WiFi, and each room has a private bathroom. The property is non-smoking and is situated 32 km from Cranwell Spa & Golf Club. Each room includes a wardrobe, bed linen, and towels.

A Full English/Irish breakfast is available daily. Guests can enjoy activities such as hiking in and around New Marlborough. The Tanglewood Musical Center is 33 km away, and Tanglewood is 33 km away. The nearest airport is Bradley International Airport, 59 km from The Old Inn On The Green.

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6. The Red Lion Inn

Average Rating
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The Red Lion Inn is a boutique hotel nestled in the heart of central Stockbridge, Massachusetts. This historic hotel offers luxurious accommodations, friendly service, gourmet on-site dining options, a year-round outdoor pool and hot tub, free Wi-Fi, and an on-site gift shop.

Guests can enjoy classic American cuisine at the hotel’s restaurants, The Main Dining Room & Widow Bingham’s Tavern. The Red Lion Inn is conveniently located near the Norman Rockwell Museum, historic homes, antique shops, boutiques, and beautiful gardens.

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7. The Porches Inn at Mass MoCA

8.6 Average Rating
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The Porches Inn at Mass MoCA is a boutique hotel located across from the Massachusetts Museum of Contemporary Art. This accommodation boasts on-site art exhibitions, an outdoor pool with a heated pool deck, retro-style furnishings, and bright colors in all of its unique guest rooms.

Guests can take advantage of the fitness center, sauna, and hot tub, as well as the Lobby Bar’s full bar service. Mount Greylock is 12.9 km away, and various New Adams art galleries are within 15 minutes walk. Desperado’s Mexican Restaurant and Big Shirl’s Kitchen are both within 3.2 km of the hotel.

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8. The White Hart

9.0 Average Rating
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The White Hart is a boutique hotel offering pet-friendly accommodation in Salisbury, featuring free WiFi, two restaurants, a bar, a terrace, fireplaces, outdoor seating, and private bathrooms with bath robes and free toiletries.

Certain rooms also include a sofa bed and a refrigerator, as well as a flat-screen TV with satellite channels. It is located 48 km from Kingston and 43 km from Lenox, with the nearest airport being Bradley Airport, 61 km away.

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9. Wm. Farmer and Sons

7.3 Average Rating
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Wm. Farmer and Sons is a boutique hotel located in Hudson, offering guests a variety of amenities, including a bar, restaurant, room service, an ATM, and free WiFi throughout the property.

Guests can enjoy city views from their air-conditioned rooms, which feature a seating area, a flat-screen TV with satellite channels, a safety deposit box, and a private bathroom with a shower, free toiletries, and a hairdryer. Bed linen and towels are provided in all rooms.

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10. Morgan State House Inn

9.2 Average Rating
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The Morgan State House Inn is a boutique hotel located in the Washington Park Historic District of Albany, close to many of the city’s downtown attractions. It is an elegantly restored 19th-century building and offers suites and apartments, each featuring seating areas, work desks, and satellite TV. Some suites also have free Wi-Fi, while the apartments come with kitchenettes or full kitchens.

The hotel provides a complimentary extended continental breakfast, laundry service, dry cleaning, and free Wi-Fi in the common areas. The New York State Capitol is one kilometer away, and Albany International Airport is a 20-minute drive from the Morgan State House.

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11. Stewart House Hotel

8.9 Average Rating
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Stewart House Hotel is located in Athens, 50 km from Corning Tower and 50 km from Times Union Center. The hotel features a range of amenities, including a garden, a shared lounge, a restaurant and bar, and evening entertainment. It also offers a variety of water sports facilities and a ski school.

Accommodations at Stewart House Hotel are equipped with a seating area and a flat-screen TV with satellite channels. Bed linen and towels are provided in all the hotel’s rooms. Guests can enjoy a continental breakfast in the morning.

In addition, the hotel offers a barbecue and a variety of activities in and around Athens, such as hiking, skiing, and fishing. Room service is also available.

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12. The Mayflower Inn & Spa, Auberge Resorts Collection

8.9 Average Rating
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The Mayflower Inn & Spa is a boutique hotel renowned for its world-class service and luxurious accommodations. Located in the idyllic town of Washington, Connecticut, the 30 rooms are complete with feather-topped mattresses, antique oriental rugs, marble bath accommodations, and the Inn’s signature welcoming orchid.

Guests can also enjoy the gas fireplaces and well-stocked bar. Set in 58 acres of landscaped gardens and woodland, the hotel offers a range of activities such as swimming in the pools, playing tennis or golf, and enjoying a massage at the spa. The Mayflower Dining Room serves regionally-sourced ingredients for guests to enjoy.

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13. The Equinox Golf Resort & Spa

6.9 Average Rating
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Surrounded by the scenic Green Mountains, this boutique hotel boasts a full-service spa, an 18-hole golf course, and various on-site restaurants. Bromley Mountain skiing is 16.1 km away. The Equinox Resort features rooms with a flat-screen TV, en suite bathroom, and bathrobes decorated in rich colors and plush bedding. Select rooms offer mountain or garden views. Facilities at the Manchester Equinox Resort include an indoor pool, a sauna, and a fitness center. Activities such as horse riding and off-road driving are available.

Enjoy fine dining at The Chop House, Equinox’s on-site steak house. Dine alfresco at Dormy Grill or sip a cocktail at the Falcon Bar. Various shops in Manchester Village are within 1.6 km of the hotel. Cross-country skiing at Hildene is a 5-minute drive.

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14. Reluctant Panther Inn & Restaurant

9.4 Average Rating
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Reluctant Panther Inn & Restaurant is a boutique hotel situated in Manchester, 27 km from Stratton Mountain. It offers a range of amenities, including a garden, free private parking, a terrace, a restaurant, a bar, room service, a concierge service, and free WiFi throughout the property. The hotel’s rooms have a wardrobe, a flat-screen TV, a private bathroom, bed linen and towels, and a fridge.

Guests can enjoy an American breakfast and participate in activities such as hiking and skiing in and around Manchester. Bennington Battle Monument is 45 km away, Mount Equinox is 5.2 km away, and Rutland State Airport is 44 km away.

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15. Kimpton Taconic Hotel, an IHG Hotel

8.8 Average Rating
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Kimpton Taconic Hotel is a boutique hotel in the historic Manchester Village, offering pet-friendly accommodation with a seasonal outdoor pool, views of the mountains, and a bar. Each room features a flat-screen TV, plush bedscapes, and curated local artwork, and private parking is available on-site. Guests can take advantage of the 24-hour front desk and evening social hour with complimentary seasonal soft drinks.

With unlimited access to fall leaf peeping, winter skiing, spring maple sugaring, and summer art festivals, Kimpton Taconic is the perfect place for an exhilarating array of outdoor adventures all year round.

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