
Superb
26 reviews

Superb
27 reviews

Good
15 reviews

Located across from the Massachusetts Museum of Contemporary Art, this accommodation boasts on-site art exhibitions and an outdoor pool with heated pool deck. Mount Greylock is 8 miles away. The Porches Inn at Mass MoCA features guest rooms decorated in retro-style furnishings and bright colours. The unique rooms all include free Wi-Fi access, a minibar, and flat-screen TV. They have plush bathrobes and an en suite bathroom. Guests can work out in the fitness centre and relax in the sauna and hot tub. The Lobby Bar offers full bar service in a relaxed atmosphere. A continental breakfast is offered daily, and room service with boxed lunches is available. Various New Adams art galleries are within 15 minutes’ walk. Desperado’s Mexican Restaurant and Big Shirl’s Kitchen are both within 2 miles of the Porches Inn.
Fabulous
85 reviews

Exceptional
12 reviews

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options. We are only a short distance from area points of interest. The Red Lion Inn elegantly combines old-world charm including antiques, tea pots and a birdcage lift with many modern amenities, including free Wi-Fi. Guests at the hotel can also enjoy the year-round outdoor pool and hot tub and an on-site gift shop. While staying at the Red Lion, guests can enjoy delicious on-site dining options at the hotel's restaurants, The Main Dining Room & Widow Bingham's Tavern both serving classic American cuisine. The Red Lion Inn offers convenient access to a number of area attractions, including the Norman Rockwell Museum. Historic homes, antique shops, boutiques and beautiful gardens are also nearby.
Very Good
302 reviews

Superb
27 reviews

Superb
174 reviews

None
Superb
401 reviews

Superb
24 reviews

Very Good
53 reviews

Fabulous
166 reviews

Exceptional
386 reviews

Get the celebrity treatment with world-class service at The Mayflower Inn & Spa. Located in the idyllic town of Washington in Connecticut, the Inn is renowned as one of Northeast America's most distinguished luxury hideaways. The beautiful establishment and its surrounding small town served as inspiration for television writer and producer Amy Sherman-Palladino’s town of Stars Hollow. The 30 rooms are complete with a feather topped mattresses, antique oriental rugs, marble bath accommodations, as well as the Inn's signature welcoming orchid. Guests will also find gas fireplaces and a well-stocked bar. Nestled in 58 acres of beautifully landscaped gardens and woodland, guests can swim in the sparkling pools, play tennis or golf, enjoy a revitalizing massage at the spa, or indulge in a meal of regionally-sourced ingredients at The Mayflower Dining Room.
Exceptional
6 reviews

Surrounded by the scenic Green Mountains, this resort boasts a full-service spa and an 18-hole golf course. Guests can dine at various on-site restaurants. Bromley Mountain skiing is 10 miles away. The Equinox Resort features rooms with a flat-screen TV, en suite bathroom, and bathrobes. They are decorated in rich colours 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 centre. Activities such as horse riding and off-road driving are available. Enjoy fine dining at The Chop House, the Equinox’s on-site steak house. Dine alfresco at Dormy Grill or sip a cocktail the Falcon Bar. Various shops in Manchester Village are within 1 mile from the hotel. Cross country skiing at Hildene is 5 minutes’ drive.
Good
219 reviews

Superb
170 reviews




Note: The prices for each boutique hotels in The Berkshires do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.
If you're considering a luxury or boutique stay in The Berkshires, USA, you'll find that this charming region is brimming with incredible attractions to explore during your visit.
Mass MoCA: Dive into the contemporary art scene at the Massachusetts Museum of Contemporary Art (Mass MoCA), where you can enjoy rotating exhibitions and stunning installations set within a historic factory complex.
The Norman Rockwell Museum: Discover the life and works of iconic American painter Norman Rockwell at this museum, which houses the largest collection of his original artworks and offers engaging insights into his creative process.
Hiking at Mount Greylock: Experience breathtaking panoramic views from the highest peak in Massachusetts by hiking on trails through lush forests and diverse wildlife at Mount Greylock State Reservation.
Tanglewood: Enjoy world-class performances at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can soak in the music amidst gorgeous natural surroundings.
The Berkshire Botanical Garden: Stroll through beautifully curated gardens featuring local flora at the Berkshire Botanical Garden, perfect for a serene afternoon surrounded by nature's beauty.
Shakespeare & Company: Immerse yourself in theatrical productions at Shakespeare & Company, an acclaimed theater that showcases both classic and contemporary plays in a picturesque setting.
Chesterwood: Visit Chesterwood, the former summer home and studio of sculptor Daniel Chester French, where you can admire his iconic sculptures and the beautiful landscapes that inspired his work.
Stockbridge Bowl: Relish a peaceful day by the Stockbridge Bowl, a scenic lake ideal for swimming, kayaking, or picnicking while enjoying the tranquil beauty of the Berkshires.
Popular boutique hotels in The Berkshires that have a pool include:
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Some of the best boutique hotels in The Berkshires are: