Best Hotels in The Berkshires, MA

Top 6 Hotels to Experience in The Berkshires, MA

This guide to the best luxury, 5-star, and design-forward hotels in The Berkshires, USA is manually curated by our editorial team based on first-hand research, verified guest reviews, location analysis, and overall service quality. Each hotel is selected to meet high standards of comfort, authenticity, and guest experience.

Brook Farm Inn
Hotels
Lenox, MA, USA

Brook Farm Inn enjoys a location in Lenox, 1.7 miles from Tanglewood Musical Center and 1.8 miles from Tanglewood. Featuring a seasonal outdoor swimming pool, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. There's private parking and the property features an electric vehicle charging station. Every unit comes with a wardrobe and a flat-screen TV, and some units at the bed and breakfast have a balcony. At the bed and breakfast, the units are equipped with bed linen and towels. À la carte and full English/Irish breakfast options with warm dishes, pancakes, and fruit are available. Guests can also warm up near the outdoor fireplace after a day of skiing. Cranwell Spa & Golf Club is 1.9 miles from the bed and breakfast, while Norman Rockwell Museum is 6.7 miles from the property. Albany International Airport is 49 miles away.

Guest Reviews:

- "Lovely visit, enjoyed every second." - "We loved it. It was very relaxing and enjoyable. A perfect quick get away to the beautiful Berkshires" - "An oasis of peace, tranquility and gracious hosts at Brook Farm Inn" - "A great inn in the Berkshires, would definitely recommend" - "Loved it! Quaint and comfy stay!" - "Wonderful! Hope to return!" - "Romantic getaway!" - "Charming location and room!" - "Delightful"

Hilton Garden Inn Lenox Pittsfield
Hotels
Pittsfield, MA, USA

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar. All rooms come with a TV with cable channels. The rooms are fitted with a private bathroom equipped with a bath or shower. For your comfort, you will find free toiletries and a hair dryer. Albany is 30 mi from hilton garden inn lenox, while Adams is 17 mi away. The nearest airport is Albany International Airport, 36 mi from Hilton Garden Inn Lenox/Pittsfield/Berkshires.

Guest Reviews:

- "Excelent" - "Where I found my happiness" - "Great stay a bit over prices on the weekend" - "Great hotel; terrific location; helpful staff." - "Great service" - "Thoroughly enjoyed my stay and would definitely go back." - "Very pleasant stay - polite staff" - "We will stay here whenever we visit the Berkshires." - "I enjoyed my trip and the hotel was great!" - "Good family get away" - "Pleasant, comfortable"

Courtyard by Marriott Lenox Berkshires
Hotels
Lenox, MA, USA

Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace. With free WiFi, this 3-star hotel has a restaurant and a bar. The hotel features a hot tub and a 24-hour front desk. Guests at the hotel can enjoy an American breakfast. Guests can use the business center or relax in the snack bar. Tanglewood Musical Center is 3 miles from Courtyard by Marriott Lenox Berkshires, while Tanglewood is 3.1 miles away. Albany International Airport is 48 miles from the property.

Guest Reviews:

- "Gabriel at the front desk was very professional.. I appreciated the advice for local restaurants" - "Wonderful" - "We drank champagne by the fire pit" - "Perfect location when going to concert at Tanglewood" - "Fabulous experience. Very clean" - "Picked here because we have stayed before" - "Nicely decorated, clean, comfortable, and quiet. Especially enjoyed the included full breakfast." - "Berkshires in September"

The Ponds at Foxhollow
Hotels
Lenox, MA, USA

Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 2.5 mi from Tanglewood. Tanglewood Musical Center is 2.6 mi from the property. The accommodations is air conditioned and has a dining area and a seating area with a TV. There is also a kitchen, equipped with a dishwasher. An oven and coffee machine are also featured. Towels and bed linen are available. The Ponds at Foxhollow also includes a sauna, fitness center, and indoor pool. Free use of bicycles is available at the property and the area is popular for fishing and canoeing. The nearest airport is Albany International Airport, 40 mi from The Ponds at Foxhollow.

Guest Reviews:

- "Nice location with a lot to do after active day!" - "Great place to stay and be close to the ski mountains!" - "Beautiful setting, comfortable, spacious condo, minor annoyances." - "Very nice and cozy" - "A nostalgic visit brought fun, relaxation and unexpected condo updates." - "I would stay again. The chances that both things would go wrong again, is pretty slim. Very convenient to Tanglewood" - "Good value - comfortable"

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hotels
Pittsfield, MA, USA

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. We are 10 minutes driving time to many corporations such as General Dynamics, Lenco Armored Cars, Lockheed Martin. When you have time to relax at the hotel take advantage of our fitness center, heated indoor pool and the 101 Restaurant for Breakfast or Dinner. The hotel is located centrally to many attractions in the Berkshires such as Tanglewood, Norman Rockwell, Hancock Shaker Village, Mass Moca, Clark Art Museum, Herman Melville, Jacob Pillow, Barrington Stage and the Colonial Theater. When it is time to bring home some gifts there are many antiques shops, specialty shops in every town in the Berkshires plus there is the Lee Premium Outlet to score some great deals. We look forward to your visit and until you walk through our doors, have a great day!

Guest Reviews:

- "We stayed for 2 nights. Each employee we talked to, was professional and friendly..made us feel a." - "Great location, great views, clean and quiet." - "The 4 Cs: central, comfy, clean, cost-efficient" - "Perfect for my short stay and I'd happily consider staying longer." - "Overall nice it was my baby 5th birthday party which was fun and amazing thank you again" - "Great!" - "Great place to stay. Clean and accommodations were great."

The Dewey by The Lenox Collection
Hotels
Lenox, MA, USA

This bed and breakfast in the scenic Berkshires features uniquely styled guest rooms, each with a private bathroom. Hiking and bicycle trails in Kennedy Park are just 1 mile away. Rooms at the The Dewey by The Lenox Collection feature free Wi-Fi access and a seating area. They are decorated in bright colors, wood floors, and plush bedding. Select rooms have a fireplace or a TV. Guests can relax on the large terrace or in the library at the The Dewey by The Lenox Collection B&B. Conceirge services and daily newspapers are also available. Continental breakfast with local, in-season produce is served every morning. Tanglewood Musical Center is 5 minutes’ drive from the inn. Edith Wharton’s Estate, The Mount, is 2 miles away.

Guest Reviews:

- "This brief getaway has been relaxing and most enjoyable." - "Just what you would imagine a New England Inn would offer." - "Lovely room, comfortable and quiet," - "good room but a negative regarding lack of staff and no coffee maker in room" - "Fabulous location but not good value for money overall" - "Part of the experience of old inn is the charm and a component to the charm is usually the staff. I was surprised at th"

The Berkshires, USA Hotels with Parking

best hotels in The Berkshires, USA
9.2
44 reviews
From $518

best hotels in The Berkshires, USA
8.5
108 reviews
From $288

Seamless arrival at this well-positioned hotel in Lenox ensures that you can focus on your getaway rather than the logistics. With secure, free private parking available, you can rest easy knowing your vehicle is safe throughout your stay. The efficient parking arrangement allows for hassle-free transit, making it easier for you to explore nearby attractions like the Cranwell Spa & Golf Club. Enjoy a stress-free journey as you immerse yourself in the beauty of the Berkshires.

The Berkshires, USA Family Friendly Hotels

best hotels in The Berkshires, USA
8.0
130 reviews
From $232

At Hilton Garden Inn Lenox Pittsfield, families can relax knowing their children are well cared for in the engaging kids' club. The hotel prioritizes safety with child-friendly amenities and secure environments, making it a hassle-free place for family bonding. Enjoy stress-free vacations as kids participate in supervised activities, allowing parents to unwind and reconnect. Create unforgettable memories in a nurturing atmosphere designed for families seeking both comfort and fun.

best hotels in The Berkshires, USA
8.5
108 reviews
From $288

At this welcoming hotel in Lenox, families can create unforgettable memories without any worries. The dedicated kids' club ensures that younger guests are engaged in fun, supervised activities, allowing parents to unwind or enjoy some personal time. Safety is a top priority here, with secure facilities designed to provide peace of mind while you bond with your loved ones in a stress-free environment. Experience the joy of family togetherness in an accommodating and nurturing atmosphere.

best hotels in The Berkshires, USA
8.1
175 reviews
From $209

At The Ponds at Foxhollow, families will find a safe haven designed for stress-free bonding. With a dedicated kids' club, children can engage in fun and supervised activities while parents unwind by the seasonal outdoor pool or hot tub. The air-conditioned accommodations come equipped with essential amenities to ensure comfort and convenience, making it easy to create lasting memories together. Enjoy peace of mind knowing that your family is in a secure environment tailored for quality time.

best hotels in The Berkshires, USA
7.8
229 reviews
From $136

Ensure a safe and enjoyable getaway for your family at the Holiday Inn & Suites Pittsfield-Berkshires. This welcoming environment offers family-friendly accommodations and easy access to children’s activities in the scenic Berkshires. With nearby attractions like Tanglewood and Hancock Shaker Village, there are endless opportunities for stress-free bonding moments. Parents can relax knowing they’re in a secure space designed with families in mind, making each trip an unforgettable adventure together.

The Berkshires, USA Hotels with Private Pool

best hotels in The Berkshires, USA
7.8
229 reviews
From $136

Indulge in luxury and seclusion at the Holiday Inn & Suites Pittsfield-Berkshires, where you can enjoy romantic moments by your private pool. This upscale retreat offers a unique blend of comfort and elegance, allowing couples to bask in intimacy while taking refreshing dips anytime. Nestled amidst the captivating Berkshires, it’s the perfect sanctuary for those seeking a peaceful escape. Revel in the opulence and create cherished memories in your own tranquil oasis.

The Berkshires, USA Pet Friendly Hotels

best hotels in The Berkshires, USA
7.8
229 reviews
From $136

Bring your furry friend along for the adventure at the Holiday Inn & Suites Pittsfield-Berkshires! This pet-friendly haven ensures that no family member is left behind, providing convenient amenities and nearby walking paths for leisurely strolls. Discover the beautiful surroundings of the Berkshires without worrying about where to leave your pet. Enjoy quality time with your beloved companion while exploring charming shops and scenic spots—making unforgettable memories together!

The Berkshires, USA Hotels with Entertainment

best hotels in The Berkshires, USA
7.8
229 reviews
From $136

Experience the vibrant nightlife and energetic atmosphere at the Holiday Inn & Suites Pittsfield-Berkshires. Located in downtown Pittsfield, this 4-star hotel is your gateway to exhilarating activities and local attractions. Enjoy a lively evening at nearby theaters like the Colonial Theater or explore the artistic wonders of Mass MoCA. After a day of adventures, unwind at the hotel’s 101 Restaurant for delicious dining options. Immerse yourself in the Berkshires' buzzing scene—where every moment is an opportunity for fun!

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