Best Hotels with Free Breakfast in The Berkshires, MA

Top 3 Hotels with Complimentary Breakfast in The Berkshires

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.

The Yankee, Trademark Collection by Wyndham
Hotels
Lenox, MA, USA

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary, nonsmoking hotel is near plenty of restaurants as well as Tanglewood, Jacob’s Pillow, and MASS MoCA. Admire original work at the Norman Rockwell Museum, 19th century paintings at The Clark, and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport (ALB) is 48 miles away.

Guest Reviews:

- "Great choice" - "Beautiful room, exceeded expectations and ataff were friendly and accommodating." - "Wonderful place. Staff extremely helpful, and pleasant" - "Great staff and classy digs!" - "Our favorite (and ONLY) place we stay in the Berkshires. The best." - "Convenient and clean, I would go again." - "Great breakfast and comfortable beds made for a perfect two night stay" - "Excellent hotel with many delightful features."

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"

Berkshires Untold
Hotels
Lenox, MA, USA

Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant. Featuring a bar, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a 24-hour front desk and a concierge service for guests. At the hotel, rooms include a desk. The rooms in Berkshires Untold are equipped with a flat-screen TV and free toiletries. À la carte and American breakfast options are available at the accommodation. Guests at Berkshires Untold will be able to enjoy activities in and around Lenox, like hiking. Tanglewood Musical Center is 3.6 miles from the hotel, while Tanglewood is 3.7 miles from the property. Albany International Airport is 47 miles away.

Guest Reviews:

- "Great value, lux updates" - "Great!" - "This is a very nice hotel, very cheerful with a casual, but cozy vibe. We had the feeling that this is a place that is s" - "Great money value hotel, stylish rooms and bar/restaurants and friendly staff what else?!" - "They did a wonderful jo renovating an old Day's Inn, just didn't expect that" - "Staff polite and conscientious helpfull" - "This is an excellent accommodation. Great overall concept and decor. We would happily return."

The Berkshires, USA Hotels with Parking

best hotels in The Berkshires, USA
8.4
498 reviews
From $524

best hotels in The Berkshires, USA
8.4
795 reviews
From $215

Arriving at The Yankee, Trademark Collection by Wyndham is a hassle-free experience thanks to ample parking facilities ensuring security and convenience. Enjoy seamless arrivals without the stress of finding a spot. You can easily explore the surrounding attractions in Lenox, MA, knowing your vehicle is safely parked. Make the most of your trip, focusing on adventure and relaxation while we take care of the logistics!

The Berkshires, USA Hotels with Entertainment

best hotels in The Berkshires, USA
8.4
795 reviews
From $215

Experience the electrifying atmosphere at this vibrant hub where nightlife thrives! The Yankee, Trademark Collection by Wyndham, is your gateway to exhilarating activities that will keep you buzzing all night long. Just steps away from renowned restaurants and cultural hotspots like Tanglewood and MASS MoCA, you'll find endless options for entertainment. Whether you're grooving to live music or savoring unique culinary delights, this is the place where excitement meets comfort in a stunning Berkshire setting.

best hotels in The Berkshires, USA
8.4
498 reviews
From $524

The Berkshires, USA Family Friendly Hotels

best hotels in The Berkshires, USA
8.4
498 reviews
From $524

best hotels in The Berkshires, USA
8.4
795 reviews
From $215

Families will feel right at home in a safe and nurturing environment designed for stress-free bonding. The Yankee, Trademark Collection by Wyndham offers spacious accommodations perfect for making cherished memories together. With nearby attractions including hiking trails and art museums, there’s never a dull moment. Kids can enjoy engaging activities while parents relax knowing their loved ones are secure and entertained. Embrace quality family time in the scenic beauty of Lenox!

The Berkshires, USA Pet Friendly Hotels

best hotels in The Berkshires, USA
8.4
498 reviews
From $524

The Berkshires, USA Hotels with Private Pool

best hotels in The Berkshires, USA
8.4
795 reviews
From $215

Indulge in the luxury of seclusion with a stay that offers an exclusive experience like no other. At The Yankee, Trademark Collection by Wyndham, unwind in your own private oasis featuring serene pools perfect for romantic dips anytime. Surrounded by nature's beauty, this intimate setting allows couples to reconnect and create unforgettable memories. Enjoy the convenience and tranquility of having your very own retreat in the picturesque Berkshires.

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