Best Pool Hotels in The Berkshires, MA

Top Pool Hotels to Enjoy 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.

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"

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 Berkshires, USA Hotels with Parking

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 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
8.4
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

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.

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