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10 Top-Rated Resorts in The Berkshires

Written by Meagan Drillinger
May 6, 2021

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Positioned between New York City and Boston, The Berkshires are a rural region of western Massachusetts that is made up of 30 bucolic New England towns and villages. The historic region is known for its museums, restaurants, galleries, adventure, and, of course, the top resorts in The Berkshires.

The expansive area has many resorts to choose from, each one offering its own vibe, from wellness-oriented resorts to luxury manors that have been converted into high-end hotels. Historic inns, boutique resorts, and even popular brand-name chains can all be found within the rolling hills of The Berkshires.

Some of the main highlights of The Berkshires include its world-class museums. Lovers of fine dining will find restaurants scattered all throughout the mountain towns, while adventurers can find something to do in any season. Summer is the perfect time to take advantage of mountain hiking and lake life, while the fall foliage in this part of the country is some of the best in the world. Skiing is big in The Berkshires during the winter, with top ski resorts nearby like Ski Butternut or Jiminy Peak.

If you're looking to start planning your Massachusetts getaway, find the best place to stay with our list of the top resorts in The Berkshires.

Note: Some businesses may be temporarily closed due to recent global health and safety issues.

1. Wheatleigh

Photo Source: Wheatleigh
Photo Source: Wheatleigh

With only 19 rooms, Wheatleigh is one of the most intimate top resorts in The Berkshires. But its size does not make it any less spectacular. The resort is fashioned as a 16th-century Florentine palazzo, with 22 acres of manicured gardens and grounds, and views extending to the mountains and a lake.

The mansion was built in 1893 and is marked by sweeping arches, dignified columns, and elegant furnishings. Picture Tiffany stained glass, fireplaces, and soaring ceilings. The grounds are equally spectacular. In fact, the gardens were designed by Frederick Law Olmstead — the same architect who designed Central Park in New York City.

Each of the 19 rooms has its own style, though the muted, earth-tone color scheme remains the same throughout. The Terrace Suite is a personal favorite for its mountain views from the expansive terrace. The bathroom has an antique soaking tub, as well. For something slightly more spacious, opt for The Aviary, which is the largest room and is split between two floors, connected by a magnificent staircase.

Of course, no trip to Wheatleigh is complete without a stop at the French restaurant, which is one of the most praised in The Berkshires. Other amenities include a swimming pool, tennis court, fitness center, and a massage service, though those looking for a full-service spa will have to look elsewhere.

Accommodation: Wheatleigh

2. Miraval Berkshires Resort and Spa

Photo Source: Miraval Berkshires Resort and Spa
Photo Source: Miraval Berkshires Resort and Spa

Miraval Berkshires is part of the 380-acre estate that houses Wyndhurst Manor & Club. The collection of cottages provide a digital-free experience for travelers looking to unplug and enjoy the gorgeous views and tranquil surroundings.

Miraval is all about bettering your mind and body through complimentary workshops, activities, and lectures. The all-inclusive resort also features spa access and unlimited meals. Each guest at Miraval can create a customized itinerary that includes wellness and spa experiences, from Ayurveda and skincare to nutrition classes, yoga, horseback riding, hiking, golf, and more.

The resort has a menu of daily activities, as well, in case you'd prefer to do something a bit more social. The Life in Balance Culinary Kitchen has partnered with Williams Sonoma, where guests can learn how to prepare healthy recipes and better cooking practices.

Accommodation: Miraval Berkshires Resort and Spa

3. The Williams Inn

Photo Source: The Williams Inn
Photo Source: The Williams Inn

Over in Williamstown, The Williams Inn is an elevated, historic, and cultural accommodation experience with access to some of the best activities in The Berkshires. The inn has 64 guest rooms, designed with a vintage farmhouse vibe, but equipped with modern comforts. In fact, the three-story inn has been able to reduce its energy consumption by more than 40 percent.

The 64 rooms range from the Double Queen Room to the King Junior Suite, King Room, King Suite and Queen Room. Several of the rooms have additional ADA features, as well. The King Suites are the largest, and feature a separate bedroom and living room with views of downtown. Rooms are decorated with an upscale farmhouse vibe in mind.

Speaking of farmhouses, the signature restaurant is called The Barn Kitchen & Bar and serves up New England specialties with a focus on locally sourced ingredients. Brunch is simply sensational with a menu of Pick Your Benedict-style eggs.

The location of The Williams Inn is also top-notch, close to the theater, museums, and galleries that have made The Berkshires famous. The inn is also close to Williams College, one of the most historic colleges in America.

Accommodation: The Williams Inn

4. The Porches Inn at Mass MoCA

Photo Source: The Porches Inn at Mass MoCA
Photo Source: The Porches Inn at Mass MoCA

Not far from Mass MoCA (Massachusetts Museum of Contemporary Art), The Porches Inn is all about absorbing the rich history and culture of The Berkshires. The Inn overlooks the museum and takes its name from its iconic porches, which stand out among the 19th-century Victorian homes that share the block.

The historic property has 47 rooms, each decorated in its own style. Tip: We love the two-bedroom suite, which is split over two levels with a spiral staircase. A second bed and bath are located in the loft area, and each bathroom has a Jacuzzi-style tub. Each room includes complimentary continental breakfast, as well.

Amenities include a heated outdoor pool, fitness center, hot tub, sauna, and fire pit. Guests can also book in-room massages and other spa services, or sign up for yoga classes and golf.

The Inn is in the town of North Adams, which is close to attractions like the Clark Art Institute, Williams College Museum of Art, Mount Greylock State Reservation, Windsor Lake Park, and much more. It is also a short drive to the area's ski resorts, golf courses, and various hiking trails.

Accommodation: The Porches Inn at Mass MoCA

5. Vacation Village in the Berkshires

Photo Source: Vacation Village in the Berkshires
Photo Source: Vacation Village in the Berkshires

For a more home-like atmosphere, Vacation Village in the Berkshires offers a more residential-style experience. The all-suite resort has accommodations that feature living rooms, dining rooms, and furnished patios or balconies.

A Suites are more than 800 square feet and feature full kitchens with a stove, refrigerator, microwave, and more. B Suites are smaller, at 550 square feet, and have partial kitchens. All rooms have fireplaces, DVD players, and two televisions.

As for amenities, Vacation Village has many to choose from. The resort has both an indoor heated swimming pool, as well as an outdoor heated swimming pool, children's pool, and outdoor hot tub. Guests can also use the basketball and volleyball courts, barbecue grills, game room, fitness center, or the private movie theater that seats 42 viewers.

What's great about the Village is its location, which is not far from Jiminy Peak Mountain Resort, Ramblewild Adventure Park, MASS MoCA, and the Williams College Museum of Art.

Accommodation: Vacation Village in the Berkshires

6. The Kemble Inn

Photo Source: The Kemble Inn
Photo Source: The Kemble Inn

Harken back to the glamor of the Gilded Age in The Berkshires with a stay at The Kemble Inn. Located in Lenox, the mansion offers a stylish escape to a historic property, surrounded by the beauty of the rolling mountains.

The Kemble Inn has nine suites, each decorated in its own style. From a Private Art Deco Retreat to a 1920s-style Hollywood in The Berkshires. Edgily chic with a touch of whimsy, Kemble Inn brings a whole lot of personality to a traditional New England home.

The Kemble Inn offers several dining options, from Table Six fine dining to the casual fare of The Green Room. Guests can even arrange to have a picnic packed for a day on the go.

Of course, one of the most popular spots within the Inn is The Lounge on the first floor. You'll find everything from a baby grand piano to a roaring fireplace. The lounge even opens out onto the back lawn in summer months.

Accommodation: The Kemble Inn

7. Seven Hills Inn

Photo Source: Seven Hills Inn
Photo Source: Seven Hills Inn

Seven Hills Inn is surrounded by 27 acres of beautifully sculpted gardens. The historic property was once a farmhouse built in the mid-18th century. Throughout the early 20th century, additional cottages were added to the property until the 1950s, when the grand mansion was turned into an inn.

Today it is one of the top resorts in The Berkshires, home to 57 guest rooms and suites across three separate buildings. The buildings include the Manor House, Carriage House, and Terrace House. Most of the rooms are in the Manor House, while more spacious accommodations with kitchenettes can be found in the Carriage House. The Terrace House also has larger accommodations.

The inn prides itself on its seasonal activities, like life-size chess and outdoor fire pits. An outdoor pool is available, as well.

Accommodation: Seven Hills Inn

8. Fairfield Inn & Suites Great Barrington Lenox/Berkshires

Photo Source: Fairfield Inn & Suites Great Barrington Lenox/Berkshires
Photo Source: Fairfield Inn & Suites Great Barrington Lenox/Berkshires

While The Berkshires has many boutique resorts, sometimes it's nice to be able to count on a brand name. Marriott's Fairfield Inn & Suites provides that comfort for travelers looking in The Berkshires. The resort's location puts it close to many of the attractions of The Berkshires, like the Norman Rockwell Museum, the ski slopes, and the many nature and hiking trails.

Guest rooms are standard when it comes to the Fairfield brand. Choose from two queen beds, king beds, or rooms with additional sofa beds. All are traditionally decorated, clean, and comfortable.

Included in the room rate is complimentary breakfast, whether that's a hot breakfast, grab-and-go, a full American breakfast, or continental. The resort also has BBQ and picnic areas.

Fitness-minded travelers will love the 24-hour fitness center, which includes cardio equipment and free weights. An indoor pool is open daily, as well as a whirlpool.

Accommodation: Fairfield Inn & Suites Great Barrington Lenox/Berkshires

9. The Black Swan Lee - Lenox, Ascend Hotel Collection

Photo Source: The Black Swan Lee - Lenox, Ascend Hotel Collection
Photo Source: The Black Swan Lee - Lenox, Ascend Hotel Collection

Perched on the banks of Laurel Lake in Lee, Massachusetts, The Black Swan Lee is all about comfortable accommodations and easy access to the great outdoors. Surrounded by mountains, and with direct lake access, the Black Swan Inn is cozy, clean, and packed with amenities for adventure.

While guest rooms are quite standard in terms of design and decor, each room has flat-screen televisions and refrigerators. Some rooms have balconies and whirlpool tubs, so if you want to raise the bar a bit, you may want to ask for one of these. Guests can also enhance their stay by booking an on-site massage.

For dining, the hotel has its own restaurant, and breakfast is included with the room rate. Still, the resort is close enough to many of the renowned restaurants that The Berkshires is known for.

But the real highlight of the resort is Laurel Lake itself. The Black Swan Lee makes it easy for guests to get out on the water, with kayak rentals, pedal boat rentals, and even pontoon boat rentals. A local beach is within walking distance from the resort, as well.

Accommodation: The Black Swan Lee - Lenox, Ascend Hotel Collection

10. Holiday Inn Club Vacations Oak n’ Spruce Resort

Photo Source: Holiday Inn Club Vacations Oak n' Spruce Resort
Photo Source: Holiday Inn Club Vacations Oak n' Spruce Resort

If you're looking for a good location and serious value for your money, the Holiday Inn Club Vacations Oak n' Spruce Resort is the ticket for a budget-friendly Berkshires getaway. The resort is located in South Lee, Massachusetts, surrounded by mountains and packed with amenities to make for a comfortable stay that won't break the bank.

Guests can choose from condo-style accommodations, like the spacious three-bedroom presidential room that can sleep up to eight guests. All rooms have fully equipped kitchens, additional sleeper sofas, and private patios or balconies.

Guests will have The Berkshires as their backyard, but the resort has a laundry list of amenities that it offers on property, as well. Highlights include a game room and movie theater, as well as mini golf, barbecue grills, a fitness and sports center, two indoor pools, two outdoor pools, and a hot tub.

The family-friendly atmosphere encourages socializing, but also provides enough space and tranquility for those who like to keep to themselves and get lost in nature.

Accommodation: Holiday Inn Club Vacations Oak n’ Spruce Resort

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