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Our top choices for The Berkshires hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
CA $123
CA $153 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires

2. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Jared
CA $166
CA $214 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
CA $121
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Berkshire Mountain Lodge

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
CA $187
CA $209 total
includes taxes & fees
Nov 4 - Nov 5
Berkshires Untold

5. The Yankee Inn

The Yankee Inn
Lenox
United States
William
CA $136
CA $152 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
CA $225
CA $322 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
CA $412
CA $497 total
includes taxes & fees
Nov 2 - Nov 3
The Old Inn On The Green

8. Gedney Farm

Gedney Farm
Great Barrington
United States
Terri
CA $244
CA $267 total
includes taxes & fees
Nov 2 - Nov 3
Gedney Farm

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
CA $165
CA $184 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel

10. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
CA $200
CA $223 total
includes taxes & fees
Nov 7 - Nov 8
East Rock Inn

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
CA $146
CA $164 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
CA $219
CA $251 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires

13. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
CA $159
CA $177 total
includes taxes & fees
Nov 4 - Nov 5
Hotel On North

14. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Jeffrey
CA $212
CA $237 total
includes taxes & fees
Oct 20 - Oct 21
Jiminy Peak Mountain Resort

15. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
CA $217
CA $243 total
includes taxes & fees
Nov 2 - Nov 3
Little Cat Lodge

16. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Kimberly
CA $250
CA $312 total
includes taxes & fees
Nov 2 - Nov 3
Simsbury 1820 House

17. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
United States
William
CA $274
CA $346 total
includes taxes & fees
Oct 14 - Oct 15
Avon Old Farms Hotel

18. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Joan
CA $109
CA $122 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Great Barrington

19. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
CA $93
CA $104 total
includes taxes & fees
Nov 7 - Nov 8
Econo Lodge Lee - Great Barrington

20. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
CA $433
CA $498 total
includes taxes & fees
Nov 3 - Nov 4
The Litchfield Inn
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Vacation Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"Our visit was very nice. Facilities were beautiful!"
Berkshire Mountain Lodge
Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"Very pleased with our stay -great place for the family we will G-d willing return"
Vacation Village in the Berkshires
Aparthotel

The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
"Quiet property. Convenient location."
The Ponds at Foxhollow
Cottage

A-frame Cabin w/ Furnished Deck in Becket!

A-frame Cabin w/ Furnished Deck in Becket!
Becket
"This cabin has absolutely everything you can think of!! Shampoo, conditioner, pots and pans, cutlery, towels, bug spray, firewood, fans, AC, even a car charger!! I was a little worried because I didn’t connect with the property manager but I had received all the check in information I needed. Absolutely no worries needed! Check in and check out was totally seamless."
A-frame Cabin w/ Furnished Deck in Becket!
Cottage

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!
Lee
"What a charming home! The bathrooms and bedrooms were updated beautifully. The downstairs was updated enough while keeping the character."
Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!
Cottage

3 Acres, Mtn Views, Hot Tub, Steps to Winery

3 Acres, Mtn Views, Hot Tub, Steps to Winery
Richmond
"This home is exceptional in all respects --beautifully situated on lovely property, well located in southern Berkshires. Newly remodeled. Great outdoor space. Fabulous kitchen with new appliances, extremely well-outfitted. Host easily accessible. Exceeded all expectations. Would definitely return if plans allow."
3 Acres, Mtn Views, Hot Tub, Steps to Winery
Apartment

Vacation Rental Home in the Berkshires!

Vacation Rental Home in the Berkshires!
Williamstown
"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "
Vacation Rental Home in the Berkshires!
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Stay near popular The Berkshires attractions

A forested hillside with a clear path and a small building at the top.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)
Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this family-friendly area.
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A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)
You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.
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A historic building with ivy-covered brick walls, a large lawn, and a clear blue sky.

Williams College

9.4/10 (534 reviews)
Take a campus tour or just explore the area of Williams College, during your travels in Williamstown. In the area, take in the fascinating museums and mountain views.
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A building with 'MASS MoCA' written on it, surrounded by greenery and hills.
Photo by Caminante

Massachusetts Museum of Contemporary Art

9.4/10 (246 reviews)
You can spend time browsing the exhibits at Massachusetts Museum of Contemporary Art in North Adams. Take in the fascinating museums while you're in the area.
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A calm river surrounded by autumn foliage.
Photo by Adnan Kakazai

Norman Rockwell Museum

9.4/10 (347 reviews)
You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.
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A tall, conical tower with a spherical top, surrounded by a grassy field and a stone staircase leading up to it.
Photo by Caitlin Reese

Mount Greylock

9.4/10 (180 reviews)
Explore the great outdoors at Mount Greylock and enjoy the mountain views during your trip to Adams. You can seek out the ski slopes while in the area.
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Ski Butternut

9.0/10 (134 reviews)
Hit the slopes in Great Barrington with a visit to Ski Butternut. While you're in the area, stroll along the lakeside.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
A large white building with multiple chimneys, surrounded by lush gardens with various flowers.
Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Frank 2-night trip
Posted 3 hours ago
Berkshire Mountain Lodge
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very spacious and clean room , at an affordable price vast of amenities surrounded by nature"
Rohit 1-night trip
Posted 3 hours ago
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great stay, very clean, super comfortable beds. Will def stay again when in the area."
Julia 2-night trip
Posted 4 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"
Joanne 1-night trip
Posted 5 hours ago
The Red Lion Inn
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Went here for our 24th Wedding Anniversary!! We picked the area so we could go to the Norman Rockwell museum. To our surprise we were upgraded to a Villa. Thank you so much Becky for the accommodations. We will be back!"
Ranee 2-night trip
Posted 6 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Delightful and charming! When you go to an inn that is over 200 years old you don’t know what to expect and everything was a wonderful surprise. Super clean, stylish, and staff that was warm and friendly. We had what we believe was the smallest room in the Inn, not much over 100 ft.², and it was perfect for a one night stay. The breakfast options were a real treat!"
F. Cole 1-night trip
Posted 14 hours ago
The Cornell Inn, Lenox & The Berkshires
Hotel On North

Hotel On North

10/10 Excellent
"Beautiful boutique hotel. We will be back!"
Rebecca 1-night trip
Posted 1 day ago
Hotel On North
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Beautiful location plenty of activities and very convenient having the country store on site! Also the onsite restaurant was amazing!"
Jeffrey 1-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."
Leslie 2-night trip
Posted 1 day ago
Quality Inn Great Barrington

More cheap stays in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $84
CA $94 total
Oct 21 - Oct 22
includes taxes & fees
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
CA $109
CA $122 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Quality Inn Great Barrington
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
CA $112
CA $125 total
Oct 13 - Oct 14
includes taxes & fees
Howard Johnson by Wyndham Lenox
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $136
CA $152 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
CA $146
CA $164 total
Nov 5 - Nov 6
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

16 Church St Lenox MA
CA $171
CA $191 total
Nov 2 - Nov 3
includes taxes & fees
The Whitlock

Hotels in The Berkshires with star rating

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Outdoor Adventures: The Berkshires is perfect for outdoor enthusiasts, offering skiing, hiking, and tranquil lakes for relaxation.
  • Scenic Beauty: Enjoy breathtaking landscapes, charming small towns, and picturesque drives throughout the region.
  • Rich Cultural Experience: Immerse yourself in local culture with historic houses, vibrant arts, and unique movie theatres.
  • Family-Friendly Atmosphere: The area is ideal for families, providing activities that cater to all ages.
  • Diverse Accommodation: Choose from charming bed & breakfasts to luxurious hotels, ensuring a comfortable stay.

Find great hotels near The Berkshires

Explore a range of hotel accommodations in The Berkshires, Massachusetts, where you can find charming bed & breakfasts and unique agritourism properties. Ideal for adventure-seekers and families, the area offers pet-friendly options and luxurious stays. Whether you’re searching for the best hotels or top-tier luxury hotels in The Berkshires, you’ll discover a perfect retreat to unwind and enjoy the beautiful surroundings.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This 3.5-star resort is perfect for families and adventure seekers, boasting a remarkable guest rating of 9.0. Situated 16.1km from The Berkshires, it provides easy access to ski lifts and shuttles for winter sports enthusiasts. Guests can enjoy a variety of onsite activities like mini-golf and an arcade game room for the kids, as well as nearby options such as skiing, snowboarding, and hiking. The resort is designed to make family vacations memorable, with amenities that cater to children and adults alike.
  • Quality Inn Great Barrington: With a guest rating of 8.4, this budget-friendly hotel is located 17.7km from The Berkshires, making it an ideal base for both business and adventure travellers. Guests can partake in nearby skiing, snowboarding, and tubing. The hotel offers essential amenities that ensure a comfortable stay without breaking the bank, making it a great choice for those seeking a blend of adventure and affordability in a convenient location.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: This charming 3-star hotel stands out with a guest rating of 9.2. Located 19.3km from The Berkshires, it is pet-friendly and caters to families looking for adventure. Guests can enjoy activities such as motorboating and mountain climbing, as well as skiing options nearby. The hotel features amenities for children and welcomes pets, making it an excellent choice for families travelling with furry companions.

Where to stay near The Berkshires

Visiting The Berkshires offers a delightful blend of outdoor adventure and stunning scenery. Explore charming small towns, serene lakes, and the family-friendly atmosphere perfect for relaxation or romance. Don't miss the Bousquet Ski Area for winter fun. With an array of top hotels and picturesque landscapes, your vacation will be filled with memorable experiences in this beautiful region of Massachusetts.

  • Great Barrington: Nestled approximately 17.7km from The Berkshires, Great Barrington is a charming city that offers a diverse array of activities year-round. While traveler numbers peak during the summer months of June to August, this destination is perfect for outdoor enthusiasts. Visitors flock here for skiing, adventure sports, and exploring the nearby ski fields and resorts. With its stunning local landmarks, including picturesque lakes and mountains, as well as access to national state parks, Great Barrington is an ideal spot for those seeking both thrill and natural beauty.
  • Lee: Also located 17.7km from The Berkshires, Lee is a delightful city that flourishes with family-friendly and romantic experiences. The visitor numbers tend to rise from June to August, with a secondary peak in the winter months. Lee is known for its vibrant entertainment scene, featuring theaters and music concerts, alongside opportunities for skiing. The local attractions include serene lakes, majestic mountains, and historical monuments, making it a well-rounded destination for all types of travelers looking to create lasting memories.
  • Stockbridge: Just 19.3km from The Berkshires, Stockbridge is a picturesque city that offers a blend of romance, culture, and entertainment. While visitor numbers peak from July to September, its charm is evident throughout the year. Stockbridge boasts a lively arts scene with music concerts and theatrical performances, as well as skiing options for winter sports lovers. The area is also home to beautiful lakes, notable monuments, and places of worship, providing a rich tapestry of experiences for visitors seeking both relaxation and cultural enrichment.

Things to do in The Berkshires

The Berkshires offers a perfect blend of outdoor adventures and scenic beauty for your vacation. Enjoy winter sports at ski resorts, relax with a rejuvenating spa experience, and explore local attractions through scenic drives. Don't miss the chance to immerse yourself in the area's vibrant culture, including movie theatres that showcase a variety of films. This region is ideal for those seeking both adventure and relaxation in stunning surroundings.

Shopping

The Berkshires offers charming shopping experiences at places like the Lee Premium Outlets for brand-name bargains and the quaint shops in Lenox, where you can find unique gifts. Don't miss the local markets, such as the Berkshire Grown Farmers Market, for artisanal products and souvenirs.

Recreation

Kripalu Centre for Yoga & Health offers transformative yoga classes and holistic wellness programs amidst the tranquil beauty of the Berkshires. Enjoy scenic hikes, healthy cuisine, and mindfulness workshops to rejuvenate your spirit.

Canyon Ranch in Lenox provides a luxurious wellness experience with spa treatments, fitness classes, and nutritious dining options. Immerse yourself in nature with guided hikes and explore various wellness modalities for a balanced retreat.

Shaker Village offers peaceful surroundings and a glimpse into history. Engage in mindfulness practices, explore serene gardens, and enjoy outdoor activities like hiking and cycling for a refreshing getaway.

Lake Buel is perfect for kayaking or paddleboarding, surrounded by stunning views. Relax on the shores or enjoy a picnic while soaking in the natural beauty of the Berkshires.

Adventure

In The Berkshires, explore the breathtaking trails of Mount Greylock State Reservation, featuring stunning vistas and diverse wildlife. Experience thrilling white-water rafting on the Housatonic River, or take a scenic zipline tour at Berkshire East, where you’ll soar above the treetops with spectacular views.

Nightlife

Experience the vibrant nightlife at The Colonial Theatre in Pittsfield, catching a live performance. For a relaxed evening, visit the Barrington Brewery for craft brews and tasty eats. Don’t miss the lively atmosphere at the Iron Horse Music Hall in Northampton for great music and dancing.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for The Berkshires

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around The Berkshires are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around The Berkshires is Tuesday. The most expensive day to stay around The Berkshires is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in The Berkshires with your flights and activities through an Expedia package.

Find the best attractions near The Berkshires

The Berkshires, Massachusetts, is a perfect destination for outdoor enthusiasts seeking adventure and stunning scenery. Explore historic houses, nature reserves, and beautiful lakes while enjoying cultural experiences at local attractions like Shaker villages, art museums, and the Clark Art Institute. Don't miss the opportunity to discover the works of Frederic Remington for a taste of local artistry. This region offers a blend of outdoor activities and rich culture for every traveller.

  • National Shrine of the Divine Mercy: Located 19.3km from The Berkshires, this serene shrine offers a peaceful retreat for reflection and prayer. With its beautiful architecture and tranquil grounds, visitors can immerse themselves in a spiritually enriching experience amidst stunning natural surroundings.
  • Norman Rockwell Museum: Situated 20.9km away, this museum celebrates the iconic American artist Norman Rockwell. With a vast collection of his original works, visitors can explore the heartwarming stories and cultural reflections captured in his art, making it a must-visit for art enthusiasts.
  • The Mount: Just 22.5km from The Berkshires, The Mount is the former home of author Edith Wharton. This historic house offers guided tours showcasing Wharton's literary legacy and beautifully landscaped gardens, providing insight into early 20th-century life.

Best time to go to The Berkshires

The best time to visit The Berkshires is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to The Berkshires

If you're planning a trip to The Berkshires, you can consider flying into several major airports. New York's JFK Airport is approximately 177.0km away, with nearby hotels such as the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. BOSton Logan International Airport is also about 177.0km away, featuring luxurious options like the 5-star Encore Boston Harbor and InterContinental Boston, both 3.2km from the airport. Alternatively, LaGuardia Airport in New York is around 165.8km from The Berkshires, with nearby hotels including The Plaza and The Pierre, each about 8.0km away, offering various transport services to the airport.

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