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The Berkshires Hotels

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Aug 21 - Aug 22
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Aug 22 - Aug 23
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Aug 21 - Aug 23
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Aug 28 - Aug 30

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Our top choices for The Berkshires hotels

Reserve now, pay later
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Breakfast included
Hotel
Pet friendly

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
P9,742
P10,882 total
includes taxes & fees
Sep 16 - Sep 17
The Yankee Inn

2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Lisa
P12,002
P13,406 total
includes taxes & fees
Aug 27 - Aug 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
P7,091
P7,920 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
P6,761
P7,552 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Lee - Lenox South

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Victoria
P9,172
P10,245 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Downstreet, an Ascend Collection Hotel

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
James
P7,861
P8,781 total
includes taxes & fees
Sep 15 - Sep 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel

7. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Edward
P12,185
P13,976 total
includes taxes & fees
Aug 25 - Aug 26
The Cornell Inn, Lenox & The Berkshires

8. Berkshires Untold

Berkshires Untold
Lenox
United States
Pamela
P7,880
P8,802 total
includes taxes & fees
Sep 9 - Sep 10
Berkshires Untold

9. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Claudia
P7,214
P9,264 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Club Vacations Oak 'n Spruce Resort

10. Hotel On North

Hotel On North
Pittsfield
United States
Drew
P11,037
P12,328 total
includes taxes & fees
Sep 8 - Sep 9
Hotel On North

11. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
P8,036
P8,977 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Berkshires-Lenox

12. Gedney Farm

Gedney Farm
Great Barrington
United States
Jane
P14,151
P15,523 total
includes taxes & fees
Aug 23 - Aug 24
Gedney Farm

13. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Nyra
P5,370
P6,677 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires

14. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
P5,713
P6,381 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Great Barrington

15. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
P10,975
P12,040 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn

16. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Jeremy
P5,438
P6,392 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Corner Motel

17. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United Kingdom
Laura
P10,954
P12,235 total
includes taxes & fees
Sep 8 - Sep 9
Courtyard by Marriott Lenox Berkshires

18. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
P9,172
P10,245 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Lake Lodge

19. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Patricia
P10,255
P14,518 total
includes taxes & fees
Sep 14 - Sep 15
The Red Lion Inn

20. The Williams Inn

The Williams Inn
Williamstown
United States
Thomas
P16,194
P18,089 total
includes taxes & fees
Sep 21 - Sep 22
The Williams Inn
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Vacation Rentals in The Berkshires

Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"Place was clean and well equipped, pool and amenities were great too !"
Vacation Village in the Berkshires
Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"A nice place to stay in the Berkshires."
Berkshire Mountain Lodge
Aparthotel

The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
"Great place"
The Ponds at Foxhollow
Residence

Huttopia Berkshires

Huttopia Berkshires
Williamstown
"Healthy food too!"
Huttopia Berkshires
Cottage

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cottage

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls Home w/ Fire Pit: Hike & Ski!
Ashley Falls
"We had a great stay! We will definitely be back again."
Ashley Falls Home w/ Fire Pit: Hike & Ski!
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Stay near popular The Berkshires attractions

A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
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A hillside with autumn-colored trees and five wind turbines against a blue sky with clouds.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
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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)
This converted factory houses one of America's largest contemporary art museums. Wander through MASS MoCA's vast industrial galleries to experience thought-provoking works that transcend artistic boundaries.
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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)
Williams College offers a prestigious liberal arts education amid the scenic Berkshire Mountains. Visitors can explore the renowned Williams College Museum of Art and attend public lectures in this intellectual haven.
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A calm river surrounded by autumn foliage.
Photo by Adnan Kakazai

Norman Rockwell Museum

9.4/10 (347 reviews)
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
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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)
Massachusetts' highest peak rewards hikers with panoramic views stretching 90 miles on clear days. Explore the Appalachian Trail segment or stay overnight at the historic Bascom Lodge for a summit sunrise experience.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
This serene sanctuary in the Berkshire Mountains is a center for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
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Lee Premium Outlets

8.2/10 (265 reviews)
You can find the perfect gifts to bring home at Lee Premium Outlets during your trip to Lee. Amble around the area's gardens or attend a sporting event.
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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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"."
Mark 3-night trip
Posted 17 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 1 day ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 2 days ago
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Having the pool and hot tub was great. Very clean. Breakfast was complete with oatmeal and hot breakfast choices. Location was Central to all sites like Tanglewood. Highly recommended."
Joseph 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

10/10 Excellent
"Lovely room, nice amenities."
Constance 1-night trip
Posted 4 days ago
The Whitlock
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 4 days ago
Jiminy Peak Mountain Resort

More cheap stays in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
P3,829
P4,277 total
Aug 23 - Aug 24
includes taxes & fees
5.4/10 (880 reviews)
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
P4,871
P5,441 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (898 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
P5,713
P6,381 total
Sep 15 - Sep 16
includes taxes & fees
Quality Inn Great Barrington
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA
P7,028
P7,850 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
P7,831
P8,747 total
Sep 9 - Sep 10
includes taxes & fees
9.4/10 Exceptional! (169 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
P9,742
P10,882 total
Sep 16 - Sep 17
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)
The Yankee Inn

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Stunning Outdoor Scenery: The Berkshires is renowned for its breathtaking landscapes, perfect for hiking, skiing, and exploring nature reserves.
  • Cultural Attractions: Visit the Berkshire Museum and the Berkshire Botanical Gardens to experience the region's rich artistic and natural heritage.
  • Diverse Accommodation Options: Choose from charming bed and breakfasts, agritourism properties, and wellness resorts tailored to various preferences.
  • Family-Friendly Atmosphere: The region is ideal for family outings, romantic getaways, or historical explorations.
  • Unique Shopping Experiences: Discover local shops and boutiques that reflect the distinct charm of the Berkshires.

Find great hotels near The Berkshires

The Berkshires offer a delightful array of accommodation options, from charming bed and breakfasts to unique agritourism properties. Whether you're seeking a relaxing spa experience, a family-friendly retreat, or a pet-friendly lodge, you'll discover places like The Sterling and Bascom Lodge that cater to your every need. With a perfect blend of adventure and tranquillity, your stay in this picturesque region promises to be memorable.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: This inviting 3.5-star resort, only 16km from The Berkshires, is designed for families and adventure seekers. With a guest rating of 9.2 out of 10, it blends comfort with a plethora of outdoor activities. Guests can enjoy skiing, snowboarding, and hiking, alongside on-site amenities such as a mini golf course and an arcade game room. Family-friendly features include a shared playground and free cribs, ensuring that children have a memorable stay. The resort’s proximity to ski lifts and rental services makes it an appealing choice for winter sports enthusiasts.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 19km from The Berkshires, this charming 3-star hotel boasts a guest rating of 9.0 out of 10. It welcomes families and pets, offering a blend of adventure and relaxation. Guests can partake in fishing, skiing, and motorboating, making it ideal for those looking for a varied experience. Amenities for children, such as window guards and free cribs, enhance safety and comfort. With its pet-friendly policy, the hotel allows dogs, making it an excellent choice for those travelling with furry companions.
  • Quality Inn Great Barrington: A budget-friendly option located 18km from The Berkshires, the Quality Inn Great Barrington has a guest rating of 8.4 out of 10. This hotel caters to adventurers and business travellers alike, with activities like snowboarding and snowshoeing available nearby. Featuring essential amenities and comfortable accommodations, it provides a practical base for exploring the region. The hotel’s focus on value ensures that guests receive a satisfying experience while enjoying the area's natural beauty.

Where to stay near The Berkshires

The Berkshires in Massachusetts offers a delightful blend of outdoor adventure and tranquil scenery, making it an ideal destination for tourists. Visitors can explore the stunning Berkshire Hills, unwind at wellness resorts, and indulge in sophisticated pastimes. The region boasts a family-friendly atmosphere, perfect for romantic getaways or historical explorations. With its charming towns and captivating landscapes, the Berkshires promises a memorable experience for every traveller seeking the essence of New England.

  • Great Barrington: Nestled approximately 18km from The Berkshires, Great Barrington is a vibrant town that offers a delightful mix of adventure and relaxation. Known for its year-round appeal, this destination sees a surge in visitors during the summer months from June to August, drawn by the exhilarating ski fields and outdoor sports. The town is surrounded by breathtaking natural landscapes, including serene lakes and majestic mountains, making it a perfect base for outdoor enthusiasts. The nearby national state park offers hiking trails and stunning vistas for those looking to explore the great outdoors.
  • Stockbridge: Located about 19km from The Berkshires, Stockbridge is a charming town that exudes romantic charm and cultural richness. Visitors flock here between July and September for its vibrant arts scene, including music concerts and theatrical performances that enliven the town. Stockbridge is home to several local landmarks, including picturesque lakes and historic monuments. For those interested in spirituality, the town also features notable places of worship. This quaint locale is perfect for couples seeking a romantic getaway or anyone eager to immerse themselves in the local culture.
  • Lee: Just 18km away from The Berkshires, Lee is a delightful town that offers a family-friendly atmosphere and a variety of entertainment options. Visitor numbers peak during the summer months from June to August, making it an ideal time for families to explore. The town features theatres and music concerts, ensuring there's always something happening. Surrounded by stunning lakes, mountains, and impressive monuments, Lee invites both adventure seekers and those looking for a peaceful retreat to enjoy its scenic beauty and vibrant community spirit.

Things to do near The Berkshires

Shopping

The Berkshire Mall features various shops, including popular clothing brands and electronics. In Lenox, visit quaint boutiques offering unique gifts and artisanal crafts. For a local flavour, check out the Great Barrington Farmers Market for handmade goods and seasonal produce.

Recreation

The Kripalu Centre for Yoga & Health offers a transformative experience with daily yoga classes, meditation sessions, and wellness workshops. Surrounded by the beauty of nature, guests can enjoy healthy cuisine while engaging in outdoor activities, fostering relaxation and personal growth in a tranquil setting.

Canyon Ranch in Lenox provides a holistic retreat focused on health and wellness. Guests can indulge in spa treatments, fitness classes, and guided nature walks, all within a luxurious atmosphere. The centre promotes relaxation and rejuvenation, making it an ideal destination for those seeking balance and well-being.

Shaker Village, with its historic charm, offers wellness programmes that include mindfulness practices and nature walks. Visitors can immerse themselves in the serene landscape while participating in workshops that encourage connection to self and nature, fostering a deeper sense of tranquillity and reflection.

Adventure

At Lime Rock Park, located 34km from The Berkshires, immerse yourself in the exhilarating world of motor racing, where speed and adrenaline combine for an unforgettable experience. Alternatively, Catamount Aerial Adventure Park, 27km away, offers thrilling zipline and ropes courses amidst breathtaking outdoor scenery, perfect for adventure seekers.

Nightlife

The Berkshires offers a charming nightlife scene with venues like the Mahaiwe Performing Arts Center, showcasing live performances, and the vibrant bars in Great Barrington. For those seeking a more laid-back atmosphere, the local pubs provide a cosy spot to unwind with friends and enjoy regional craft beers.

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

Booking tips and Expedia advantages for The Berkshires

To save money during your visit to The Berkshires, consider travelling in January or March to April when prices are lower, particularly on Tuesdays, while Saturdays tend to be the priciest. Use Expedia's search tool to filter options by budget and location, and sort prices from lowest to highest for the best deals. Combining your hotel, flights, and activities into a package can also lead to significant savings. Additionally, explore free local attractions and utilise public transport for economical travel around the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around The Berkshires are January and March to April, 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you wish to stay in. To find the most affordable options and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You might find it beneficial to save some money by combining your hotel accommodation in the Berkshires with your flights and activities through an Expedia package.

Find the best attractions near The Berkshires

The Berkshires in Massachusetts is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Visitors can explore historic houses, nature reserves, and picturesque lakes. Key attractions include the Berkshire Museum and the Berkshire Botanical Gardens. To enhance your trip, consider utilising a Berkshires map for easy navigation around this charming region, ensuring you don't miss any hidden gems.

  • Becket Land Trust Historic Quarry: Located 14km from The Berkshires, this reserve offers an adventurous experience amid stunning natural beauty. Ideal for families and outdoor enthusiasts, it features hiking trails and scenic views, making it a trendy spot for a day out.
  • Great Barrington Historical Society & Museum: Situated 18km away, this museum immerses visitors in local history and culture. Explore fascinating exhibits that tell the story of the area, perfect for those interested in heritage and community narratives.
  • Yale Summer School of Music and Art: Just 21km from The Berkshires, this educational institution showcases artistic talent and creativity. Engage with inspiring performances and exhibitions that highlight the cultural vibrancy of the region.

Best time to go to The Berkshires

The best time to visit The Berkshires can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around The Berkshires falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around The Berkshires falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing The Berkshires is convenient with several major airports nearby. New York, NY (JFK-John F. Kennedy Intl.) is approximately 177km away, with excellent hotel options such as The William Vale and Arlo Williamsburg, both 18km from the airport. BOSton, MA (BOS-Logan Intl.) is also 177km distant, featuring luxurious hotels like Encore Boston Harbor and InterContinental Boston, situated just 3 and 3km away respectively. Lastly, New York, NY (LGA-LaGuardia) is located about 166km from The Berkshires, with nearby accommodations like Hilton Club The Quin and The Plaza, both within 10km of the airport, ensuring a comfortable stay before your journey.

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