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27 Sept - 28 Sept
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28 Sept - 29 Sept
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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
Jacob
NZ$207
includes taxes & fees
28 Sept - 29 Sept
Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
NZ$196
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Jared
NZ$265
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Club Vacations Oak 'n Spruce Resort

4. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
NZ$276
includes taxes & fees
28 Sept - 29 Sept
Berkshires Untold

5. The Yankee Inn

The Yankee Inn
Lenox
United States
William
NZ$213
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
NZ$386
includes taxes & fees
29 Sept - 30 Sept
The Red Lion Inn

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
NZ$270
includes taxes & fees
25 Oct - 26 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
NZ$703
includes taxes & fees
28 Sept - 29 Sept
The Old Inn On The Green

9. Gedney Farm

Gedney Farm
Great Barrington
United States
Terri
NZ$424
includes taxes & fees
5 Oct - 6 Oct
Gedney Farm

10. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
NZ$282
includes taxes & fees
12 Oct - 13 Oct
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
Susan
NZ$225
includes taxes & fees
20 Oct - 21 Oct
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
NZ$311
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires

13. Hotel On North

Hotel On North
Pittsfield
United States
Drew
NZ$265
includes taxes & fees
5 Oct - 6 Oct
Hotel On North

14. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Michael
NZ$414
includes taxes & fees
28 Sept - 29 Sept
Simsbury 1820 House

15. Prospect Berkshires

Prospect Berkshires
Egremont
United States
Kellee
NZ$707
includes taxes & fees
28 Sept - 29 Sept
Prospect Berkshires

16. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
United States
Denise
NZ$430
includes taxes & fees
6 Oct - 7 Oct
Avon Old Farms Hotel

17. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
NZ$709
includes taxes & fees
30 Sept - 1 Oct
The Litchfield Inn

18. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
United States
Karen
NZ$294
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort

19. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
NZ$354
includes taxes & fees
28 Sept - 29 Sept
Little Cat Lodge

20. Huttopia Berkshires

Huttopia Berkshires
Williamstown
United States
Dandara
NZ$127
includes taxes & fees
7 Oct - 8 Oct
Huttopia Berkshires
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Holiday Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
Berkshire Mountain Lodge
Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"Love this place for a weekend getaway."
Vacation Village in the Berkshires
Aparthotel

The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
"Was a nice place to stay"
The Ponds at Foxhollow
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
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!
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 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 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 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 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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Ski Butternut

9.0/10 (134 reviews)
Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
This serene sanctuary in the Berkshire Mountains is a centre 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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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

Recent Reviews in The Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"It was a well appointed suite with kitchen, dining area, living room with a fireplace and the bedroom and a nice quiet corner of the property. I did sit out on the balcony and watch the sun go down and I had the best night sleep. I’ve had in a long time I would definitely go back. I didn’t use any of the amenities that they charge extra for, but because I was traveling, it was nice to just have a quiet night in."
Rachel Elion 1-night trip
Posted 16 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"If you want a perfect New England experience, this is the place. The hotel is amazing, it’s older so don’t think you’re going to walk into a modern place, but don’t let that deter you, the vibe is great! Will definitely stay here again."
Michelle 2-night trip
Posted 18 hours ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
Joan 1-night trip
Posted 23 hours ago
Quality Inn Great Barrington
Berkshires Untold

Berkshires Untold

10/10 Excellent
"Love the property, room seemed a little tired since I was there last, about 3 years ago. Wish we could stay just one night instead of minimum two, as we often come just for a Tanglewood concert and stay only one night in town."
Sue 2-night trip
Posted 2 days ago
Berkshires Untold
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."
Diane 5-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Whitlock

The Whitlock

10/10 Excellent
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
Michael 1-night trip
Posted 2 days ago
The Whitlock
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 4 days ago
Hotel Downstreet, an Ascend Collection Hotel
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Even in the off season it was beautiful."
Karen 1-night trip
Posted 6 days ago
Jiminy Peak Mountain Resort
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 8 days ago
Howard Johnson by Wyndham Lenox

More cheap accommodation in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
NZ$122
28 Sept - 29 Sept
includes taxes & fees
5.4/10 (911 reviews)
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
NZ$156
28 Sept - 29 Sept
includes taxes & fees
7.6/10 Good! (917 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
NZ$200
18 Oct - 19 Oct
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
NZ$213
27 Oct - 28 Oct
includes taxes & fees
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
NZ$225
20 Oct - 21 Oct
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

16 Church St Lenox MA
NZ$273
28 Sept - 29 Sept
includes taxes & fees
8.4/10 Very good! (387 reviews)
The Whitlock

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Stunning Scenery: The Berkshires boasts breathtaking landscapes, perfect for outdoor activities like hiking and skiing.
  • Cultural Attractions: Explore historic homes, the Berkshire Museum, and local art galleries for a taste of the region's rich heritage.
  • Outdoor Adventures: Enjoy a variety of recreational activities, from skiing to wellness retreats amidst nature.
  • Charming Accommodation: Choose from quaint bed and breakfasts to scenic lodges, catering to all types of travellers.
  • Local Shopping: Discover unique boutiques and artisanal shops for a delightful shopping experience.

Find great hotels near The Berkshires

In The Berkshires, you’ll discover a delightful array of accommodation options, from charming bed and breakfasts to agritourism properties. Whether you seek a relaxing spa experience or a family-friendly getaway, the region caters to all. Popular choices include the scenic Bascom Lodge and the inviting Sterling. With pet-friendly options and plenty of adventure nearby, The Berkshires promises a memorable stay for every traveller.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled 16.1km from The Berkshires, this 3.5-star resort is a family-friendly haven perfect for adventure seekers. With a guest rating of 9.2, the resort features a range of amenities to cater to all ages. Enjoy on-site activities like mini-golf, or take advantage of nearby skiing and hiking options. Families will appreciate dedicated children’s amenities, including an arcade game room, a shared playground, and complimentary cribs. The resort also offers easy access to ski lifts and lessons, ensuring a thrilling winter experience.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 19.3km from The Berkshires, this 3-star hotel boasts a 9.0 guest rating and is ideal for families and pet owners alike. The Black Swan Lee offers a unique blend of comfort and adventure with nearby skiing, motorboating, and opportunities for snowboarding. Guests can enjoy complimentary cribs and first aid kits for peace of mind. The hotel is pet-friendly with specific policies in place, allowing you to bring your furry friends along for the journey.
  • Quality Inn Great Barrington: Just 17.7km from The Berkshires, this budget-friendly option offers a solid 8.4 rating. The Quality Inn is well-suited for both adventure enthusiasts and business travellers. It provides convenient access to a variety of outdoor activities, including skiing, snow tubing, and hiking. Guests can unwind in comfortable accommodations while enjoying essential amenities that make for a pleasant stay, all at an affordable price.

Where to stay near The Berkshires

The Berkshires, with its breathtaking scenery and outdoor adventures, offers an unforgettable vacation experience. Explore the Berkshire Hills, where family-friendly activities and romantic getaways abound. Indulge in wellness retreats at local resorts, or immerse yourself in the region's rich historical charm. With a blend of sophisticated pastimes and relaxed atmospheres, the Berkshires in New England is the perfect destination for those seeking both adventure and tranquillity.

  • Great Barrington: Situated approximately 17.7km from The Berkshires, Great Barrington is a vibrant city known for its outdoor adventure offerings. This destination remains popular year-round, particularly peaking from June to August. Visitors flock here for skiing, sports, and thrilling adventures. The area boasts stunning natural features, including beautiful lakes and mountains, along with the nearby national state park, making it a perfect spot for nature lovers. With easy access to ski fields and resorts, Great Barrington is an ideal base for those seeking both exhilaration and relaxation amidst breathtaking scenery.
  • Stockbridge: Located about 19.3km from The Berkshires, Stockbridge exudes charm and cultural richness, attracting visitors primarily between July and September. This city is renowned for its romantic ambience and cultural experiences, offering a delightful mix of music concerts and theatrical performances. The local landmarks include picturesque lakes, historical monuments, and serene places of worship. Stockbridge is perfect for those wanting to immerse themselves in the arts while enjoying the tranquil beauty of the surrounding landscapes.
  • Lee: Just 17.7km from The Berkshires, Lee is a charming city that caters to families and couples alike. With peak visitor numbers from June to August, this destination is celebrated for its romantic and entertainment-themed experiences. Visitors can enjoy a variety of activities, including theatre performances and music concerts, as well as skiing at nearby slopes. The local area features stunning lakes, majestic mountains, and notable monuments, making it a wonderful choice for those looking to explore the great outdoors while enjoying a vibrant community atmosphere.

Things to do near The Berkshires

Shopping

The Berkshires offer charming shopping experiences, with the Lee Premium Outlets featuring brand-name stores and local shops. In Great Barrington, explore unique boutiques and artisan markets showcasing handmade crafts and local produce, creating a delightful atmosphere for gift hunting.

Recreation

In The Berkshires, Canyon Ranch offers holistic wellness experiences including fitness classes, nutritious dining, and rejuvenating spa treatments in a serene environment. Alternatively, Kripalu Centre for Yoga & Health provides yoga, meditation, and mindfulness programs amidst beautiful natural surroundings, fostering relaxation and self-discovery.

Adventure

Lime Rock Park, located 33.8km from The Berkshires, offers an exhilarating motor racing experience amidst a vibrant sports atmosphere. For a thrilling outdoor adventure, head to Catamount Aerial Adventure Park, 27.4km away, where you can tackle zip lines and ropes courses surrounded by stunning natural scenery.

Nightlife

The Berkshires offer a vibrant nightlife with venues like The Mahaiwe Performing Arts Center for live shows and Barrington Stage Company for theatre. For a relaxed vibe, visit a local pub or enjoy a cocktail at a cosy bar in Great Barrington.

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

Booking tips and Expedia advantages for The Berkshires

If you're planning a trip to The Berkshires, consider visiting during the cheaper months of March to April and November for lower accommodation rates. Tuesdays are the best days to book for savings, whereas Saturdays tend to be pricier. Use Expedia's search tool to find budget-friendly lodging by filtering for eco-certified hotels or combining your hotel with flights and activities for extra savings. Take advantage of minute discounts and special hotel deals to maximise your budget while enjoying the area's attractions.

  • 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: Expedia's search tool enables you to choose your budget, preferred location, and various other preferences. You can organise your results to display prices from lowest to highest, making it easy to find the most affordable accommodation first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars by combining your hotel booking in The Berkshires with your flights and activities through an Expedia package.

Find the best attractions near The Berkshires

The Berkshires in Massachusetts is perfect for outdoor adventurers and nature lovers, offering stunning scenery and a variety of attractions like historic houses, nature reserves, and lakes. Visitors can explore the Berkshire Botanical Garden, the Berkshire Museum, and gather helpful information at the Berkshires Visitors Bureau. For an enjoyable experience, don’t forget to grab a Berkshires map to navigate this beautiful region.

  • Ashintully Gardens: Nestled 6.4km from The Berkshires, Ashintully Gardens offers a serene escape with its beautifully landscaped botanical gardens, ideal for families and couples alike. Stroll through the vibrant flora and enjoy the peaceful atmosphere, perfect for nature enthusiasts.
  • Animagic Museum of Animation: Located 17.7km away, the Animagic Museum of Animation invites you to explore the fascinating world of animated films. This museum showcases rich cultural history through captivating exhibits, appealing to both animation lovers and curious visitors.
  • National Shrine of the Divine Mercy: Just 19.3km from The Berkshires, this shrine serves as a tranquil sanctuary. Visitors can appreciate its stunning architecture and serene environment, making it an enriching experience steeped in cultural significance.

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

When planning your trip to The Berkshires, you have several major airports to choose from. New York's JFK Airport is situated 177.0km away, with excellent hotels like The William Vale and Arlo Williamsburg, both 17.7km from the airport. BOSton's Logan International Airport, also 177.0km from The Berkshires, offers luxury options such as Encore Boston Harbor and InterContinental Boston, both just 2–4.8km away. Alternatively, LaGuardia Airport in New York is 165.8km away, with nearby hotels like Hilton Club The Quin and The Plaza, offering convenient access at 5–9.7km from the airport. Each airport provides a variety of transport services to The Berkshires.

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