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4 Oct - 5 Oct
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Our top choices for The Berkshires hotels

1. The Yankee Inn

The Yankee Inn
Lenox
United States
William
SAR 398
SAR 445 total
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn

2. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
SAR 472
SAR 527 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires

3. Hotel On North

Hotel On North
Pittsfield
United States
Lawrence
SAR 420
SAR 469 total
includes taxes & fees
1 Nov - 2 Nov
Hotel On North

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Rosann
SAR 576
SAR 661 total
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
SAR 434
SAR 485 total
includes taxes & fees
1 Nov - 2 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Bruce
SAR 539
SAR 602 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

7. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
SAR 494
SAR 552 total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
SAR 372
SAR 415 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
SAR 412
SAR 460 total
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Lee - Lenox South

10. The Williams Inn

The Williams Inn
Williamstown
United States
Soleil
SAR 666
SAR 744 total
includes taxes & fees
3 Nov - 4 Nov
The Williams Inn

11. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
SAR 591
SAR 847 total
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn

12. 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
SAR 419
SAR 541 total
includes taxes & fees
6 Oct - 7 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

13. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
SAR 431
SAR 481 total
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn & Suites Berkshires-Lenox

14. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
SAR 480
SAR 536 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield

15. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Kirsty
SAR 567
SAR 633 total
includes taxes & fees
1 Nov - 2 Nov
Element by Marriott Lenox Berkshires

16. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Denton
SAR 324
SAR 403 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires

17. The Whitlock

The Whitlock
Lenox
United States
Michael
SAR 491
SAR 549 total
includes taxes & fees
2 Nov - 3 Nov
The Whitlock

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Maria Dulce
SAR 357
SAR 398 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

19. Chambery Inn

Chambery Inn
Lee
United States
Alexandra
SAR 943
SAR 1,053 total
includes taxes & fees
4 Nov - 5 Nov
Chambery Inn

20. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
marilyn
SAR 322
SAR 443 total
includes taxes & fees
18 Oct - 19 Oct
Berkshire Mountain Lodge
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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
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!
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)
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 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 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 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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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

Hotel On North

Hotel On North

8/10 Good
"Floors creak as it's an old hotel but the room and bathroom were really spacious. The town is meh bur the hotel was nice."
Robin 2-night trip
Posted 3 hours ago
Hotel On North
The Whitlock

The Whitlock

10/10 Excellent
"Too bad some of the renovations done only cheap products design was the choice"
Susan 2-night trip
Posted 5 hours ago
The Whitlock
Berkshires Untold

Berkshires Untold

8/10 Good
"Need elevator for elderly folks"
DOUGLAS 1-night trip
Posted 6 hours ago
Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Our visit was very nice. Facilities were beautiful!"
marilyn 4-night trip
Posted 11 hours ago
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"New hotel! Staff and rooms great quiet and clean"
Ann-Marie 1-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Really like Hotel Downstreet ...great coffee and nice rooms."
Augusta 1-night trip
Posted 18 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

10/10 Excellent
"Great"
William 1-night trip
Posted 4 days ago
The Williams Inn

More cheap stays in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
SAR 233
SAR 260 total
18 Oct - 19 Oct
includes taxes & fees
5.4/10 (914 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
SAR 282
SAR 315 total
1 Nov - 2 Nov
includes taxes & fees
Quality Inn Great Barrington
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
SAR 297
SAR 331 total
5 Oct - 6 Oct
includes taxes & fees
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
SAR 372
SAR 415 total
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (226 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
SAR 398
SAR 445 total
1 Nov - 2 Nov
includes taxes & fees
The Yankee Inn
The Whitlock

The Whitlock

16 Church St Lenox MA
SAR 491
SAR 549 total
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (391 reviews)
The Whitlock

Hotels in The Berkshires with star-rating

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Outdoor Adventure: The Berkshires is perfect for skiing, hiking, and exploring nature reserves, catering to all outdoor enthusiasts.
  • Cultural Attractions: Discover historic houses, the Berkshire Museum, and local arts that showcase the region's rich heritage.
  • Scenic Beauty: Enjoy stunning vistas and lovely lakes that highlight the picturesque landscape of the Berkshires.
  • Wellness Retreats: Relax at renowned wellness resorts, offering rejuvenating experiences in a serene environment.
  • Diverse Accommodations: Choose from charming bed and breakfasts to family-friendly resorts for a memorable stay.

Find great hotels near The Berkshires

The Berkshires offers a delightful array of accommodations, from charming bed and breakfasts to unique agritourism properties. Whether you’re seeking a family-friendly resort, a rejuvenating spa experience, or pet-friendly lodgings, you'll find the perfect spot to unwind. Popular options include the Sterling and Bascom Lodge, ensuring a memorable stay in this picturesque region filled with adventure and relaxation.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled 16km from The Berkshires, this 3.5-star resort is ideal for families and ski enthusiasts. With a guest rating of 9.2 out of 10, the resort offers a variety of family-friendly amenities including an arcade game room, a mini-golf course, and a playground. Guests can easily access ski lifts and shuttle services, making it a convenient choice for winter sports. The property also provides free cribs and a pool gate for added safety, ensuring a comfortable stay for families with young children.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Located 19km from The Berkshires, this 3-star hotel boasts a guest rating of 9.0 out of 10 and is perfect for adventurous families and pet owners. Guests can enjoy various outdoor activities such as mountain climbing, fishing, and skiing, all available nearby. The hotel offers child-friendly amenities including window guards and free cribs. Pets are welcome at the property, with specific policies in place to ensure a stress-free stay for both pets and their owners.
  • Quality Inn Great Barrington: Just 18km from The Berkshires, this budget-friendly hotel has a guest rating of 8.4 out of 10 and caters to adventurers and business travelers alike. Guests can take advantage of outdoor activities like snowshoeing, hiking, and skiing, with rentals available close by. The hotel provides essential amenities for business travelers while maintaining a relaxed atmosphere, making it a great base for exploring the Berkshires.

Where to stay near The Berkshires

The Berkshires offers a perfect blend of outdoor adventure and scenic relaxation, making it an ideal destination for travelers. Explore the breathtaking Berkshire Hills, unwind at the renowned Berkshires Wellness Resort, or indulge in sophisticated pastimes throughout New England. With its family-friendly atmosphere, romantic settings, and rich historical sites, you'll discover great places that cater to every taste, ensuring a memorable vacation experience in this enchanting region.

  • Tyringham: Nestled about 10km from The Berkshires, Tyringham is a quaint village known for its scenic beauty and outdoor charm. Visitors flock here for a romantic getaway, enjoying the picturesque landscapes and recreational areas. The village offers a variety of activities including local theater and educational attractions, while its landmarks such as historic sites and museums provide a glimpse into the rich history of the area. The peak travel months are June to July and December, making it a lovely spot for those seeking a peaceful retreat amidst nature.
  • Beartown State Forest: Located approximately 13km from The Berkshires, Beartown State Forest is a haven for families and sports enthusiasts alike. This expansive park is perfect for outdoor entertainment, featuring various facilities for arena entertainment. With its striking natural landscapes and nearby stadiums, Beartown offers a delightful mix of adventure and relaxation. The most popular times to visit are during the summer months of July and August, as well as in October, making it an ideal destination for those looking to immerse themselves in nature and family-oriented activities.
  • October Mountain State Forest: Situated about 19km from The Berkshires, October Mountain State Forest is a paradise for adventure seekers, especially during the winter months. Visitors come for skiing and outdoor activities, with the area boasting ski fields and resorts that cater to all skill levels. The forest's breathtaking mountain peaks and picturesque landscapes make it an excellent spot for both thrill-seekers and those looking to unwind. Peak travel times are July to August and October, ensuring a vibrant atmosphere for those looking to explore the great outdoors.

Things to do near The Berkshires

Shopping

The Berkshires offers charming shops and boutiques for unique gifts and souvenirs. Explore the eclectic selections at the Lee Premium Outlets, where you can find various brands. Don’t miss the local artisans at the Great Barrington Farmers Market for handmade crafts and specialty items.

Recreation

Kripalu Center for Yoga & Health is a tranquil sanctuary offering a variety of yoga classes, mindfulness workshops, and wellness programs. Enjoy healthy meals and breathtaking views of the Berkshire Mountains while participating in activities designed to rejuvenate your mind and body.

Canyon Ranch in Lenox is a luxurious wellness resort that features spa treatments, fitness classes, and outdoor adventures. Guests can indulge in holistic therapies, nutritional guidance, and engaging workshops amidst stunning natural surroundings, creating a rejuvenating retreat experience.

Shambhala Mountain Center provides a peaceful environment for meditation and mindfulness practices. Surrounded by beautiful landscapes, participants can engage in retreats focused on spiritual growth, yoga, and nature walks, fostering a deep connection with oneself and the natural world.

Adventure

Lime Rock Park, located 34km from The Berkshires, offers thrilling motor racing experiences in a vibrant atmosphere. For an exhilarating challenge, visit Catamount Aerial Adventure Park, situated 27km away, where you can navigate zip lines and ropes courses amidst beautiful outdoor settings.

Nightlife

In The Berkshires, Barrington Stage Company offers a vibrant theater experience with captivating performances. The Colonial Theatre features live music and events, while local bars and restaurants create a cozy atmosphere for socializing and enjoying local brews and cuisine after dark.

*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 on your visit to The Berkshires, plan your trip during the off-peak months of January and March to April, when prices are lower. Tuesdays are typically the cheapest days to book, while Saturdays are the priciest. Use Expedia to search for budget-friendly accommodations and customize your preferences. Consider package deals that combine flights, hotels, and activities for additional savings. Additionally, explore free outdoor activities like hiking and visiting local parks to enjoy the area without spending much.

  • 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: Utilize Expedia’s search tool to customize your preferences, such as your budget, preferred location, and desired hotel type. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in The Berkshires with your flights and activities through an Expedia package deal.

Find the best attractions near The Berkshires

The Berkshires offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal vacation spot. Visitors can explore historic houses, nature reserves, and lovely lakes while enjoying cultural experiences. Don't miss the Berkshire Museum and the stunning scenic vistas. For helpful resources, check out the Berkshires Visitors Bureau and grab a Berkshires map to navigate this picturesque region effectively.

  • National Shrine of the Divine Mercy: Located 19km from The Berkshires, this serene shrine offers a tranquil environment for reflection and prayer. Visitors can explore beautiful gardens and chapels, immersing themselves in a spiritual atmosphere enriched by culture and devotion.
  • Norman Rockwell Museum: Situated 21km away, this museum showcases the iconic works of American illustrator Norman Rockwell. The collection features original paintings and sketches, inviting guests to appreciate Rockwell's storytelling through art while enjoying the picturesque surroundings.
  • The Mount: Just 23km from The Berkshires, this historic house was once the home of author Edith Wharton. Visitors can tour the beautifully preserved estate and gardens, gaining insight into Wharton's life and literary contributions amidst a stunning backdrop.

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

Reaching The Berkshires in Massachusetts is convenient with several major airports nearby. Bradley International Airport (BDL) in Hartford, CT, is 47km away, offering hotels like the 4-star DoubleTree by Hilton Hartford - Bradley Airport, which is only 2km from the airport. New York's JFK Airport is 177km away, with luxurious options like The William Vale and Arlo Williamsburg, both 18km from the airport. Boston’s Logan International Airport (BOS), also 177km away, features upscale hotels such as the InterContinental Boston, located just 3km from the airport. All these airports provide easy access to transportation services for a smooth travel experience.