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Our top choices for The Berkshires hotels

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
₩156,152
₩174,422 total
includes taxes & fees
Sep 22 - Sep 23
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
Bruce
₩254,420
₩284,187 total
includes taxes & fees
Sep 8 - Sep 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3. The Villager Motel

The Villager Motel
Williamstown
United States
Rebecca
₩119,806
₩133,819 total
includes taxes & fees
Sep 8 - Sep 9
The Villager Motel

4. Cozy Corner Motel

Cozy Corner Motel
Williamstown
United States
Janis
₩118,730
₩139,554 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Corner Motel

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
₩107,152
₩149,761 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Alex
₩128,077
₩157,828 total
includes taxes & fees
Sep 15 - Sep 16
Vacation Village in the Berkshires

7. Berkshires Untold

Berkshires Untold
Lenox
United States
David
₩199,514
₩222,857 total
includes taxes & fees
Sep 14 - Sep 15
Berkshires Untold

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Steve
₩170,960
₩190,964 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
Charlie
₩115,095
₩128,556 total
includes taxes & fees
Sep 8 - Sep 9
Monument Mountain Motel

10. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
₩139,393
₩155,702 total
includes taxes & fees
Sep 9 - Sep 10
Quality Inn Great Barrington

11. Maple Terrace Motel

Maple Terrace Motel
Williamstown
United States
Annette
₩168,268
₩187,962 total
includes taxes & fees
Sep 9 - Sep 10
Maple Terrace Motel

12. Hotel On North

Hotel On North
Pittsfield
United States
Drew
₩180,719
₩201,863 total
includes taxes & fees
Sep 8 - Sep 9
Hotel On North

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
James
₩171,633
₩191,714 total
includes taxes & fees
Sep 27 - Sep 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel

14. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Richard
₩126,604
₩141,412 total
includes taxes & fees
Sep 8 - Sep 9
Willows Motel Williamstown

15. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Basil
₩193,373
₩215,998 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Downstreet, an Ascend Collection Hotel

16. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
₩138,114
₩180,598 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Club Vacations Oak 'n Spruce Resort

17. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
₩196,873
₩219,907 total
includes taxes & fees
Sep 8 - Sep 9
Berkshire Lake Lodge

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
₩177,690
₩198,474 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Inn Express Hotel & Suites Great Barrington by IHG

19. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
₩200,575
₩220,031 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
₩136,162
₩152,094 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Lee - Lenox South
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Vacation Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"Clean & comfortable stay"
Berkshire Mountain Lodge
Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"All the amenities offered are an excellent plus. Good rates for rooms. Good place to stay at, lots to do even around the area"
Vacation Village in the Berkshires
Aparthotel

The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
"Great place"
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

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
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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 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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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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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

The Whitlock

The Whitlock

10/10 Excellent
"Best hotel we have ever stayed in"
LaToya 1-night trip
Posted less than an hour ago
The Whitlock
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

8/10 Good
"The only thing I have to complain about is the shower floor. It is very slippery when taking a shower. They need some type of anti slip strips down. Other than that everything was great. Staff were very helpful, the room was clean and the breakfast was good."
Patricia 3-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"The room was spotless and very comfortable. The bed was super comfortable and the shower was nice. The whole property was well kept and the country store is worth a look. We would definitely stay there again!"
Desiree 1-night trip
Posted 2 hours ago
Jiminy Peak Mountain Resort
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The room was very clean and organize. Very spacious accommodations with a king size bed, big bathroom and a full kitchen."
LISA 1-night trip
Posted 2 hours ago
Berkshire Mountain Lodge
FairBridge Inn Express

FairBridge Inn Express

8/10 Good
"great value"
Horace 1-night trip
Posted 12 hours ago
FairBridge Inn Express
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"X"
Jonah 1-night trip
Posted 16 hours ago
Vacation Village in the Berkshires
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Great little motel that was the perfect stay for a quick overnight trip"
Kate 1-night trip
Posted 1 day ago
Willows Motel Williamstown

More cheap stays in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
₩83,595
₩93,376 total
Sep 8 - Sep 9
includes taxes & fees
5.4/10 (894 reviews)
FairBridge Inn Express
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
₩136,162
₩152,094 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
Quality Inn Lee - Lenox South
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
₩139,393
₩155,702 total
Sep 9 - Sep 10
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
₩156,152
₩174,422 total
Sep 22 - Sep 23
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
₩170,960
₩190,964 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (195 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

16 Church St Lenox MA
₩193,373
₩215,997 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (369 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 outdoor enthusiasts, offering activities like skiing, hiking, and exploring beautiful lakes.
  • Cultural Experiences: Discover historic houses, visit the Berkshire Museum, and enjoy the local arts and culture scene.
  • Stunning Scenery: Immerse yourself in the breathtaking landscapes of the Berkshire Hills, ideal for relaxation and exploration.
  • Charming Accommodations: Choose from inviting bed & breakfasts and unique agritourism properties for a cozy stay.
  • Family-Friendly Activities: The Berkshires offers a variety of attractions suitable for all ages, making it a great family getaway.

Find great hotels near The Berkshires

Explore a variety of charming accommodations in The Berkshires, Massachusetts, where you can find inviting bed & breakfasts and unique agritourism properties. Ideal for adventure seekers and families alike, many hotels offer pet-friendly options and luxurious spa experiences. Whether you’re considering a stay at a resort like The Sterling or the cozy Bascom Lodge, The Berkshires promises a delightful vacation filled with nature 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 adventure seekers. Guests rated it 9.2 out of 10 for its immersive recreational offerings. With easy access to ski lifts and shuttles, guests can indulge in various winter sports including skiing, snowboarding, and snow tubing. The resort features amenities for children such as an arcade game room, a mini-golf course, and a playground, ensuring that family fun is always at hand. The spacious accommodations and onsite adventure activities make it a fantastic choice for an engaging vacation experience.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Situated 18km from The Berkshires, this budget-friendly hotel boasts a guest rating of 8.8 out of 10. It's an excellent option for business travelers, offering essential amenities like complimentary breakfast and high-speed internet access. The hotel’s convenient location makes it easy to explore local attractions and enjoy the surrounding area's charm. With a focus on comfort and functionality, this hotel provides a practical base for those on a work trip or a short getaway.
  • Quality Inn Lee - Lenox South: Located 16km from The Berkshires, this budget-friendly hotel has received a guest rating of 8.4 out of 10. The Quality Inn is tailored for business travelers seeking convenience and affordability. With comfortable accommodations and essential amenities, it serves as a practical choice for those looking to balance work and leisure. Guests appreciate the friendly service and the hotel’s proximity to local dining and attractions, ensuring a pleasant stay in the region.

Where to stay near The Berkshires

The Berkshires offers a delightful blend of outdoor adventure and serene scenery, perfect for a memorable vacation. Explore the breathtaking Berkshire Hills, unwind at a wellness resort, and indulge in sophisticated pastimes. This region is rich in family-friendly activities, romantic spots, and historical charm, making it an ideal getaway. Experience the enchanting vibes of New England while discovering great places that invite relaxation and exploration.

  • Great Barrington: Situated about 18km from The Berkshires, Great Barrington is a charming city that draws visitors year-round. Known for its ski resorts and adventure sports, the peak season occurs during the summer months from June to August, while a quieter atmosphere can be found in the fall and winter. The area boasts beautiful lakes and mountains, making it an ideal destination for outdoor enthusiasts. With its vibrant local scene, visitors can enjoy skiing in the winter or hiking in the surrounding national state parks during the warmer months.
  • Stockbridge: Located approximately 19km from The Berkshires, Stockbridge is a picturesque city that offers a blend of romantic charm and cultural experiences. The peak visiting season is from July to September, but the city remains inviting throughout the year. Known for its music concerts and theatrical performances, Stockbridge is a hub for entertainment. Visitors will find stunning local landmarks, including serene lakes and historical monuments, as well as places of worship that reflect the area’s rich heritage. The city's captivating art scene and cultural events make it a memorable stop.
  • Lee: Just 18km away from The Berkshires, Lee is a delightful city perfect for families and couples alike. Like its neighboring towns, Lee sees a surge in visitors from June to August, with less traffic in the winter months. The city is known for its engaging entertainment options, including theaters and music concerts. Visitors can also explore the nearby lakes and majestic mountains, along with local monuments that tell the story of the area's history. Lee's warm atmosphere and family-friendly activities create a welcoming environment for all travelers.

Things to do near The Berkshires

Shopping

Explore the quaint shops in downtown Lenox, where you’ll discover unique gifts at The Lenox Shop. For artisanal products, visit the Berkshire Mercantile in Great Barrington, which features local crafts and gourmet treats.

Recreation

The Kripalu Center for Yoga & Health offers immersive wellness programs, combining yoga, meditation, and healthy cuisine. Guests can relax in nature, participate in workshops, and rejuvenate in peaceful surroundings. Nearby, Canyon Ranch provides luxurious spa treatments and fitness options, fostering a holistic approach to well-being.

Adventure

Experience the thrill of motor racing at Lime Rock Park, located 34km from The Berkshires. Feel the adrenaline rush as you watch high-speed races in a vibrant atmosphere. For a different adventure, head to Catamount Aerial Adventure Park, 27km away, where you can zipline through the treetops and enjoy outdoor excitement.

Nightlife

The Berkshires nightlife offers a mix of cozy bars and lively venues. The Mahaiwe Performing Arts Center showcases live performances, while The Club B10 provides a fun atmosphere for dancing. Enjoy craft cocktails at local pubs and unwind at outdoor patios during warmer nights.

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

Find the best attractions near The Berkshires

The Berkshires is a perfect destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of attractions. Explore historic houses, nature reserves, and beautiful lakes while immersing yourself in the local culture. Don't miss visiting the Berkshire Museum and the Berkshire Botanical Gardens. For helpful resources, check out the Berkshires Visitors Bureau and grab a Berkshire map to navigate this picturesque region easily.

  • National Shrine of the Divine Mercy: Located 19km from The Berkshires, this serene shrine offers a peaceful atmosphere for reflection and prayer. With its beautiful gardens and stunning architecture, visitors can immerse themselves in a spiritual experience while appreciating the rich cultural significance of the site.
  • Norman Rockwell Museum: Situated 21km away, this museum showcases the iconic works of American artist Norman Rockwell. Visitors can explore his illustrations that capture everyday life and cultural moments, along with engaging exhibitions and educational programs that highlight Rockwell's artistic legacy.
  • The Mount: Just 23km from The Berkshires, The Mount is the former home of author Edith Wharton. This historic estate features beautiful gardens and stunning architecture, allowing guests to step back in time and appreciate Wharton's literary contributions and her unique vision of American 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.

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

Traveling to The Berkshires is convenient with several major airports nearby. New York's JFK Airport is located 177km away, with upscale hotels like The William Vale, Arlo Williamsburg, and The Boro Hotel situated approximately 18km from the airport. LaGuardia Airport is 166km from The Berkshires, and nearby luxury accommodations include The Plaza, Hilton Club The Quin New York, and The Luxury Collection Hotel Manhattan Midtown, all within 10km. Closer, Hartford's Bradley International Airport is just 47km away, with options like the DoubleTree by Hilton Hartford and Simsbury 1820 House, providing easy access for travelers seeking a comfortable stay.

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