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The Berkshires Hotels from S$95

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24 Oct - 25 Oct
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25 Oct - 26 Oct
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Our top choices for The Berkshires hotels

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
S$128
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn

2. Hotel On North

Hotel On North
Pittsfield
United States
Devon
S$179
includes taxes & fees
8 Nov - 9 Nov
Hotel On North

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
S$128
includes taxes & fees
18 Nov - 19 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
S$155
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
S$186
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United States
Sandra
S$225
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
S$179
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
S$156
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Berkshires-Lenox

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Joel
S$151
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge

10. Garden Gables

Garden Gables
Lenox
S$271
includes taxes & fees
26 Oct - 27 Oct
Garden Gables

11. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
James
S$132
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Lee - Lenox South

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Md
S$205
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
S$136
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

14. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
S$169
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield

15. 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
Michael
S$192
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

16. The Whitlock

The Whitlock
Lenox
United States
Beverly
S$184
includes taxes & fees
4 Nov - 5 Nov
The Whitlock

17. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Francis
S$193
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires

18. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Luke
S$129
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires

19. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
S$113
includes taxes & fees
27 Oct - 28 Oct
Howard Johnson by Wyndham Lenox

20. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
mary ellen
S$170
includes taxes & fees
15 Nov - 16 Nov
Hotel Downstreet, an Ascend Collection Hotel
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Holiday Rentals in The Berkshires

Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"Beautiful location. Easy access to local restaurants and hiking trails."
Berkshire Mountain Lodge
Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"We had an amazing stay."
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 didnโ€™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

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 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 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 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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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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Lee Premium Outlets

8.2/10 (265 reviews)
You can do some window-shopping at Lee Premium Outlets during your visit 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"beautiful location, giant suite room for incredible value"
Michael 4-night trip
Posted 2 hours ago
Berkshire Mountain Lodge
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great"
Sharath 1-night trip
Posted 2 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice Property clean rooms walked the new footpath out back always enjoy the saltwater pool."
Dan 2-night trip
Posted 3 hours ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 5 hours ago
Quality Inn Great Barrington
The Williams Inn

The Williams Inn

10/10 Excellent
"The staff and ambience are wonderful!"
Silvia 1-night trip
Posted 20 hours ago
The Williams Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."
Marcia 1-night trip
Posted 21 hours ago
Hampton Inn & Suites Berkshires-Lenox
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"
Sandra 1-night trip
Posted 23 hours ago
The Cornell Inn, Lenox & The Berkshires
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes itโ€™s historic). Our room was surprisingly cheerful! Iโ€™d stay here again!!"
carole 1-night trip
Posted 1 day ago
The Red Lion Inn
The Whitlock

The Whitlock

10/10 Excellent
"Nice location."
Beverly 2-night trip
Posted 2 days ago
The Whitlock

More cheap stays in The Berkshires

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
S$95
8 Nov - 9 Nov
includes taxes & fees
5.4/10 (926 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
S$110
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
S$128
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
The Yankee Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
S$132
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Quality Inn Lee - Lenox South
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
S$136
24 Nov - 25 Nov
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Whitlock

The Whitlock

16 Church St Lenox MA
S$184
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (404 reviews)
The Whitlock

Hotels in The Berkshires with star rating

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Stunning Outdoor Activities: The Berkshires offers a plethora of outdoor adventures, from skiing at local resorts to exploring scenic hiking trails.
  • Rich Cultural Experiences: Visitors can explore historic houses, nature reserves, and attractions like the Berkshire Museum, showcasing the region's vibrant history.
  • Charming Accommodations: A variety of lodging options, including delightful bed and breakfasts and wellness resorts, cater to every traveller.
  • Picturesque Landscapes: Enjoy the breathtaking scenery of the Berkshire Hills and serene lakes that invite relaxation.
  • Family-Friendly Atmosphere: The Berkshires provide activities for all, making it a perfect destination for family getaways or romantic retreats.

Find great hotels near The Berkshires

Discover the enchanting charm of The Berkshires, where a variety of lodging options await to suit every traveller's needs. From delightful bed and breakfast establishments to agritourism properties, youโ€™ll find pet-friendly and family-focused accommodations. Enjoy a rejuvenating spa experience or relax in charming lodgings like The Sterling and Bascom Lodge, all while embracing the region's adventurous spirit.

  • Holiday Inn Club Vacations Oak nโ€™ Spruce Resort in the Berkshires by IHG: Nestled 16.1km away from The Berkshires, this 3.5-star resort is a family-friendly haven, catering to those seeking a skiing getaway or a family vacation experience. Rated 9.2 out of 10 by guests, the resort features amenities tailored for children, such as a playground and arcade game room, ensuring younger guests are entertained. With easy access to ski lifts and shuttles, outdoor enthusiasts can indulge in winter sports while families can enjoy onsite facilities like mini golf and a pool gate for safety.
  • The Black Swan Lee - Lenox, an Ascend Collection Hotel: Situated 19.3km from The Berkshires, this 3-star hotel boasts a guest rating of 9.0 out of 10, making it ideal for adventurous families and pet owners. The hotel offers various recreational activities, including motorboating and fishing onsite, with skiing lessons and tubing nearby. Acknowledging the needs of families, it provides child-friendly amenities such as window guards and cribs. Moreover, pet-friendly policies ensure that furry companions can join the holiday fun, albeit with certain restrictions.
  • Quality Inn Great Barrington: Located 17.7km from The Berkshires, this budget-friendly hotel has earned an 8.4 out of 10 rating. Quality Inn Great Barrington is suitable for business travellers and adventure seekers alike, offering easy access to skiing, hiking, and snowshoeing activities in the vicinity. Guests appreciate the comfortable accommodations and the variety of outdoor options available to them, making it a practical choice for those looking for an economical yet enjoyable stay.

Where to stay near The Berkshires

The Berkshires offer a perfect blend of outdoor adventure and serene scenery, making it an ideal destination for relaxation and exploration. Discover the charming Berkshire Hills, unwind at a wellness resort, and indulge in sophisticated pastimes amidst the picturesque landscapes. From family-friendly activities to romantic getaways, this New England gem invites you to experience its rich history and vibrant atmosphere, ensuring a memorable vacation for every traveller.

  • Great Barrington: Nestled 17.7km from The Berkshires, Great Barrington is an inviting city known for its diverse outdoor experiences. This charming locale attracts visitors year-round, with peak numbers from June to August, ideal for those seeking skiing and adventure sports in the colder months. The surrounding natural beauty features picturesque lakes and mountains, making it a perfect base for nature enthusiasts. Popular venues include ski fields and resorts, ensuring that adventurers can indulge in thrilling activities while soaking in the stunning landscapes of nearby state parks.
  • Stockbridge: Located 19.3km from The Berkshires, Stockbridge is a cultural gem that enchants visitors with its romantic atmosphere and rich artistic heritage. The city experiences its highest footfall from July to September, drawing those eager to immerse themselves in music concerts, theatre performances, and various entertainment offerings. Notable landmarks include serene lakes and historical monuments, which provide a glimpse into the area's past. Stockbridge is perfect for couples and culture enthusiasts looking to enjoy a vibrant arts scene amid the tranquillity of stunning natural surroundings.
  • Lee: Just 17.7km from The Berkshires, Lee is a delightful city that welcomes travellers seeking family-friendly and romantic experiences. With visitor numbers peaking from June to August, it offers a lively atmosphere for those looking to enjoy theatre performances and music concerts. Surrounded by enchanting lakes and majestic mountains, Lee boasts remarkable local attractions, including significant monuments that reflect its rich history. This charming city serves as an ideal destination for families and couples looking to create memorable experiences in a picturesque setting.

Things to do near The Berkshires

Shopping

In the heart of The Berkshires, you can explore the quaint shops in Lenox, offering unique gifts and local art. For a variety of artisanal goods, visit the Berkshire Mall in Lanesborough, where youโ€™ll find a selection of familiar brands and charming boutiques.

Recreation

Experience the tranquillity at Canyon Ranch in Lenox, where you can indulge in holistic treatments and enjoy fitness classes amid stunning nature. Nearby, Tanglewood offers outdoor concerts that harmonise beautifully with the serene landscape, making for a delightful cultural outing.

At Kripalu Centre for Yoga & Health, immerse yourself in yoga retreats and wellness workshops, surrounded by picturesque views. Enjoy hiking the nearby Appalachian Trail, where scenic vistas and fresh air invigorate your spirit during your exploration.

Visit the stunning Miraval Berkshires for luxurious spa treatments and mindful activities, set against the backdrop of lush greenery. Afterward, take a leisurely stroll through the charming town of Stockbridge, where art galleries and quaint shops await your discovery.

Adventure

Lime Rock Park, located 33.8km from The Berkshires, offers an exhilarating motor racing experience, perfect for adrenaline seekers. Meanwhile, Catamount Aerial Adventure Park, situated 27.4km away, features a thrilling zipline ropes course amidst beautiful outdoor scenery for those seeking adventure in nature.

Nightlife

In The Berkshires, venues like the Barrington Stage Company showcase captivating performances, while The Colonial Theatre offers an enchanting atmosphere for live music. For a more relaxed vibe, head to a local pub, where you can enjoy craft beers and mingling with friendly locals.

*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 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. Don't miss the scenic vistas and local attractions such as the Berkshire Museum and the visitors bureau. A map of the Berkshires will enhance your exploration of this beautiful region, ensuring a memorable holiday filled with adventure and relaxation.

  • Norman Rockwell Museum: Discover the charm of American illustration at the Norman Rockwell Museum, located 20.9km from The Berkshires. The museum showcases the iconic works of Norman Rockwell, immersing visitors in a rich cultural experience that reflects the warmth and spirit of everyday life.
  • National Shrine of the Divine Mercy: Situated 19.3km away, the National Shrine of the Divine Mercy offers a serene atmosphere for reflection and peace. This sacred space is dedicated to the message of divine mercy, providing a tranquil retreat amidst its beautiful surroundings.
  • Lake Buel: Just 9.7km from The Berkshires, Lake Buel is a picturesque spot ideal for outdoor activities. With its scenic views and beach-like ambiance, it invites visitors to relax, enjoy water sports, or simply bask in the romantic atmosphere.

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

The nearest major airports for your trip to The Berkshires

Accessing The Berkshires is convenient via several major airports. New York's JFK Airport is situated 177.0km away, with nearby hotels such as The William Vale, Arlo Williamsburg, and The Boro Hotel, all offering luxurious accommodations about 17.7km from the airport. BOSton's Logan International Airport, also 177.0km from The Berkshires, features excellent hotels like Encore Boston Harbor, InterContinental Boston, and The Langham, all within a short distance of 2 to 4.8km from the terminal. Additionally, LaGuardia Airport in New York is located 165.8km away, with premium options such as Hilton Club The Quin and The Plaza, both within 9.7km of the airport.

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