Search The Berkshires hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for The Berkshires hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is NZ$171
includes taxes & fees
23 Feb - 24 Feb
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (855 reviews)
  • cleanliness
    Experience Berkshires charm with on-site American dining and attentive service.
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is NZ$163
includes taxes & fees
8 Mar - 9 Mar
Berkshires Untold

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,236 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is NZ$210
includes taxes & fees
22 Feb - 23 Feb
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is NZ$188
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (600 reviews)
  • cleanliness
    Enjoy the Berkshires with indoor pool and nearby Tanglewood Music Centre.
"Our stay was great! "
United States
Gianna
The price is NZ$233
includes taxes & fees
15 Mar - 16 Mar
Courtyard by Marriott Lenox Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (834 reviews)
  • cleanliness
    Berkshire getaway with 4 swimming pools offers seasonal outdoor retreat.
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is NZ$240
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is NZ$181
includes taxes & fees
4 Mar - 5 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (840 reviews)
  • cleanliness
    Experience the beauty of the Berkshires at a cosy lodge with golf access and pool.
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NZ$247
includes taxes & fees
16 Feb - 17 Feb
Berkshire Mountain Lodge

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (823 reviews)
  • cleanliness
    Explore city centre Pittsfield from a stylish hotel with complimentary WiFi and parking.
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is NZ$275
includes taxes & fees
19 Feb - 20 Feb
Hotel On North

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Convenient Lenox hotel with indoor pool near Tanglewood Music Centre.
"The room and amenities were amazing. "
United States
Kathleen
The price is NZ$220
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Berkshires-Lenox

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (731 reviews)
  • cleanliness
    Unwind in the Berkshires with indoor pool and free hot breakfast each morning.
"Great property, very accommodating. "
United States
Shanice
The price is NZ$198
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (667 reviews)
  • cleanliness
    Perfect setting for a Berkshires visit with an indoor pool and Asian dining.
" Nice staff - beautiful hotel!"
United States
MARY
The price is NZ$252
includes taxes & fees
15 Mar - 16 Mar
Hilton Garden Inn Lenox Pittsfield

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (767 reviews)
  • cleanliness
    Rest in a peaceful Berkshires retreat with a fitness centre and indoor pool.
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NZ$279
includes taxes & fees
23 Feb - 24 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is NZ$344
includes taxes & fees
4 Mar - 5 Mar
The Red Lion Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (573 reviews)
  • cleanliness
    Visit scenic Williamstown and relax at this hotel with a welcoming bar and garden.
"Very pleasant and relaxing place to stay"
United States
steve
The price is NZ$357
includes taxes & fees
11 Mar - 12 Mar
The Williams Inn

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
The price is NZ$297
includes taxes & fees
15 Mar - 16 Mar
Hideaway Inn Lenox

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,001 reviews)
"Spotless and front desk staff...friendly and accommodating "
United States
Barbara
The price is NZ$203
includes taxes & fees
15 Mar - 16 Mar
Hotel Downstreet, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Centre and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is NZ$155
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Lee - Lenox South

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (287 reviews)
  • cleanliness
    Chic Lenox escape minutes from Tanglewood with scenic hiking trails nearby.
"Super cute place and walking distance to a bunch of great shops and food! "
United States
Gina
The price is NZ$235
includes taxes & fees
18 Feb - 19 Feb
The Whitlock

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is NZ$177
includes taxes & fees
1 Mar - 2 Mar
Best Western Plus Berkshire Hills Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Holiday Rentals in The Berkshires

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Western Massachusetts attractions

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.

The Berkshires which includes flowers
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

More cheap accommodation in The Berkshires

Find out more about The Berkshires

Top reasons to visit The Berkshires

  • Stunning Outdoor Adventures: The Berkshires offers breathtaking mountain views, perfect for hiking, skiing, and family-friendly activities.
  • Cultural Experiences: Immerse yourself in local history by visiting historic houses, libraries, and the Berkshire Museum.
  • Charming Towns: Explore picturesque towns that showcase a rich heritage and unique local character.
  • Wellness Retreats: Enjoy mindfulness retreats and wellness activities amidst serene surroundings.
  • Diverse Accommodation: Choose from charming bed and breakfasts to unique agritourism properties for a memorable stay.

Find great hotels near The Berkshires

Discover a diverse selection of accommodation options in The Berkshires, from charming bed and breakfasts to unique agritourism properties. Whether you seek adventure, a family-friendly atmosphere, or pet-friendly amenities, you'll find the perfect base for your getaway. Explore the best Berkshires hotels and suites that cater to every traveler's needs, ensuring an unforgettable experience in this picturesque region of Massachusetts.

  • 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 haven for adventurous spirits and welcoming to LGBTQIA travellers. With access to ski shuttles and lifts nearby, it’s the perfect base for winter sports enthusiasts. The resort offers a plethora of adventure activities, including hiking, snowboarding, and tubing. Guests appreciate the spacious accommodations and onsite recreational options, making it an ideal choice for those seeking excitement and connection in a beautiful setting.
  • The Black Swan Lee - Lenox, Ascend Hotel Collection: Situated 19.3km from The Berkshires, this 3-star hotel is a charming retreat for families and pet lovers alike. The Black Swan Lee offers a range of adventure activities, such as kayaking and fishing right onsite. Families will find amenities designed for children, including free cribs and safety features. With a pet-friendly policy that accommodates dogs, this hotel provides a warm and accommodating atmosphere for all, ensuring an unforgettable stay for the entire family.
  • Quality Inn: Located 17.7km from The Berkshires, Quality Inn is tailored for business travellers and adventure seekers. This hotel offers essential facilities for corporate needs along with nearby recreational activities like downhill skiing and snowshoeing. Guests appreciate the convenience of onsite amenities while being close to natural adventures. Whether you’re mixing business with pleasure or seeking an active getaway, Quality Inn provides a comfortable and practical choice for your stay in the Berkshires.

Where to stay near The Berkshires

The Berkshires offer a stunning blend of outdoor adventure and serene scenery, perfect for a memorable holiday. Explore the picturesque views of the Berkshire Mountains, where family-friendly activities and romantic escapes abound. Wander through charming towns that showcase historical vibes, and immerse yourself in the breathtaking landscapes that define this region. Whether you're hiking, relaxing, or enjoying local culture, The Berkshires promise an unforgettable experience for every traveller.

  • Great Barrington: Nestled 17.7km from The Berkshires, Great Barrington is a vibrant city renowned for its outdoor adventures. With a blend of scenic mountains and tranquil lakes, it attracts visitors year-round, particularly from June to August. Known for its skiing opportunities and adventure sports, it’s a haven for thrill-seekers. After a day on the slopes, explore the charming downtown with its local shops and eateries, or unwind in nearby national parks, where you can soak in the natural beauty.
  • Lee: Also located 17.7km from The Berkshires, Lee offers a delightful mix of family-friendly fun and romantic experiences. This charming city experiences peak visitor numbers from June to August, and again in winter. With attractions like theatres and music concerts, there's always something happening. Take a leisurely stroll around the picturesque lakes, or visit local monuments that narrate the area's rich history. Lee is perfect for those looking to enjoy a cultural escape while still embracing the great outdoors.
  • Stockbridge: Just 19.3km away from The Berkshires, Stockbridge is steeped in culture and charm. Visitors flock here from July to September, drawn by its romantic atmosphere and entertainment options. The city's rich artistic heritage is showcased through its vibrant music scene and theatre performances. Explore the serene lakes and significant monuments that dot the landscape, or visit the iconic shrine, making it a perfect spot for those seeking both relaxation and inspiration.

Things to do near The Berkshires

The Berkshires offers a stunning backdrop for outdoor adventures, perfect for those seeking scenery and excitement. Popular activities include skiing at renowned resorts, as well as mindfulness retreats and wellness activities. Visitors can unwind at local movie theatres or explore the beautiful ski fields that this picturesque region has to offer, making it an ideal destination for both relaxation and adventure.

Shopping

The Berkshires offers a delightful shopping experience. The Lee Premium Outlets, located 16.1km away, is perfect for various brands. For unique gifts, visit the Berkshire Mountain Country Store, 17.7km away, or explore The Bookstore, 24.1km away, for a great selection of literature.

Recreation

Experience the vibrant atmosphere at Jacob's Pillow, where you can enjoy captivating dance performances amidst a cultural backdrop. For a musical escape, Tanglewood Music Center offers enchanting concerts that resonate with entertainment vibes. Unwind at Goose Pond Reservation, a peaceful spot perfect for relaxation and rejuvenation in nature.

Adventure

Experience the thrills of Ski Butternut, a ski field located 14.5km from The Berkshires, perfect for snow sports enthusiasts. For a scenic adventure, hike the Housatonic River Walk, situated 17.7km away, where you can enjoy stunning outdoor views. Otis Ridge, a ski field only 4.8km away, offers fantastic skiing opportunities.

Nightlife

The Berkshires offers vibrant nightlife with venues like the Mahaiwe Performing Arts Center and Infinity Music Hall and Bistro, both 11 and 19.3km away, showcasing culture and romance. Enjoy family-friendly entertainment at the Berkshire Theatre Festival, perfect for an enriching evening out.

*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 offers an enchanting blend of outdoor adventures and cultural experiences, perfect for a scenic getaway. Visitors can explore historic houses, pristine lakes, and charming libraries while immersing themselves in the region's rich heritage. For a relaxing stay, consider the best local resorts, and don't miss the Berkshire Museum for a taste of local art and history. Whether seeking adventure or tranquility, the Berkshires has something for every traveller.

  • National Shrine of the Divine Mercy: Located 19.3km from The Berkshires, this serene shrine offers a peaceful atmosphere infused with rich cultural vibes. Visitors can explore beautiful grounds and engage in spiritual reflection amidst stunning architecture.
  • Otis Reservoir: Just 8.0km away, Otis Reservoir is a picturesque lake perfect for a romantic getaway. Enjoy sandy beaches, scenic views, and a variety of outdoor activities like swimming, kayaking, and picnicking with loved ones.
  • Ashintully Gardens: A mere 6.4km from The Berkshires, these enchanting botanical gardens provide a delightful outdoor experience for families. Wander through beautifully landscaped paths, vibrant flowers, and serene water features, perfect for relaxation and exploration.

Best time to go to The Berkshires

The best time to visit The Berkshires is dependant 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1000000000000005°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1000000000000005°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.800000000000001°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 (20.200000000000003°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 visit to The Berkshires, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is the closest, situated 46.7km away. Nearby hotels include the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Simsbury 1820 House, a charming 4-star bed & breakfast 11.3km away. Albany, NY (ALB-Albany Intl.) is 83.7km from The Berkshires, with quality accommodations like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 12.9km from the airport. Worcester, MA (ORH-Worcester Regional) lies 106.2km away, offering hotels like Beechwood Hotel, just 8.0km from the airport.

Explore a world of travel with Expedia