Photo by Photo courtesy of Berkshire Visitors Bureau

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Our top choices for The Berkshires hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,840 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is NZ$179
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires

2. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay"
United States
Michael
The price is NZ$267
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is NZ$192
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge

4. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,073 reviews)
"Nice Hotel"
United States
Juan
The price is NZ$210
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold

5. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,008 reviews)
"The location was good for our trip."
United States
Basil
The price is NZ$222
includes taxes & fees
17 Nov - 18 Nov
The Yankee Inn

6. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is NZ$401
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is NZ$212
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

8. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is NZ$621
includes taxes & fees
17 Nov - 18 Nov
The Old Inn On The Green

9. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
Gedney Farm

10. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is NZ$268
includes taxes & fees
24 Nov - 25 Nov
East Rock Inn

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is NZ$218
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NZ$346
includes taxes & fees
15 Nov - 16 Nov
The Cornell Inn, Lenox & The Berkshires

13. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is NZ$245
includes taxes & fees
16 Nov - 17 Nov
Jiminy Peak Mountain Resort

14. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is NZ$284
includes taxes & fees
17 Nov - 18 Nov
Little Cat Lodge

15. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (984 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is NZ$228
includes taxes & fees
30 Nov - 1 Dec
Hotel On North

16. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 reviews)
"Great experience!"
United States
Sunny
The price is NZ$532
includes taxes & fees
1 Dec - 2 Dec
Prospect Berkshires

17. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,004 reviews)
"Restaurant inside inn was comforting and had a great vibe."
United States
Enrique
The price is NZ$335
includes taxes & fees
15 Nov - 16 Nov
Simsbury 1820 House

18. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,000 reviews)
"Very cozy and clean. Would absolutely book again"
United States
Alicia
The price is NZ$294
includes taxes & fees
15 Nov - 16 Nov
Avon Old Farms Hotel

19. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is NZ$150
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Great Barrington

20. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,002 reviews)
"We really enjoyed our stay. Room was clean and quiet."
United States
Philip
The price is NZ$596
includes taxes & fees
29 Nov - 30 Nov
The Litchfield Inn
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.

Stay near popular The Berkshires 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.

A large white building with multiple chimneys, surrounded by lush gardens with various flowers.
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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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