Photo by Photo courtesy of Berkshire Visitors Bureau

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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, (1002)
Immerse yourself in mountain vistas at this Lenox hotel, where peaceful accommodation include refrigerators and microwaves. Unwind in the spa pool, swim in the indoor or seasonal outdoor pool, and enjoy complimentary breakfast before exploring nearby attractions.

"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is NZ$194
includes taxes & fees
5 Jan - 6 Jan 2026
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (821)
This Lenox lodge combines comfort with convenience, just a short drive from Tanglewood Music Centre. The Club Room serves delicious American cuisine, while a welcoming bar and outdoor terrace enhance your stay. Kennedy Park and Pleasant Valley Wilderness Sanctuary await nearby.

"Easiest check in and out. Great food in dining room. "
United States
William
The price is NZ$242
includes taxes & fees
4 Jan - 5 Jan 2026
Berkshires Untold

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, (1001)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Centre. After working out in the 24-hour fitness centre, savour Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.

"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NZ$199
includes taxes & fees
7 Jan - 8 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (449)
"It is the perfect place to stay!"
United States
Darrell
The price is NZ$313
includes taxes & fees
29 Jan - 30 Jan 2026
The Porches Inn at Mass MoCA

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NZ$349
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (796)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and spa pool for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.

"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is NZ$227
includes taxes & fees
11 Jan - 12 Jan 2026
Berkshire Mountain Lodge

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
Minutes from Barrington Stage Company and Berkshire Athenaeum, this hotel offers comfortable rooms and attentive service. Just a 2-minute walk from Pittsfield Intermodal Transport Centre, enjoy room service and the convenient city centre location.

"Clean room and staff was super friendly"
United States
Yuen
The price is NZ$285
includes taxes & fees
30 Dec - 31 Dec
Hotel On North

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2190)
"I great place to stay!!"
United Kingdom
Maricel
The price is NZ$218
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1003)
Conveniently located a 6-minute walk from Pittsfield Intermodal Transport Centre, this hotel offers peaceful accommodation with an indoor pool. Enjoy the fitness centre, bar, and coffee shop after exploring nearby Berkshire Museum and Colonial Theatre.

"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is NZ$169
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (759)
Tranquil accommodation in Great Barrington offer soundproof rooms for undisturbed sleep. The helpful staff, complimentary breakfast, and free parking enhance your stay, while restaurants within walking distance and nearby Housatonic River provide convenient exploration options.

"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NZ$258
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
Explore the Berkshires from this welcoming hotel with free breakfast and parking. Just a 10-minute drive to Tanglewood Music Centre, the indoor pool offers year-round relaxation. Nearby attractions include Guido's Marketplace and Bousquet Ski Area.

"Very comfortable beds! "
United States
Gerald
The price is NZ$196
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (439)
Tucked in West Stockbridge, this charming B&B offers complimentary morning meals and convenient self parking. Outdoor enthusiasts can explore nearby hiking trails, kayaking spots, and mountain biking routes. Ebenezer II Gifts and Hotchkiss Mobile Studio await just minutes away.

"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is NZ$204
includes taxes & fees
6 Jan - 7 Jan 2026
Shaker Mill Inn

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, (713)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness centre, and complimentary WiFi.

"We stay here every year and it never disappoints "
United States
Elizabeth
The price is NZ$195
includes taxes & fees
28 Jan - 29 Jan 2026
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, (659)
Explore Berkshire County from this Pittsfield hotel featuring an indoor pool and fitness centre. Enjoy meals at Jae's Asian Fusion restaurant and bar, plus in-room refrigerators and microwaves. Nearby attractions include Herman Melville's Arrowhead and Guido's Marketplace.

"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NZ$245
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield

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, (812)
Nestled in the Berkshires, this family-friendly resort features 2 outdoor and 2 indoor swimming pools. Enjoy refreshments at the pool bar or coffee shop while staying near cultural attractions like Tanglewood Music Centre and Berkshire Theatre Festival.

"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (555)
Nestled near Williams College, this inviting hotel offers free WiFi and parking plus a fitness centre. Savour American cuisine at The Barn Kitchen & Bar, unwind on the terrace, or explore nearby Denison Park. Helpful staff enhance your stay.

"staff was great"
United States
Tim
The price is NZ$419
includes taxes & fees
1 Jan - 2 Jan 2026
The Williams Inn

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
Charming Cornell Inn offers a peaceful garden retreat within walking distance to Lenox attractions. Enjoy complimentary gourmet breakfast and unwind with a drink at the bar before retiring to comfortable rooms. Free WiFi and parking enhance your Berkshires getaway.

"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is NZ$282
includes taxes & fees
4 Jan - 5 Jan 2026
The Cornell Inn, Lenox & The Berkshires

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374)
Experience tranquility at this peaceful B&B in Lee, where deep-tissue massages and aromatherapy await. Just a 10-minute drive from Tanglewood Music Centre, guests enjoy access to a spa pool, terrace, and snack bar while exploring nearby Berkshire attractions.

"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
Located minutes from Tanglewood Music Centre, this Lenox hotel offers an indoor pool, bar, and free parking. Grab coffee at the café before exploring nearby Kennedy Park. Business travellers will appreciate the free WiFi and convenient amenities.

"Rooms were very clean and spacious."
United States
Morgan
The price is NZ$258
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is NZ$236
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel
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.

Holiday Rentals in The Berkshires

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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.

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