Hotels in The Berkshires

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Popular hotels in The Berkshires

Discover well-known properties in The Berkshires that are favoured by visitors more than others. There are 930 hotels in The Berkshires and price data was last updated on 22 January 2026. The average price for a hotel in The Berkshires is .
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461 Pittsfield Road, Lenox, MA, United States
Thank you for choosing our The Yankee, Trademark Collection by Wyndham hotel.
Pool
Free Wi-Fi
Parking
8.6
Excellent
1317 reviews
Location
5.4 km from city centre
₹ 7,411
30 Main Street, Stockbridge, MA, United States
Historic hotel with 3 restaurants and a fitness center This smoke-free hotel features 3 restaurants, an outdoor pool, and a fitness center. WiFi in public areas is free. Other amenities include a bar/lounge, a 24-hour business center, and coffee/tea in a common area. The Red Lion Inn offers 125 air-conditioned accommodations with DVD players and bathrobes. Beds feature Frette Italian sheets. Cable television is provided. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered daily and hypo-allergenic bedding can be requested. Recreational amenities at the hotel include an outdoor pool and a fitness center. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
7.9
Good
622 reviews
Location
1.0 km from city centre
₹ 16,926
1 West Street, Pittsfield, MA, United States
Settle in and experience the best of the Berkshires at Holiday Inn & Suites Pittsfield. Perfectly located in the heart of the region, our hotel puts you close to mountain views, scenic trails, and local culture. Catch a show at the Colonial Theatre or Barrington Stage, spend a summer evening at Tanglewood, or explore outdoor adventures like hiking the Appalachian Trail and skiing at Jiminy Peak. Here for work? We’re minutes from Berkshire Health Systems and General Dynamics, offering convenience for business travelers without sacrificing comfort. After a productive day or time spent exploring, unwind with a swim in our indoor pool, a workout in the Fitness Center, or dinner and drinks at our on-site restaurant and bar. With spacious rooms, free Wi-Fi, and a warm, welcoming atmosphere, we make it easy to relax, recharge, and enjoy every moment in Pittsfield.
Pool
Free Wi-Fi
7.6
Good
613 reviews
Location
0.8 km from city centre
₹ 8,692
190 Meadow Street, Lee, MA, United States
The beautiful Berkshires may remind you of those quintessential Norman Rockwell paintings. But families don’t need to stay “picture-perfect” to have a great time hiking, skiing, rafting or enjoying fall leaves all near the Appalachian Trail. Messy hair and muddy shoes from the great outdoors are the norm here. After a day of exploring, Oak n’ Spruce Resort is the perfect place to kick up your feet and relax. Located in South Lee, near Lenox, MA, Oak n’ Spruce Resort is a family-inspired retreat that features indoor and outdoor pools, an arcade, pool tables, movie theater, 18-hole mini golf course, sports courts and two bars. It’s also at the heart of outdoor fun and cultural attractions. Visit the Norman Rockwell Museum and Tanglewood, the summer home of the Boston Symphony Orchestra. Tap into your adventurous side and go skiing or boating. Take a hike in Mount Greylock State Reservation to reach the highest elevation in the state and fill up your camera roll with brightly colored fall foliage. Or venture out of South Lee and Lenox, MA, and head over to Albany, NY, and Hartford, CT, both about an hour away. Oak n’ Spruce Resort offers spacious one- to three-bedroom villas from 826 to 1,689 square feet. Each comes with extra space in the living room and a full-sized kitchen, along with washers and dryers in select villas. Laundry facilities are also available onsite. Please note there is a resort fee that includes a variety of onsite amenities.
Pool
Free Wi-Fi
Parking
8.9
Excellent
633 reviews
Location
3.9 km from city centre
₹ 9,881
484 Pittsfield Road, Lenox, MA, United States
Wagon Wheel Inn Massachusetts is located in Lenox and features free Wi-Fi. It also provides snow sports, a 24-hour reception and an express check-in and check-out feature.
Free Wi-Fi
Air conditioning
6.7
Good
411 reviews
Location
5.5 km from city centre
₹ 7,045
Hancock, MA, United States
While you're here, you can enjoy all the comforts of home and more, including a heated pool and a refrigerator, as well as a stovetop and free WiFi. Other amenities include laundry facilities, a freezer, towels, and a DVD player.
Air conditioning
Pool
8.3
Excellent
1251 reviews
Location
3.7 km from city centre
₹ 7,594
445 Pittsfield Road, Lenox, MA, United States
The Hampton Inn & Suites Berkshires Lenox Massachusetts is located just south of Pittsfield, Massachusetts and minutes away from Historic Downtown Lenox, Massachusetts and Tanglewood, summer home of the Boston Symphony Orchestra. Guests will enjoy this prime destination for culture and historic sites: Edith Wharton's The Mount, Naumkeag and Ventfort Hall: recreation: Catamount and Jiminy Peak: art: Norman Rockwell Museum: theatre: The Colonial Theatre, Barrington Stage Company and Shakespeare & Company: world class museums: The Clark, Mass MOCA: dance: Jacob's Pillow and Mahaiwe: and music venues: Tanglewood: just to name a few! The Hampton Inn & Suites Berkshires-Lenox features 79 rooms and suites located in the heart of the culturally rich Berkshire Mountains. Guests will enjoy a welcoming atmosphere as they walk into lobby/seating area with fireplace and large screen television. Whether traveling for business or leisure, you'll find exactly what you need at the Hampton Inn & Suites, Lenox. Along with earning Hilton Honors Points and Miles - you'll enjoy a complimentary On the House hot breakfast daily, exercise room, indoor swimming pool, business center, on-site laundry facilities, complimentary stay for children under 18 accompanied by parents and a meeting facility. Start your day with a complimentary USA Today Monday through Friday and the 100% Hampton Guarantee. Enjoy a relaxing cup of coffee or tea offered 24 hours a day and a fresh cookie at check-in. We love having you here at the Hampton Inn & Suites Berkshires Lenox Massachusetts!
Pool
Free Wi-Fi
Parking
8.6
Excellent
485 reviews
Location
5.2 km from city centre
₹ 10,979
203 Main Street, Lenox, MA, United States
Bed & breakfast in Lenox with free breakfast and a 24-hour front desk This smoke-free bed & breakfast features a restaurant, a bar/lounge, and a coffee shop/cafe. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area are onsite. The Cornell Inn, Lenox & The Berkshires offers 28 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Televisions come with cable channels. Bathrooms include showers and complimentary toiletries. This Lenox bed & breakfast provides complimentary wireless Internet access. Housekeeping is provided daily. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.9
Excellent
695 reviews
Location
1.1 km from city centre
₹ 16,469

Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 930 properties in The Berkshires and data was last updated on 22 January 2026.
Some of the best The Berkshires hotel options as decided by our users. Narrow down your search by reading user reviews, hotel descriptions, and amenities.
20 West Housatonic Street, Pittsfield, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
₹ 8,692
Avg. per night
953 Simonds Road, Williamstown, MA, United States
2.8 km from city centre
Free Wi-Fi
Parking
₹ 6,587
Avg. per night
85 Stockbridge Road, Lee, MA, United States
1.3 km from city centre
Free Wi-Fi
Air conditioning
₹ 25,618
Avg. per night
506 Stockbridge Road, Great Barrington, MA, United States
5.4 km from city centre
Free Wi-Fi
Parking
₹ 10,888
Avg. per night
555 Main Street, Williamstown, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
₹ 9,424
Avg. per night
910 Cold Spring Road, Williamstown, MA, United States
2.7 km from city centre
Free Wi-Fi
Air conditioning
₹ 7,777
Avg. per night

Cheapest hotels in The Berkshires

Discover affordable stays in The Berkshires that provide a quality experience without breaking the bank. Hotels in The Berkshires can be found for as low as ₹ 4,849 per night. There is currently one property in The Berkshires that can be booked for this price. Pleasant Valley Motel West Stockbridge is one of the hotels that can be booked for the lowest price in The Berkshires. Price data was last updated on 22 January 2026
These are the lowest prices we've found on hotels in The Berkshires at the moment. Consider alternative dates if you're able to compare prices.
42 Stockbridge Road, West Stockbridge, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
₹ 4,849
Avg. per night
Lee, MA, United States
3.0 km from city centre
Air conditioning
₹ 5,490
Avg. per night
165 Housatonic Street, Lee, MA, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
₹ 5,673
Avg. per night
247 Stockbridge Road, Great Barrington, MA, United States
1.8 km from city centre
Free Wi-Fi
Parking
₹ 6,130
Avg. per night
400 Stockbridge Road, Great Barrington, MA, United States
2.4 km from city centre
Free Wi-Fi
Parking
₹ 6,313
Avg. per night
1350 West Housatonic Street, Pittsfield, MA, United States
5.7 km from city centre
Free Wi-Fi
Parking
₹ 6,587
Avg. per night

Hotel prices in The Berkshires

Get a sense of the average price and most popular properties to stay in The Berkshires to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in The Berkshires at attractive prices. Price data was last updated on 22 January 2026.
Some of the best options for booking a hotel in The Berkshires categorized by hotel class. We've also highlighted the most popular hotels and best value within each hotel class.

Where to stay in The Berkshires

Explore different neighbourhoods and areas within The Berkshires to find the perfect location for your stay. Map data was last updated on 22 January 2026.
Navigate to the areas in The Berkshires you plan to visit to find hotels that are close by. You can find more information on a particular hotel within the map by clicking on its name.

Facts about staying in The Berkshires

Find useful tips and insights about staying in The Berkshires to help you make the most of your experience. FAQs were last updated on 22 January 2026.
  • Where is the best place to stay in The Berkshires?

    Great Barrington, Salisbury, and Lenox are some of the most favoured places to stay in The Berkshires.

  • What are the best hotels in The Berkshires?

    The Yankee, Trademark Collection by Wyndham is a very popular hotel in The Berkshires, with a score of 8.6 from 1,317 reviews. The Red Lion Inn (7.9 from 622 reviews) and Holiday Inn & Suites Pittsfield-Berkshires By IHG (7.6 from 613 reviews) are also highly rated The Berkshires hotels based on recent feedback from HotelsCombined users.

  • What is a good hotel near Tanglewood?

    Apple Tree Inn is a hotel near Tanglewood that is popular with HotelsCombined users, scoring 7.7 across 369 reviews.

  • What is a good hotel in The Berkshires near Ski Butternut?

    The most popular hotel near Ski Butternut is Mountain View Motel - Great Barrington, with 76 HotelsCombined users scoring it 7.7/10.

  • Is there a good hotel near Williams College?

    A good hotel near Williams College is The Williams Inn, which has been rated 9.3/10 by 183 HotelsCombined user reviews.

  • What are the most popular landmarks to visit in The Berkshires?

    The most popular landmark in The Berkshires is Tanglewood located in Lenox, followed by Ski Butternut and Williams College, located in Great Barrington and Williamstown, respectively. Depending on where and how long you plan on staying in The Berkshires, you may be able to visit at least one of these cities.

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Find better results for your stay in The Berkshires

Consider these popular 3-star hotels in The Berkshires

Stay at one of these The Berkshires 3-star hotels that users have found on HotelsCombined.