Hotels in The Berkshires
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Popular hotels in The Berkshires
Discover well-known properties in The Berkshires that are favored by visitors more than others. There are 1,150 hotels in The Berkshires and price data was last updated on July 3, 2025. The average price for a hotel in The Berkshires is .
The following hotels are among the most sought after in the The Berkshires area. Users can utilize the filters available to narrow down their search.
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All filters461 Pittsfield Road, Lenox, MA, United States
Thank you for choosing our The Yankee, Trademark Collection by Wyndham hotel.
Pool
Free Wi-Fi
Parking
8.5
Excellent
1237 reviews
Location
3.4 mi from city centre
$139
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
8.3
Excellent
568 reviews
Location
0.6 mi from city centre
$248
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
8.8
Excellent
541 reviews
Location
2.5 mi from city centre
$134
11 Old Stockbridge Road., Lenox, MA, United States
Hotel with free breakfast, near Tanglewood Music Center This smoke-free hotel features a fitness center, coffee/tea in a common area, and concierge services. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a library, express check-out, and wedding services. The Constance, The Whitlock, & The Dewey By The Lenox Collection offers 66 air-conditioned accommodations with complimentary bottled water and designer toiletries. Televisions come with cable channels. Bathrooms include showers, complimentary toiletries, and hair dryers. This Lenox hotel provides complimentary wireless Internet access. Housekeeping is provided daily. Recreational amenities at the hotel include a fitness center. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.2
Excellent
364 reviews
Location
0.0 mi from city centre
$187
1 West Street, Pittsfield, MA, United States
Located in downtown Pittsfield, Massachusetts, the Holiday Inn & Suites features a modern design throughout the hotel and all the essential amenities guests need when traveling. The hotel is located within minutes of area businesses, including Berkshire Health Systems, General Dynamics and major attractions, ensuring a convenient location for all travelers.From perusing the halls of the renowned Norman Rockwell Museum to touring Hancock Shaker Village, you'll find plenty of great attractions near our property. The world-famous Williamstown Theatre Festival and Tanglewood Music Festival call the Berkshires of Western Massachusetts home. Our hotel's guests won't want to miss Colonial Theatre performances, just across the street.With 12,000 sq ft of diverse banquet space which can accommodate events from 5 to 1,000 guests the Holiday Inn & Suites is the largest event facility in the Berkshires and provides unbeatable service weather you are hosting your wedding reception or corporate conference with us. Savvy travelers looking for a comfortable stay appreciate our amenities which include hotel-wide free Wi-Fi access and Fitness Center, indoor pool, and guest laundry.Need to stay more than a few days? Don't forget to ask us about our new long term stay suites.We look forward to your visit!
Pool
Free Wi-Fi
7.6
Good
584 reviews
Location
0.5 mi from city centre
$139
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
8.9
Excellent
459 reviews
Location
3.2 mi from city centre
$161
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 offers 28 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Televisions come with cable channels. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided daily. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
9.4
Excellent
624 reviews
Location
0.7 mi from city centre
$211
Top-rated The Berkshires hotels
Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,150 properties in The Berkshires and data was last updated on July 3, 2025.
According to our users, these are some of the best hotels to stay at in The Berkshires. Skim through hotel descriptions and user reviews to find the right one for you.
20 West Housatonic Street, Pittsfield, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$144
Avg. per night
953 Simonds Road, Williamstown, MA, United States
1.8 mi from city centre
Free Wi-Fi
Parking
$99
Avg. per night
430 East Street, Lenox, MA, United States
1.6 mi from city centre
Free Wi-Fi
Parking
$186
Avg. per night
85 Stockbridge Road, Lee, MA, United States
0.8 mi from city centre
Free Wi-Fi
Air Conditioning
$300
Avg. per night
506 Stockbridge Road, Great Barrington, MA, United States
3.4 mi from city centre
Free Wi-Fi
Parking
$143
Avg. per night
555 Main Street, Williamstown, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$133
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 $57 per night. There is currently one property in The Berkshires that can be booked for this price. Econo Lodge is one of the hotels that can be booked for the lowest price in The Berkshires. Price data was last updated on July 3, 2025
These are the lowest prices we've found on hotels in The Berkshires at the moment. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.
$57
Avg. per night
42 Stockbridge Road, West Stockbridge, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$74
Avg. per night
484 Pittsfield Road, Lenox, MA, United States
3.4 mi from city centre
Free Wi-Fi
Parking
$77
Avg. per night
400 Stockbridge Road, Great Barrington, MA, United States
1.5 mi from city centre
Free Wi-Fi
Parking
$84
Avg. per night
12703 Route 22, Canaan, NY, United States
4.2 mi from city centre
Free Wi-Fi
Parking
$86
Avg. per night
165 Housatonic Street, Lee, MA, United States
0.4 mi from city centre
Free Wi-Fi
Air Conditioning
$87
Avg. per night
462 Pittsfield Road, Lenox, MA, United States
3.3 mi from city centre
Free Wi-Fi
Parking
$88
Avg. per night
16 Cheshire Road, Pittsfield, MA, United States
2.5 mi from city centre
Free Wi-Fi
Parking
$88
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 July 3, 2025.
An overview of the average price of hotels by hotel class in the The Berkshires. Change the dates at the top of the page to see more options in The Berkshires.
4 stars +
20 West Housatonic Street, Pittsfield, MA, United States
$144
3 stars
190 Meadow Street, Lee, MA, United States
$134
203 Main Street, Lenox, MA, United States
$211
2 stars and under
16 Cheshire Road, Pittsfield, MA, United States
$88
462 Pittsfield Road, Lenox, MA, United States
$88
213 Main Street, Williamstown, MA, United States
$123
Other accommodations in The Berkshires
Find the perfect hostel, theme hotel, or vacation rental for your stay in The Berkshires. There are 1,150 hotels in The Berkshires and price data was last updated on July 3, 2025. The average price for a stay in The Berkshires is .
$23
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$49
Avg. per night
Vandkunsten 5, Copenhagen, Capital Region, Denmark
0.7 mi from city centre
Free Wi-Fi
$28
Avg. per night