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Hotels in The Berkshires

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The Berkshires
7 May — 8 May2
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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 1,143 hotels in The Berkshires and price data was last updated on 30 April 2025. The average price for a hotel in The Berkshires is .
These hotels are among the most popular places to stay for users visiting The Berkshires. Try adjusting the dates or room and guest combinations if you're not seeing the options you're looking for.
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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
8.4
Excellent
1217 reviews
Location
5.4 km from city centre
S$ 128
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
8.4
Excellent
560 reviews
Location
1.0 km from city centre
S$ 247
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
8.7
Excellent
509 reviews
Location
3.9 km from city centre
S$ 150
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
570 reviews
Location
0.8 km from city centre
S$ 158
11 Old Stockbridge Road., Lenox, MA, United States
Hotel in Lenox with free breakfast and a fitness 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
340 reviews
Location
0.1 km from city centre
S$ 165
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
8.8
Excellent
451 reviews
Location
5.2 km from city centre
S$ 230
203 Main Street, Lenox, MA, United States
Bed & breakfast in Lenox with free breakfast and a coffee shop 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
9.5
Excellent
609 reviews
Location
1.1 km from city centre
S$ 238
415 Stockbridge Road, Great Barrington, MA, United States
The Holiday Inn Express Great Barrington provides the perfect home base while visiting the Berkshires. This property offers all the convenience of home, allowing you to keep up with your routines and be as productive as possible. Complimentary Hot Breakfast, 24-hour Fitness Center, Business Center and Market/Sundry Shop offer great convenience and quality throughout your stay. Our hotel is located just minutes from Ski Butternut and Catamount Ski areas with discounted rates available. From daytime and twilight skiing and snowboarding to snowtubing and cross country skiing, the area is a mecca for winter sports enthusiasts. For nearly two decades we have been providing outstanding service for those visiting local boarding schools and colleges such as Simons Rock, Berkshire School, John Dewy Academy, as well as Salisbury School and Hotchkiss School in nearby Connecticut. Whether traveling for business, pleasure or both, the Holiday Inn Express Great Barrington is the place to stay in the Berkshires.
Pool
Free Wi-Fi
Parking
8.5
Excellent
352 reviews
Location
2.4 km from city centre
S$ 181

Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,143 properties in The Berkshires and data was last updated on 30 April 2025.
Our users rated these hotels as some of the best places to stay in The Berkshires. Make sure to read hotel descriptions and reviews to find the right property right for you.
Show all 1,143 hotels
194 Pittsfield Road, Lenox, MA, United States
3.4 km from city centre
Free Wi-Fi
Parking
S$ 174
Avg. per night
20 West Housatonic Street, Pittsfield, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
S$ 166
Avg. per night
430 East Street, Lenox, MA, United States
2.6 km from city centre
Free Wi-Fi
S$ 1,315
Avg. per night
85 Stockbridge Road, Lee, MA, United States
1.3 km from city centre
Free Wi-Fi
Air conditioning
S$ 372
Avg. per night
506 Stockbridge Road, Great Barrington, MA, United States
5.4 km from city centre
Free Wi-Fi
Parking
S$ 132
Avg. per night
555 Main Street, Williamstown, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
S$ 145
Avg. per night
247 Stockbridge Road, Great Barrington, MA, United States
1.7 km from city centre
Free Wi-Fi
Parking
S$ 106
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 S$ 89 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 30 April 2025
Out of the hotels in The Berkshires we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.
Show all 1,143 hotels
42 Stockbridge Road, West Stockbridge, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
S$ 89
Avg. per night
Lee, MA, United States
3.0 km from city centre
Air conditioning
S$ 90
Avg. per night
462 Pittsfield Road, Lenox, MA, United States
5.3 km from city centre
Free Wi-Fi
Parking
S$ 101
Avg. per night
484 Pittsfield Road, Lenox, MA, United States
5.5 km from city centre
Free Wi-Fi
Parking
S$ 101
Avg. per night
953 Simonds Road, Williamstown, MA, United States
2.9 km from city centre
Free Wi-Fi
Parking
S$ 101
Avg. per night
165 Housatonic Street, Lee, MA, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
S$ 101
Avg. per night
400 Stockbridge Road, Great Barrington, MA, United States
2.4 km from city centre
Free Wi-Fi
Parking
S$ 102
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 30 April 2025.
Some of the best options for booking a hotel in The Berkshires categorized by hotel class. We've highlighted the most popular properties according to our users as well as the best value within each hotel class.
2 stars and under

Other accommodations in The Berkshires

Find the perfect hostel, theme hotel, or holiday rental for your stay in The Berkshires.
Show all 1,143 stays
Mason, OH, United States
4.0 km from city centre
Air conditioning
S$ 356
Avg. per night
El Portal, CA, United States
1.5 km from city centre
Air conditioning
S$ 448
Avg. per night
5 rue de Dunkerque, Paris, France
2.4 km from city centre
Free Wi-Fi
Airport shuttle
S$ 70
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
S$ 63
Avg. per night
Vandkunsten 5, Copenhagen, Capital Region, Denmark
1.2 km from city centre
Free Wi-Fi
S$ 35
Avg. per night
912 Connaught Drive, Jasper, AB, Canada
1.2 km from city centre
Pool
Free Wi-Fi
Spa
S$ 666
Avg. per night

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 30 April 2025.
Whether you're visiting The Berkshires for leisure or business, utilize the map to find hotels close to your ideal location. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

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 30 April 2025.
  • Where is the best place to stay in The Berkshires?

    Great Barrington, Lenox, and Pittsfield are the most popular places on HotelsCombined for stays in The Berkshires.

  • What are the best hotels in The Berkshires?

    One of the most popular hotels in The Berkshires is The Yankee, Trademark Collection by Wyndham, which has been reviewed by 1,217 users and currently has a rating of 8.4/10. Other top-rated locations include The Red Lion Inn and Holiday Inn Club Vacations Oak n' Spruce Resort, which have received 8.4/10 and 8.7/10 ratings from our users, respectively.

  • What is a good hotel near Tanglewood?

    A good hotel close to Tanglewood is Apple Tree Inn (rated 8.4/10 from 345 reviews).

  • What is a good hotel in The Berkshires near Mass MoCA?

    The Porches Inn At Mass Moca is rated 8.7 from 224 reviews and is close to Mass MoCA.

  • Is there a good hotel near Williams College?

    A good hotel near Williams College is Fairfield Inn & Suites by Marriott Williamstown, which has been rated 8.4/10 by 108 HotelsCombined user reviews.

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

    The top three landmarks in The Berkshires are:
    • Tanglewood, which you can visit while staying in Lenox
    • Mass MoCA, which you can visit while staying in North Adams
    • Williams College, which you can visit while staying in Williamstown

See more FAQs

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.