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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 1,381 hotels in The Berkshires and price data was last updated on August 1, 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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The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

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
1249 reviews
Location
3.4 mi from city centre
$101
View Deal
The Red Lion Inn
The Red Lion Inn

The Red Lion Inn

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
8.2
Excellent
577 reviews
Location
0.6 mi from city centre
$246
View Deal
Holiday Inn Club Vacations Oak n' Spruce Resort
Holiday Inn Club Vacations Oak n' Spruce Resort

Holiday Inn Club Vacations Oak n' Spruce Resort

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
558 reviews
Location
2.5 mi from city centre
$130
View Deal
Holiday Inn & Suites Pittsfield-Berkshires
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

1 West Street, Pittsfield, MA, United States
Nestled in the heart of Western Massachusetts, the Berkshires are renowned for their breathtaking mountain landscapes and vibrant cultural scene and live theatre.Such as the Colonial Theatre, Barrington Stage or Tanglewood.Whether you're here to hike the scenic trails of Mount Greylock or the Appalachian Trail, ski the snowy slopes of Jiminy Peak or Bousquet Mountain, the region offers something for everyone year-round. When visiting the Berkshires, our hotel the Holiday Inn and Suites Pittsfield*Berkshires is the perfect home base for both adventure and relaxation. Conveniently located just minutes from major area businesses like Berkshire Health Systems and General Dynamics, as well as top attractions, our hotel caters to both leisure and business travelers.As the largest event facility in the region, the Holiday Inn and Suites Pittsfield*Berkshires boasts 12,000 square feet of versatile banquet space, accommodating events from intimate gatherings of 5 to large receptions of up to 1,000 guests.Whether you're planning a wedding, conference, or corporate meeting, we deliver exceptional service to make your event a success. Guest also enjoy a wide range of amenities designed for comfort and convenience, including free WIFI, Fitness Center and indoor pool, restaurant and bar and on site guest laundry. Whatever brings you to the Berkshires, we look forward to making your stay memorable.
Pool
Free Wi-Fi
7.5
Good
591 reviews
Location
0.5 mi from city centre
$143
View Deal
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

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
9.3
Excellent
635 reviews
Location
0.7 mi from city centre
$207
View Deal
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

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
464 reviews
Location
3.2 mi from city centre
$160
View Deal
The Constance by The Lenox Collection
The Constance by The Lenox Collection

The Constance by The Lenox Collection

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 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
374 reviews
Location
0.0 mi from city centre
$183
View Deal
All 1,381 hotels in The Berkshires

Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,381 properties in The Berkshires and data was last updated on August 1, 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.
The Central Downtown Inn Suites
The Central Downtown Inn Suites

The Central Downtown Inn Suites

20 West Housatonic Street, Pittsfield, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$133
Avg. per night
View Deal
Villager Motel
Villager Motel

Villager Motel

953 Simonds Road, Williamstown, MA, United States
1.8 mi from city centre
Free Wi-Fi
Parking
$99
Avg. per night
View Deal
Eastover Estate and Eco Village
Eastover Estate and Eco Village

Eastover Estate and Eco Village

430 East Street, Lenox, MA, United States
1.6 mi from city centre
Free Wi-Fi
Parking
$186
Avg. per night
View Deal
1800 Devonfield Inn, an English Country Estate
1800 Devonfield Inn, an English Country Estate

1800 Devonfield Inn, an English Country Estate

85 Stockbridge Road, Lee, MA, United States
0.8 mi from city centre
Free Wi-Fi
Air Conditioning
$351
Avg. per night
View Deal
The Little Lion
The Little Lion

The Little Lion

506 Stockbridge Road, Great Barrington, MA, United States
3.4 mi from city centre
Free Wi-Fi
Parking
$171
Avg. per night
View Deal
Maple Terrace Motel
Maple Terrace Motel

Maple Terrace Motel

555 Main Street, Williamstown, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$133
Avg. per night
View Deal

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 $61 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 August 1, 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.
Econo Lodge
Econo Lodge

Econo Lodge

Lee, MA, United States
1.9 mi from city centre
Air Conditioning
$61
Avg. per night
View Deal
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Road, West Stockbridge, MA, United States
0.6 mi from city centre
Free Wi-Fi
Parking
$74
Avg. per night
View Deal
Wagon Wheel Inn
Wagon Wheel Inn

Wagon Wheel Inn

484 Pittsfield Road, Lenox, MA, United States
3.4 mi from city centre
Free Wi-Fi
Parking
$77
Avg. per night
View Deal
Berkshire Travel Lodge
Berkshire Travel Lodge

Berkshire Travel Lodge

12703 Route 22, Canaan, NY, United States
4.2 mi from city centre
Free Wi-Fi
Parking
$81
Avg. per night
View Deal
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Road, Great Barrington, MA, United States
1.5 mi from city centre
Free Wi-Fi
Parking
$84
Avg. per night
View Deal
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Road, Lenox, MA, United States
3.3 mi from city centre
Free Wi-Fi
Parking
$86
Avg. per night
View Deal
Fairbridge Inn Express Pittsfield
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States
2.5 mi from city centre
Free Wi-Fi
Parking
$88
Avg. per night
View Deal
Pilgrim Inn
Pilgrim Inn

Pilgrim Inn

165 Housatonic Street, Lee, MA, United States
0.4 mi from city centre
Free Wi-Fi
Air Conditioning
$90
Avg. per night
View Deal

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 August 1, 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 +
The Williams Inn
The Williams Inn

The Williams Inn

101 Spring Street, Williamstown, MA, United States
$249
View Deal
Lakehouse Inn
Lakehouse Inn

Lakehouse Inn

615 Laurel Street, Lee, MA, United States
$300
View Deal
Hampton Terrace Inn
Hampton Terrace Inn

Hampton Terrace Inn

91 Walker Street, Lenox, MA, United States
$343
View Deal
33 Main
33 Main

33 Main

33 Main Street, Lenox, MA, United States
$503
View Deal
The Central Downtown Inn Suites
The Central Downtown Inn Suites

The Central Downtown Inn Suites

20 West Housatonic Street, Pittsfield, MA, United States
$133
View Deal
3 stars
Berkshires Untold
Berkshires Untold

Berkshires Untold

194 Pittsfield Road, Lenox, MA, United States
$188
View Deal
Holiday Inn & Suites Pittsfield-Berkshires
Holiday Inn & Suites Pittsfield-Berkshires

Holiday Inn & Suites Pittsfield-Berkshires

1 West Street, Pittsfield, MA, United States
$143
View Deal
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

203 Main Street, Lenox, MA, United States
$207
View Deal
The Red Lion Inn
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge, MA, United States
$246
View Deal
Holiday Inn Club Vacations Oak n' Spruce Resort
Holiday Inn Club Vacations Oak n' Spruce Resort

Holiday Inn Club Vacations Oak n' Spruce Resort

190 Meadow Street, Lee, MA, United States
$130
View Deal
2 stars and under
Fairbridge Inn Express Pittsfield
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States
$88
View Deal
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

213 Main Street, Williamstown, MA, United States
$123
View Deal
Berkshire Inn
Berkshire Inn

Berkshire Inn

150 West Housatonic Street, Pittsfield, MA, United States
$103
View Deal
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Road, Lenox, MA, United States
$86
View Deal
Wagon Wheel Inn
Wagon Wheel Inn

Wagon Wheel Inn

484 Pittsfield Road, Lenox, MA, United States
$77
View Deal

Other accommodations in The Berkshires

Find the perfect hostel, theme hotel, or vacation rental for your stay in The Berkshires. There are 1,381 hotels in The Berkshires and price data was last updated on August 1, 2025. The average price for a stay in The Berkshires is .
qema Mancora
qema Mancora

qema Mancora

Auxiliar Panamericana Norte km 1215, Máncora, Peru
1.2 mi from city centre
Free Wi-Fi
$28
Avg. per night
View Deal
Samesun Ocean Beach Hotel & Hostel
Samesun Ocean Beach Hotel & Hostel

Samesun Ocean Beach Hotel & Hostel

4961 Newport Avenue, San Diego, CA, United States
5.8 mi from city centre
Free Wi-Fi
$45
Avg. per night
View Deal
HI Chicago Hostel
HI Chicago Hostel

HI Chicago Hostel

24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$50
Avg. per night
View Deal

Where to stay in The Berkshires

Explore different neighborhoods and areas within The Berkshires to find the perfect location for your stay. Map data was last updated on August 1, 2025.
Use the map to find hotels in The Berkshires that are close to the points of interest you'll be frequenting. As an added benefit, users can click a hotel they're interesting in to find helpful information and deals for that hotel.

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 August 1, 2025.

  • Where is the best place to stay in The Berkshires?

    The Berkshires has plenty to offer. Consider staying in some of its favored locations, like Lenox, Pittsfield, and Great Barrington.

  • What are the best hotels in The Berkshires?

    The Yankee, Trademark Collection by Wyndham (8.4/10 from 1,249 reviews), The Red Lion Inn (8.1/10 from 577 reviews), and Holiday Inn Club Vacations Oak n' Spruce Resort (8.8/10 from 558 reviews) are all highly rated places to stay in The Berkshires.

  • What is a good hotel near Tanglewood?

    Apple Tree Inn is a popular hotel near Tanglewood that is highly recommended, with a score of 8.5 across 350 reviews.

  • What is a good hotel in The Berkshires near Williams College?

    The Williams Inn is rated 9.4 from 160 reviews and is close to Williams College.

  • Is there a good hotel near Mass MoCA?

    A good hotel near Mass MoCA is The Porches Inn At Mass Moca, which has been rated 8.7/10 by 227 HotelsCombined user reviews.

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

    Tanglewood, Williams College, and Mass MoCA are the most popular landmarks in The Berkshires according to our data. You can experience Tanglewood if you plan to visit Lenox. You can visit Williams College if you stay in Williamstown. Mass MoCA is accessible while staying in North Adams.

See more FAQs

Find better results for your stay in The Berkshires

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