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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 favoured by visitors more than others. There are 1,379 hotels in The Berkshires and price data was last updated on 30 July 2025. The average price for a hotel in The Berkshires is .
These hotels in The Berkshires see the most activity from our users at the moment. Users can use the filters present to refine their search even further.

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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
5.4 km from city centre
€87
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
8.3
Excellent
577 reviews
Location
1.0 km from city centre
€212
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
557 reviews
Location
3.9 km from city centre
€111
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
0.8 km from city centre
€124
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
1.1 km from city centre
€179
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
5.2 km from city centre
€138
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
0.1 km from city centre
€159
View Deal
All 1,379 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 1,379 properties in The Berkshires and data was last updated on 30 July 2025.
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.
The Central Downtown Inn Suites
The Central Downtown Inn Suites

The Central Downtown Inn Suites

20 West Housatonic Street, Pittsfield, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
€115
Avg. per night
View Deal
Villager Motel
Villager Motel

Villager Motel

953 Simonds Road, Williamstown, MA, United States
2.9 km from city centre
Free Wi-Fi
Parking
€86
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
1.3 km from city centre
Free Wi-Fi
Air conditioning
€291
Avg. per night
View Deal
The Little Lion
The Little Lion

The Little Lion

506 Stockbridge Road, Great Barrington, MA, United States
5.4 km from city centre
Free Wi-Fi
Parking
€148
Avg. per night
View Deal
Maple Terrace Motel
Maple Terrace Motel

Maple Terrace Motel

555 Main Street, Williamstown, MA, United States
1.0 km from city centre
Free Wi-Fi
Parking
€115
Avg. per night
View Deal
Monument Mountain Motel
Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Road, Great Barrington, MA, United States
1.7 km from city centre
Free Wi-Fi
Parking
€83
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 €53 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 30 July 2025
These are the lowest prices we've found on hotels in The Berkshires at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Econo Lodge
Econo Lodge

Econo Lodge

Lee, MA, United States
3.0 km from city centre
Air conditioning
€53
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
1.0 km from city centre
Free Wi-Fi
Parking
€64
Avg. per night
View Deal
Wagon Wheel Inn
Wagon Wheel Inn

Wagon Wheel Inn

484 Pittsfield Road, Lenox, MA, United States
5.5 km from city centre
Free Wi-Fi
Parking
€67
Avg. per night
View Deal
Berkshire Travel Lodge
Berkshire Travel Lodge

Berkshire Travel Lodge

12703 Route 22, Canaan, NY, United States
6.8 km from city centre
Free Wi-Fi
Parking
€71
Avg. per night
View Deal
Pilgrim Inn
Pilgrim Inn

Pilgrim Inn

165 Housatonic Street, Lee, MA, United States
0.6 km from city centre
Free Wi-Fi
Air conditioning
€72
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
2.4 km from city centre
Free Wi-Fi
Parking
€72
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
5.4 km from city centre
Free Wi-Fi
Parking
€75
Avg. per night
View Deal
Fairbridge Inn Express Pittsfield
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States
4.1 km from city centre
Free Wi-Fi
Parking
€76
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 30 July 2025.
An overview of the average price of hotels by hotel class in the The Berkshires. You'll also find the most popular and best value properties within each hotel class.
3 stars
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
€111
View Deal
2 stars and under
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

213 Main Street, Williamstown, MA, United States
€106
View Deal

Other accommodations in The Berkshires

Find the perfect hostel, theme hotel, or holiday rental for your stay in The Berkshires.
Samesun Ocean Beach Hotel & Hostel
Samesun Ocean Beach Hotel & Hostel

Samesun Ocean Beach Hotel & Hostel

4961 Newport Avenue, San Diego, CA, United States
9.4 km from city centre
Free Wi-Fi
€41
Avg. per night
View Deal
HI Chicago Hostel
HI Chicago Hostel

HI Chicago Hostel

24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
€43
Avg. per night
View Deal
Copenhagen Downtown Hostel
Copenhagen Downtown Hostel

Copenhagen Downtown Hostel

Vandkunsten 5, Copenhagen, Capital Region, Denmark
1.2 km from city centre
Free Wi-Fi
€30
Avg. per night
View Deal

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 July 2025.
Navigate to the areas in The Berkshires you plan to visit to find hotels that are close by. 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 30 July 2025.

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

    Our travellers prefer to stay in places like Lenox, Pittsfield, and Great Barrington while 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 8.4 from 1,250 reviews. The Red Lion Inn (8.3 from 577 reviews) and Holiday Inn Club Vacations Oak n' Spruce Resort (8.8 from 558 reviews) are also highly rated The Berkshires hotels based on recent feedback from HotelsCombined users.

  • What is a good hotel near Tanglewood?

    With a rating of 8.5/10 from 350 reviews, Apple Tree Inn is a hotel close to Tanglewood that is highly recommended by HotelsCombined users.

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

    For a good hotel near to Williams College, consider The Williams Inn - it is rated 9.4/10 from 160 HotelsCombined reviews.

  • Is there a good hotel near Mass MoCA?

    If you’re planning to stay near Mass MoCA, you should consider The Porches Inn At Mass Moca, which has a score of 8.7 from 227 reviews.

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

    The most popular landmarks in The Berkshires are Tanglewood (in Lenox), Williams College (in Williamstown), and Mass MoCA (in North Adams) according to our user data. If you plan to visit any of these, we recommend finding a hotel nearby to cut down on travel time.

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.
Holiday Inn Club Vacations Oak n' Spruce Resort

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.