See the latest prices and deals by choosing your dates.
Hotel in Williamstown
The Williams Inn has a fitness center, shared lounge, a restaurant and bar in Williamstown. Bfast A+ Room size very spacious. Bathroom clean and modern with his & her sinks! Located right in the middle of town with walk to all events safety and convenience! Staff extremely polite and helpful from checkin to checkout
Hotel in Hancock
Located 20 miles from Tanglewood, Disney Magic at Jiminy Mountain offers 4-star accommodations in Hancock and has a shared lounge, a restaurant and a bar. Nice comfy good style clean and fun (two pools!)
Hotel in North Adams
Located in North Adams, 17 miles from Bennington Battle Monument, Tourists has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. All the staff there are super friendly. Because I checked-in late (6PM), they also offered me a complementary 12 PM check-out the next day (1 hr later than the normal 11 AM checkout). The property is clean and well-maintained. The common area gives me a cozy feeling. We had some great chatter sitting near the fireplace with a couple of drinks. The room we booked (Ramble) has a daybed and a window you can look out too. I believe in spring or summer the view will be much greener (we visited in early Feb). The bedding is super comfy. The mattress is not too soft to make you feel you are sinking into it, which I really like.
Hotel in Pittsfield
Offering suites with a deck or patio, this hotel is located in the heart of the Pittsfield city center, walking distance from numerous shops and restaurants. The Berkshire Museum is 1148 feet away. The room was VERY clean & the suite was bigger than expected. Staff was so sweet & kind.
Hotel in Lenox
Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is a 5-minute drive away. Wonderful location, outstanding service, well maintained historic property with a lovely buffet breakfast. The guidebook provided by our host, Stan was incredible informative and helpful.
Hotel in Williamstown
Located within 17 miles of Bennington Battle Monument and 30 miles of Tanglewood, Fairfield Inn & Suites by Marriott Williamstown provides rooms in Williamstown. Our room was spacious and very quiet; the beds are really comfortable
Hotel in Lenox
Located in Lenox, 3 miles from Tanglewood, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace. Very clean, easy check in. Nice sized room.
Hotel in Pittsfield
Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar. Liked there was an excellent restaurant on site.
Hotel in South Lee
All rooms feature a flat-screen TV with satellite channels and a private bathroom. Free WiFi is available. The staff at the restaurant in the activity center were very helpful and accommodating to our group.
Hotel in Lee
The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains. This is a real gem of a hotel. Lakefront second floor room was perfect, with a balcony. The room and hotel were spotlessly clean. The bed was very comfortable, the sheets crisp. Breakfast was excellent with a great selection of food and drinks. 24-hour free latte machine! Close to everything in Lee and Stockbridge. On site Indian restaurant was amazing. Staff were kind and professional. I highly recommend this hotel!!
Hotel in Lenox
Hotel in Lenox
Hotel in Hancock
Hotel in Great Barrington
Hotel in Pittsfield
Hotel in Pittsfield
Hotel in Lenox
Hotel in Williamstown
Hotel in Hancock
Hotel in Great Barrington
Popular with guests booking hotels in The Berkshires
Hotel in Pittsfield
Popular with guests booking hotels in The Berkshires
Hotel in Lenox
Popular with guests booking hotels in The Berkshires
Hotel in Pittsfield
Popular with guests booking hotels in The Berkshires
Hotel in Great Barrington
Popular with guests booking hotels in The Berkshires
Hotel in Lee
Popular with guests booking hotels in The Berkshires
Hotel in South Lee
Popular with guests booking hotels in The Berkshires
Hotel in Lenox
Popular with guests booking hotels in The Berkshires
Hotel in Lenox
This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern... The rooms, great rich breakfast, staff accommodating.
Hotel in Pittsfield
Fairbridge Inn Express Pittsfield is located in the heart of Pittsfield near several major highways, including Route 90. This hotel offers easy access to Berkshire Opera Co. and Battle Brook Park. The room is great and the bed is awesome
Hotel in Pittsfield
Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi. Employees were Friendly and Help with anything you asked for if they Could
Hotel in Great Barrington
Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA. Everything! Was better than expected
Hotel in Lenox
This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV. Skipped the breakfast to get on the road early.
Hotel in Pittsfield
Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts. Pretty much everything went very smoothly.
Hotel in Sheffield
Located in Sheffield, 19 miles from Norman Rockwell Museum, Race Brook Lodge provides accommodations with a garden, free private parking and a restaurant. We had the continental breakfast which was fair. Muffin and toast.
Hotel in Williamstown
Located in Williamstown, Massachusetts, this motel is surrounded by the Berkshire Mountains and features rooms with an outdoor seating area and free Wi-Fi access. Williams College is 2 miles away. The room was very comfortable, lovely sound of a waterfall outside. It was not on a busy highway.
Hotel in Williamstown
The Williams Inn has a fitness center, shared lounge, a restaurant and bar in Williamstown. Bfast A+ Room size very spacious. Bathroom clean and modern with his & her sinks!
Hotel in North Adams
Located in North Adams, 17 miles from Bennington Battle Monument, Tourists has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. All the staff there are super friendly.
Hotel in Pittsfield
Offering suites with a deck or patio, this hotel is located in the heart of the Pittsfield city center, walking distance from numerous shops and restaurants. The Berkshire Museum is 1148 feet away. The room was VERY clean & the suite was bigger than expected. Staff was so sweet & kind.
Hotel in Lenox
Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is a 5-minute drive away. Wonderful location, outstanding service, well maintained historic property with a lovely buffet...
Hotel in Hancock
In Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool. Tennis courts and a hot tub are on site. A full kitchen is featured in all suites. We had an apartment which had all the comforts of home.
Hotel in New Ashford
Located in New Ashford, 19 miles from Tanglewood, The Springs Motel provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. Cute remake of an old motel. Very clean, comfortable beds, great pillows, and great towels!
Hotels in The Berkshires that offer highly-rated breakfasts include Hilton Garden Inn Lenox Pittsfield, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, and Quality Inn.
Breakfast at these hotels in The Berkshires are also highly-rated: Courtyard by Marriott Lenox Berkshires, Hampton Inn & Suites Berkshires-Lenox, and The Black Swan Lee - Lenox, Ascend Hotel Collection.
The average price per night for a 3-star hotel in The Berkshires this weekend is $187 or $284 for a 4-star hotel. Looking for something even fancier? 5-star hotels in The Berkshires this weekend cost around $178 per night (based on Booking.com prices).
There are 148 hotels in The Berkshires you can book on Booking.com.
Lenox, Pittsfield, and Great Barrington are popular with other travelers visiting The Berkshires.
Some of the best hotels in The Berkshires near The Clark Art Institute include The Williams Inn, Maple Terrace Motel, and Willows Motel.
Many families visiting The Berkshires loved staying at The Williams Inn, Tourists, and Disney Magic at Jiminy Mountain.
The Central Downtown Inn Suites, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, and Courtyard by Marriott Lenox Berkshires are also popular among family travelers.
On average, it costs $189 per night to book a 3-star hotel in The Berkshires for tonight. You'll pay around $287 on average if you stay at a 4-star hotel tonight, while a 5-star hotel in The Berkshires will cost around $178 (based on Booking.com prices).
The Williams Inn, Disney Magic at Jiminy Mountain, and Hampton Terrace Inn are some of the popular hotels in The Berkshires.
In addition, Tourists, The Central Downtown Inn Suites, and Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires are also popular in The Berkshires.
On average, 3-star hotels in The Berkshires cost $160 per night, and 4-star hotels in The Berkshires are $165 per night. If you're looking for something really special, 5-star hotels in The Berkshires cost around $229 per night (based on Booking.com prices).
The Yankee, Trademark Collection by Wyndham, The Williams Inn, and Courtyard by Marriott Lenox Berkshires in The Berkshires have received great reviews for the views from their hotel rooms.
Guests staying in The Berkshires also loved the views from their rooms at The Black Swan Lee - Lenox, Ascend Hotel Collection, The Central Downtown Inn Suites, and Club Wyndham Bentley Brook.
Couples traveling to The Berkshires loved staying at Disney Magic at Jiminy Mountain, Hampton Terrace Inn, and The Williams Inn.
These hotels in The Berkshires are also highly-rated by couples: The Central Downtown Inn Suites, Club Wyndham Bentley Brook, and Tourists.
The king sofa room layout was excellent, the bed was very comfortable and in good condition, and the lighting options were better than in any other hotel I have stayed in. Most importantly, it had decent blackout curtains. A great place for a 5-day stay. Not all the services were available because of covid but the hotel did a good job in the circumstances. Location was well-situated for a fall trip to the Berkshires. It was newer inside and in better shape than some other hotels in the courtyard chain we have stayed at recently.
Williamstown
The hotel is beside a creek and there's a nice patio area for relaxing by the water. There's also a nice balcony outside the 2nd floor rooms (there are patios on the first floor). The balconies/patios aren't private but it's still wonderful to have a spot to sit and enjoy the view of the Berkshires. Breakfast is continental, but it's a nice selection. Most of all, the owners are extremely friendly and always available to help.
Lee
The location is perfect for all your needs. We shopped, dined, hiked, and just enjoyed the area. The hotel for the cost is excellent. Bed was comfortable. Room had enough amenities for us. If you want value and you don't expect brand new rooms, this is a perfect place. Clean and safe and did I mention location. If you want to unwind for a couple of days in the Berkshires and not break the bank, this is a great place!
The whole hotel was very nice and our room was especially great. It was so spacious, even the bathroom, which was well appointed and conveniently set up. We ate at Jae's on our second night and the food was great. It was especially nice not to have to leave the hotel for dinner as the weather was cold and rainy that evening. I would love to stay here again to check out even more of the Berkshires on another trip!
Lenox
Welcoming staff, great location just off the main streets in Lenox. This is a beautifully maintained and elegant old inn of character. Bedroom space was generous (king bedroom) and there were nice touches like continuous coffee, apple cider and snacks in the breakfast room beside reception. The area was brimming with Fall colour. Lenox is a great starting point for touring this part of the Berkshires.
This is my fourth stay at the property. The location is perfect for exploring the Berkshires. The lakefront rooms are wonderful and well-appointed. Staff is very helpful and efficient. Breakfast is a very nice continental with great coffee! Great value any time of the year. Excellent restaurant onsite with Indian cuisine.
I found the place on the expensive side, but then I was travelling through the Berkshires on a lovely mid-summer weekend without a reservation for Saturday night. This hotel had one room left. I felt fortunate. Everything was small but the woodsy setting straddling a mountain stream was very pleasant.
This is the third time I have stayed at this resort. It has become our favorite place to stay in the Berkshires. The staff are friendly and helpful, the facilities are clean, and the price is better than most hotels (when you add in the cost of eating most of your meals in restaurants).
From the location to the wonderful room, this place is the best. It is affordable without sacrificing amenities. The young couple who manage this hotel are so kind and welcoming. We will always stay here when we get away to the Berkshires.
The hotel was extremely clean and charming as it was decorated in a "Visit the Berkshires" vintage theme. Indoor pool was great but could have been a little warmer. Hot tub was excellent. Staff was friendly and helpful.
Great staff with guest safety in mind. Due to Covid, breakfast was limited but still hearty. The hotel is located just outside of downtown Great Barrington which is a good jumping off spot to explore the Berkshires.
Great location for the Berkshires and esp. downtown Great Barrington. Apparently it's a favorite for Appalachian Trail hikers. Clean comfortable room.
Great building with lots of amenities and charming rustic features. Staff were very friendly and accommodating. When open, the restaurant serves great food. Also a good location for exploring the Berkshire area.
Didn’t do breakfast. The room was clean and smelled good
Owner was very kind. We returned from a day trip late and he allowed us to still use the pool despite being closed. Rooms appeared recently renovated and looked great. Very clean.
Beautiful, huge room; stunning 4 poster bed w/ canopy.
comfy bed, large modern bathroom, nice continental breakfast, pretty landscaping, easy to bring out my dog and give him a walk, great location for exploring North Adams area
We had an apartment which had all the comforts of home. The beds were comfortable and the view across to the pool was lovely.
Room sizes, amenities (kitchen)
The property is beautiful and the lake view is lovely.