"Our stay at The Dewey was fantastic! Everything was easy and efficient, and it was so close to both town and Tanglewood. The bed was comfortable, the water pressure in the 3rd floor shower was fantastic, and the room was well-appointed without being overly crowded. I also have to commend the owners for their attention to detail - after many, many years of traveling all over the world, this was the first time I have ever stayed in a hotel where the hairdryer came with a diffuser attachment. (What...
"Our stay at The Dewey was fantastic! Everything was easy and efficient, and it was so close to both town and Tanglewood. The bed was comfortable, the water pressure in the 3rd floor shower was fantastic, and the room was well-appointed without being overly crowded. I also have to commend the owners for their attention to detail - after many, many years of traveling all over the world, this was the first time I have ever stayed in a hotel where the hairdryer came with a diffuser attachment. (What...
Anonymous traveler
"A fantastic country inn, everything was perfect!"
"A fantastic country inn, everything was perfect!"
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
2.5 star property
Pittsfield
10.0 out of 10, Exceptional, (4)
10.0/10
Exceptional
(4)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
peter
"The staff were all so friendly and helpful and the room and the hotel itself were very nice. Great location. Nice and clean, lovely pool, awesome coffee and a good breakfast. We will absolutely be back again next year to stay here. "
"The staff were all so friendly and helpful and the room and the hotel itself were very nice. Great location. Nice and clean, lovely pool, awesome coffee and a good breakfast. We will absolutely be back again next year to stay here. "
"Location is great for visiting the Lenox shops and restaurants. The shower and bed were nice and comfortable. It’s an old hotel so I’m sure it’s hard to keep it up but wear and tear was evident in the room and common areas. Weekend continental breakfast was very good. "
"Location is great for visiting the Lenox shops and restaurants. The shower and bed were nice and comfortable. It’s an old hotel so I’m sure it’s hard to keep it up but wear and tear was evident in the room and common areas. Weekend continental breakfast was very good. "
Rick
"Always a great place to stay and the location is excellent!"
"Always a great place to stay and the location is excellent!"
"This hotel has a lot more character than chain places on the highway, and parking was easy in the lot behind the hotel. Staff was friendly and efficient, the rooms were large and well-decorated, and the restaurant on the ground floor was top-notch."
"This hotel has a lot more character than chain places on the highway, and parking was easy in the lot behind the hotel. Staff was friendly and efficient, the rooms were large and well-decorated, and the restaurant on the ground floor was top-notch."
Hugh
"Great stay, great comfortable room! Love it there!"
"Great stay, great comfortable room! Love it there!"
"We were there only one night, but easily could have stayed a week. The inn is comfortable, close to downtown. The room and bed were great. Everything clean and tasteful. The staff members are incredibly friendly and service-oriented. Great patio with evening drink of sangria. Wonderful location. "
"We were there only one night, but easily could have stayed a week. The inn is comfortable, close to downtown. The room and bed were great. Everything clean and tasteful. The staff members are incredibly friendly and service-oriented. Great patio with evening drink of sangria. Wonderful location. "
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (723)
9.4/10
Exceptional
(723)
"We always stay here when we go to the Berkshires. Hot tub, pool and breakfast included. Great hiking trails and kayaking spots a short drive away.
Barrington Brewery just across the street which is always a must for us!"
"We always stay here when we go to the Berkshires. Hot tub, pool and breakfast included. Great hiking trails and kayaking spots a short drive away.
Barrington Brewery just across the street which is always a must for us!"
Donna
"Nice property right in town. Close to shops and restaurants "
"Nice property right in town. Close to shops and restaurants "
"Clean, modern and conveniently located. Club menu was great! "
"Clean, modern and conveniently located. Club menu was great! "
Christi
"This was one of my favorite hotels I have ever stayed in. The room and lounge/restaurant are beautiful. Rooms are super quiet, and the bed was incredibly comfortable. I am sure to return."
"This was one of my favorite hotels I have ever stayed in. The room and lounge/restaurant are beautiful. Rooms are super quiet, and the bed was incredibly comfortable. I am sure to return."
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"
Emily
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
"Beautiful stay. We booked last minute and it was amazing! We were able to book the room with jacuzzi and a fireplace—which made the whole stay so romantic. Will recommend and am planning to visit regularly. Hoping to return in the fall but definitely next spring. This family works hard and takes pride in their Inn and it shows in every inch of the grounds. Loved every minute!!"
"Beautiful stay. We booked last minute and it was amazing! We were able to book the room with jacuzzi and a fireplace—which made the whole stay so romantic. Will recommend and am planning to visit regularly. Hoping to return in the fall but definitely next spring. This family works hard and takes pride in their Inn and it shows in every inch of the grounds. Loved every minute!!"
Jaime
"Lovely, unique property with huge rooms! Such a fun place to stay. "
"Lovely, unique property with huge rooms! Such a fun place to stay. "
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Tanglewood Music Center is 1.3 mi (2 km) from central Lenox, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Berkshire Theatre Festival are both not far.
Ski the fall line at Jiminy Peak Mountain Resort located 0.7 mi (1.2 km) from central Hancock. If you master the slopes, Bousquet Ski Area is just a short drive away.
Explore the great outdoors at Mount Greylock and enjoy the mountain views during your trip to Adams. You can seek out the ski slopes while in the area.
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Immerse yourself in world-class culture at Tanglewood, summer home of the Boston Symphony Orchestra. Explore Norman Rockwell's iconic Americana at his museum in Stockbridge, then hike scenic trails in Mount Greylock State Reservation.
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau
Check out reviews of The Berkshires hotels guests love
Vacation Village in the Berkshires
10/10 Excellent
"Clean, comfortable one bedroom condo with full size fridge, microwave, 2 burner hotplate and plenty of dishes, glasses, silverware, and pans. Beautiful location with many resort features for the whole family. Staff is wonderful and quick to respond if you need help with anything in the condo."
"All good. Must commend a member of your staff who was being screamed at by a guest as we were checking out. Your front desk person was patient and professional. And the hotel guest if she had read the letter you give when checking in guests would have had all the information she was screaming about. We will be back"
"We were delighted with the quality of the room and the quality of the breakfast offered. The staff was friendly and accommodating. Will definitely recommend The Yankee Inn to friends and will plan to stay there again when we visit Tanglewood. "
"The Berkshire Mountain Lodge is amazing! The layout of the hotel is designed to be walkable woth elevators conveniently located. The staff are friendly and helpful. The condo room is spectacular 👌. I enjoyed the convenience of a full kitchen and dining area, Great for entertaining. The room decor is relaxing and refreshing. The large flat-screen TV in the living area made watching movies enjoyable. The separate bedroom with king size bed was so comfortable. I loved the Olympic soze swimming 🏊♂️ pool. Thank you for an exceptional stay! "
"Well the little fridge they had in the room hummed loudly all the time the freezer needed to be defrosted I bought a couple of frozen dinners and couldn't get both of them in the freezer. One of the draws on the side tables when I pulled open the drawer one side of the handle came loose I was able to screw it back in but it needed a screwdriver to tighten it up all small little things but a inconvenience none the less"
What accommodations do travelers recommend in The Berkshires?
Granville House, Devonfield Inn B&B and Inn at Kenmore Hall are all accommodations that are popular with guests.
Can I book a refundable hotel in The Berkshires?
If you want the flexibility to change your plans to The Berkshires, most hotels offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Which The Berkshires hotels do travelers like for their great location?
Our guests rave about the location of these properties: The Black Swan Lee - Lenox, Ascend Hotel Collection, Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires, an IHG Hotel and Yankee Inn. For quiet surroundings, guests like Courtyard by Marriott Lenox Berkshires.
Where should I stay in The Berkshires if I want a cheap accommodation?
A few inexpensive options worth considering are Yankee Inn, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel and Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires. You may want to browse more choices on our site, including 23 motels.
Where can I stay in The Berkshires if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 447 vacation homes. In addition, there are 57 apartments and 70 condos.
Why should I book my The Berkshires hotel with Hotels.com?
There are lots of reasons to book your The Berkshires trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
