10/10 Exceptional
Quiet, quaint, comfortable
Daniel
Daniel, 3-night trip
The Dewey
Suburban guesthouse within easy reach of Tanglewood Music Center
The Dewey puts you just a 5-minute drive from Tanglewood Music Center. Freebies like WiFi, self parking, and wired internet are added perks, and guests looking to stay active can check out the nearby hiking/biking trails, cross-country skiing, and snowshoeing. Other highlights include a terrace and a garden. Fellow travelers say good things about the breakfast.
Excellent
Popular amenities
- Free parking
- Free WiFi
- Air conditioning
- Non-smoking
Main amenities (12)
- Daily housekeeping
- Terrace
- Air conditioning
- Garden
- Library
- Lobby fireplace
- Meeting room
- Concierge services
- Picnic area
- Barbecue grills
- Wedding services
- Free newspapers in the lobby
Feel at home (6)
- Television
- Garden
- Terrace
- Daily housekeeping
- Premium bedding
- Barbecue grill(s)
Room options
Check availability for these dates
Showing 6 of 6 rooms
Classic King
Excellent
Highlights
Air conditioning
TV
Premium bedding
Rainfall showerhead
Hair dryer
Separate bathtub and shower
Bathrobes
Private bathroom
- Sleeps 2
- 1 King Bed
Grand Deluxe King
Exceptional
Highlights
Air conditioning
TV
Premium bedding
Rainfall showerhead
Hair dryer
Separate bathtub and shower
Bathrobes
Private bathroom
- Hill view
- Sleeps 2
- 1 King Bed
Cozy Queen
Excellent
Highlights
Air conditioning
TV
Premium bedding
Private bathroom
Rainfall showerhead
Hair dryer
Cable channels
Daily housekeeping
- Hill view
- Sleeps 2
- 1 Queen Bed
Carriage House Queen
Highlights
Air conditioning
TV
Premium bedding
Private bathroom
Rainfall showerhead
Hair dryer
Cable channels
Daily housekeeping
- Sleeps 3
- 1 Queen Bed
Deluxe King
Exceptional
Highlights
Air conditioning
TV
Premium bedding
Rainfall showerhead
Hair dryer
Bathrobes
Private bathroom
Cable channels
- Sleeps 2
- 1 King Bed
Birchwood Suite
Highlights
Air conditioning
Full-sized refrigerator/freezer
TV
Premium bedding
Separate bathtub and shower
Hair dryer
Private bathroom
Rainfall showerhead
- Sleeps 3
- 1 Queen Bed
Similar properties
The Whitlock
- Free parking
- Free WiFi
- Air conditioning
- Non-smoking
Excellent
281 reviews
CA $164
CA $183 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Constance by the Lenox Collection
- Pet friendly
- Free parking
- Free WiFi
- Air conditioning
Very good
564 reviews
The Cornell Inn, Lenox & The Berkshires
- Free breakfast
- Free parking
- Free WiFi
- Restaurant
Wonderful
1,000 reviews
CA $236
CA $271 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Whistler's Inn Bed & Breakfast
- Free breakfast
- Pet friendly
- Free parking
- Free WiFi
Good
500 reviews
Berkshires Untold
- Pet friendly
- Free parking
- Free WiFi
- Restaurant
Wonderful
820 reviews
CA $173
CA $194 total
includes taxes & fees
Dec 25 - Dec 26
The Red Lion Inn
- Pool
- Spa
- Pet friendly
- Free WiFi
Excellent
1,002 reviews
CA $189
CA $273 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Courtyard by Marriott Lenox Berkshires
- Pool
- Free parking
- Free WiFi
- Restaurant
Wonderful
592 reviews
CA $190
CA $212 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Gateways Inn & Restaurant
- Free parking
- Free WiFi
- Restaurant
- Air conditioning
Very good
193 reviews
CA $220
CA $257 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sign in to view eligible discounts and perks. More rewards for more adventures!
About the area
7 Hubbard Street, Lenox, MA, 01240
About this property
The Dewey
The Dewey puts you just a 5-minute drive from Tanglewood Music Center. Freebies like WiFi, self parking, and wired internet are added perks, and guests looking to stay active can check out the nearby hiking/biking trails, cross-country skiing, and snowshoeing. Other highlights include a terrace and a garden. Fellow travelers say good things about the breakfast.
At a glance
Property amenities
Room amenities
Frequently asked questions
Have a question?
Get instant answers with AI powered search of property information and reviews.
The Dewey Reviews
Excellent
9.0
Cleanliness
9.8
Location
9.2
Staff & service
8.4
Eco-friendliness
8.8
Property conditions & facilities
Popular mentions
RoomBreakfastBathroomLocationService staffAmbienceBedTownsViewAmenities10/10 Exceptional
excellent stay!! The Dewey is a cozy getaway location!
Chris
Chris, 1-night trip
10/10 Exceptional
Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!
Lindsay
Lindsay, 1-night trip
10/10 Exceptional
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 a treat for my curls!) We would definitely stay here again.
Verified traveller
1-night trip
8/10 Very good
Old world charm building with high ceilings and period features. Comfortable bed with nice bedding. En suite bathroom could use some love. One lightbulb was out and the toiletries weren’t fully stocked. Some visible mildew. Overall, a pleasant experience for our overnight stay.
Laura
Laura, 1-night trip
10/10 Exceptional
Highly recommend
Had a wonderful stay! All the staff was very friendly and gave us good recommendations. Particularly enjoyed the breakfast room and cozy atmosphere. Will definitely go back
Verified traveller
3-night trip
10/10 Exceptional
On the edge of downtown Lennox, you are close to many attractions. The Dewey has a wonderful and large fireplace room for sitting and reading. Nice porch too. The room was cozy, bordering on small, but very comfortable and clean. Recommended.
Alan
Alan, 1-night trip
10/10 Exceptional
The Whitlock is right in town, loving eating area and sitting and bar downstairs. Rooms are simple and open and spacious- we had a suite. Bathroom was great lots of light and windows. The Dewey was absolutely sublime- so period - several cozy living rooms all the sitting, books, games and nic knacks to admire. Convenient kitchen with yummy breakfast nibbles.
Rachel
Rachel, 1-night trip
10/10 Exceptional
Lovely old house, renovated for comfort but still with a grand feel. Terrific staff, very helpful and friendly!
The breakfast is more of a “grab n go” coffee, yogurt, and muffin table, but what a great front porch to sit and enjoy it! And there are great restaurants within walking distance if you want a bigger meal.
Extra special: right across the street is a gorgeous public park (Kennedy?) which was an unexpected delight for a morning walk. Big forest, expansive vistas, quiet paths-
Julie
Julie, 1-night trip
8/10 Very good
Beautiful old home, so much warmth. Large room. Nice snacks and access is easy to kitchen and common room. We walked to dinner to Frankie’s, and it was somewhat dangerous walking down the front stairs and steps with no lighting at the Dewey. Otherwise we loved our stay!
Karen
Karen, 1-night trip
10/10 Exceptional
The Dewey Hotel takes you back in time. It is quaint and has a personal feel. The room we stayed in was large and comfortable.
I give it five stars which it deserves but there are a couple of shortcomings. The stairway is very steep so if you are not capable of climbing stairs safely I would not stay here. The hot water did not last long during the showers. And the morning coffee could be much better.
John
John, 5-night trip
10/10 Exceptional
Charming hotel up on a hill with a view of downtown Lenox and the hills beyond. Spent a long weekend in the Hawthorne suite. A nicely designed space for laying about and reading books. Super nice bathroom with a skylight over a clawfoot tub, even on a cold winter day it was wonderful to take a steaming hot bath with natural light flooding in from above. The staff at the hotel were fantastic too. I showed up to check in, realizing just then that I had inadvertently booked the room for the following week. The concierge didn’t even blink, but within a matter of minutes had sorted out my reservation with no additional charges. I would be back at this property in a heartbeat. One additional note, the hotel is just a stones throw from the Center of Lennox and an easy walk or a very quick drive from a great pizzeria on Main Street, and the downtown shops, cafés, and restaurants off Housatonic Street.
Verified traveller
2-night trip
10/10 Exceptional
Great spot. Lots of history.
Neil
Neil, 1-night trip
10/10 Exceptional
We would definitely stay here again!
Thea
10/10 Exceptional
A fantastic country inn, everything was perfect!
marina
marina, 1-night trip
10/10 Exceptional
One of the best in The Berkshires
jonathan
jonathan, 2-night trip
10/10 Exceptional
Beautiful historic property. Wonderful continental breakfast in the mornings.
Karen
Karen, 2-night trip
6/10 Good
We were surprised to enter the property and find no one to greet us. There should have been a prominent sign that said that guests needed to check in at the other hotel. But instead we buzzed buzzers and called the emergency number trying to find someone to check us in.
Rob
Rob, 1-night trip
8/10 Very good
We were not informed that the bathroom was NOT part of the room, but across the public hallway. Even though it was for our use only, I would have never accepted the room had I known in advance. I would definitely stay here again and recommend it but would request a different room with an en-suite bathroom.
Deborah
Deborah, 1-night trip
10/10 Exceptional
Cute bed and breakfast type place but more private and hotelish. Friendly staff and very close to Lenox and Pittsfield.
Joseph
Joseph, 1-night trip
10/10 Exceptional
Lovely historic inn. Spacious room!
Judy
Judy, 1-night trip
10/10 Exceptional
King bed was comfortable as were the linens. Bathroom was in the room, a good size, and clean. Great stay!
Leslie
Leslie, 1-night trip
10/10 Exceptional
Charming inn within walking distance of Lenox amminities
Paul
10/10 Exceptional
A beautiful historic set of buildings with updated accommodations. Wonderful service and attention to detail. Love the surrounding area too!
suzanne
4/10 Fair
Rooms are on the second and third floors and no elevator. Our standard king on the second floor did not have an en suite bathroom. Needed to go across the hall to the toilet. The shower stall was very small and the overhead rainfall shower head was very big. The weekend breakfast buffet about what you would find at a low-cost chain motel. That said, the coffee was very tasty and access to Tanglewood was simple.
William
William, 3-night trip