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The Dewey

3.5 star property

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You can look forward to a terrace, a garden, and a library at The Dewey. Free in-room WiFi and a fireplace in the lobby are available to all guests.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
  • Housekeeping

Room options

View all photos for Classic King

Classic King | Premium bedding, iron/ironing board, free WiFi, bed sheets

Classic King

8.6 out of 10
Excellent
(7 reviews)
  • Garden view
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Grand Deluxe King

Grand Deluxe King | Premium bedding, iron/ironing board, free WiFi, bed sheets

Grand Deluxe King

10.0 out of 10
Exceptional
(1 review)
  • Hill view
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Cozy Queen

Cozy Queen | Premium bedding, iron/ironing board, free WiFi, bed sheets

Cozy Queen

8.6 out of 10
Excellent
(4 reviews)
  • Hill view
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Carriage House Queen

Carriage House Queen | Premium bedding, iron/ironing board, free WiFi, bed sheets

Carriage House Queen

  • Garden view
  • Sleeps 3
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe King

Deluxe King | Premium bedding, iron/ironing board, free WiFi, bed sheets

Deluxe King

9.6 out of 10
Exceptional
(4 reviews)
  • Garden view
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Birchwood Suite

Birchwood Suite | Premium bedding, iron/ironing board, free WiFi, bed sheets

Birchwood Suite

  • Garden view
  • Sleeps 3
  • 1 Queen Bed
  • Free WiFi

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About the neighborhood

Located in Lenox, The Dewey is in the suburbs. The area's natural beauty can be seen at Pleasant Valley Wilderness Sanctuary and Canoe Meadows Wildlife Sanctuary, while Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum are cultural highlights. The Bookstore and Berkshire Performing Arts Center are also worth visiting. Take in the nearby slopes with cross-country skiing, or check out other outdoor activities such as snowshoeing. Visit our Lenox travel guide
View more Guest Houses in Lenox
Map
7 Hubbard Street, Lenox, MA, 01240

What's nearby

  • Wyndhurst Golf & Club
    Wyndhurst Golf & Club
    2 min drive - 1.6 miles
  • The Bookstore
    8 min walk - 0.5 miles
  • Lenox Library
    10 min walk - 0.5 miles
  • Ventfort Hall Mansion and Gilded Age Museum
    16 min walk - 0.9 miles
  • Shakespeare and Company
    3 min drive - 1.1 miles

Getting around

  • Pittsfield Intermodal Transportation Center
    12 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    13 min drive

Restaurants

  • Antimony Brewing - Craft Brewery & Kitchen
    3 min drive
  • Haven Cafe & Bakery
    5 min walk
  • Chocolate Springs Cafe
    2 min drive
  • Harvest Moon
    4 min drive
  • Lenox Coffee
    7 min walk

About this property

The Dewey

  • Guesthouse near Tanglewood Music Center
  • Take advantage of a terrace, a garden, and a library at The Dewey. Stay connected with free in-room WiFi, and guests can find other amenities such as a fireplace in the lobby.
  • You'll also find perks like:
    • Free self parking
    • Express check-out, smoke-free premises, and tour/ticket assistance
    • Wedding services, concierge services, and barbecue grills
    • Guest reviews say good things about the breakfast
  • Room features
  • All guestrooms at The Dewey offer perks such as premium bedding and air conditioning, in addition to amenities like free WiFi.
  • Other conveniences in all rooms include:
    • Free toiletries and hair dryers
    • TVs with cable channels
    • Daily housekeeping and phones

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Property amenities

Internet

  • Available in all rooms: Free WiFi and wired internet
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Things to do

  • Library

Conveniences

  • Free newspapers in lobby

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance
  • Wedding services

Business services

  • Meeting room

Outdoors

  • Barbecue grill
  • Garden
  • Picnic area
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only

More

  • Fireplace in lobby
  • Smoking not allowed

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • TV with cable channels

More

  • Air conditioning
  • Iron/ironing board on request
  • Phone

Policies

Check-in

Check-in start time: 3 PM; Check-in end time: 11:00 PM
Early check-in subject to availability
Early check-in is available for a fee
Late check-in subject to availability
Minimum check-in age: 18

Check-out

Check-out before 11 AM
Express check-out available

Special check-in instructions

There is no front desk at this property
The check-in location differs from the property location; go to: [11 Old Stockbridge Rd, Lenox, MA 01240, United States]
Guests will receive an email within 24 hours before arrival with check-in instructions; your host will greet you
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 11:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you

Pets

Pets not allowed

Children and extra beds

Children 11 and younger are not allowed at this property; All guests older than 11 are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Early check-in is available for a fee (subject to availability)

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Tax ID - C0009071520
This property accepts credit cards; cash is not accepted
This property reserves the right to pre-authorize the guest's credit card prior to arrival.
Cashless transactions are available
Safety features at this property include a fire extinguisher and a smoke detector
Property Registration Number C0356161520

We should mention

This property does not have elevators
Children 11 years old and younger are not permitted at this property

Frequently asked questions

Is The Dewey pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at The Dewey?

Check-in start time: 3 PM; Check-in end time: 11:00 PM. A fee applies for early check-in (subject to availability). Late check-in is available during limited hours.

What time is check-out at The Dewey?

Check-out is at 11 AM. Late check-out is available for a fee.

Where is The Dewey located?

Situated in the suburbs, this guesthouse is within a 10-minute walk of The Bookstore and Lenox Library. Berkshire Performing Arts Center and Ventfort Hall Mansion and Gilded Age Museum are also within 1 mi (2 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

The Dewey Reviews

8.6

Excellent

9.0

Cleanliness

9.8

Location

9.2

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 187 out of 329 reviews
Rating 8 - Good. 86 out of 329 reviews
Rating 6 - Okay. 32 out of 329 reviews
Rating 4 - Poor. 13 out of 329 reviews
Rating 2 - Terrible. 11 out of 329 reviews

Reviews

Verified

4/10 Poor

Carlos

Disliked: Amenities, property conditions & facilities
If you decide one day to spend twice what a place is worth, this is for you.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Quiet, quaint, comfortable
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Neil

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great spot. Lots of history.
Stayed 1 night in Sep 2025
Verified

2/10 Terrible

Traci

Disliked: Staff & service, amenities, property conditions & facilities
You can hear every sound that every guest makes in this house. It is impossible to sleep. Our room did not have a bathroom attached and this was not in the room description. There is an inch gap between the walls and door so there is literally no sound proofing. There is also no attendant on site and when I called the line to request something for our room no one answered. Overall a completely terrible experience, the worst place I have ever stayed
Stayed 2 nights in Aug 2025
Verified

8/10 Good

Deborah

Liked: Cleanliness, amenities
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.
Stayed 1 night in Aug 2025
Verified

6/10 Okay

Rob

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.
Stayed 1 night in Aug 2025
Verified

4/10 Poor

William

Disliked: Staff & service, property conditions & facilities
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.
Stayed 3 nights in Aug 2025
Verified

8/10 Good

Laura

Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Chris

Liked: Cleanliness, staff & service, property conditions & facilities
excellent stay!! The Dewey is a cozy getaway location!
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Lindsay

Liked: Cleanliness, amenities, property conditions & facilities
Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 2 nights in Jan 2024
Verified

8/10 Good

Joseph

Liked: Property conditions & facilities
It was strange not having a human touch - like we were staying in Simone’s home while they were away - did not feel welcomed
Stayed 4 nights in Dec 2023
Verified

6/10 Okay

John R.

Naughty and Nice

A bit run down. The town is charming.
Stayed 1 night in Dec 2023
Verified

8/10 Good

Karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 1 night in Dec 2023
Verified

10/10 Excellent

Rachel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Nov 2023
Verified

4/10 Poor

Reed

Liked: Cleanliness
Disliked: Staff & service, property conditions & facilities
Overall pretty disappointed. We went out of our way to book a room with a fireplace only to find out it was not operational yet. The carriage house also did not have working wifi, the entrance smelled moldy, and the hand soap for the bathroom was empty. No big deal, but I asked on two separate occasions to get a refill and was told it would be taken care of - had to go out and get our own. You also have to check in at another location which was a little strange but totally doable. Overall feels like a leftover bed and breakfast that is going by the wayside.
Verified

10/10 Excellent

marina

Liked: Cleanliness, staff & service, property conditions & facilities
A fantastic country inn, everything was perfect!
Stayed 1 night in Oct 2023
Verified

10/10 Excellent

Alan

Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 1 night in Oct 2023
Verified

8/10 Good

Petra

Liked: Cleanliness, staff & service, property conditions & facilities
The only issue was that the King bedroom did have a private bath, but it was across the hall accessed with a separate key. It was a bit inconvenient.
Stayed 1 night in Oct 2023
Verified

6/10 Okay

Audra

Not worth the cost. Old. Small bugs. Smelly.

My room was very small, and the whole place smelled very old. I understand that it is an old and very historic place but I did not expect it to smell that way. I was in a tiny room in the carriage house. They probably should have cleaned a little bit better as the bathroom had little bugs flying around, and a big spider and web. The dresser I would put my clothes into smelled like my grandmother’s mothball infested trunk. I was disappointed that it was just a very basic continental breakfast, and nothing was even homemade. It was impossible to find anybody on site who worked there. It was also very loud in the carriage house with the other room occupied. I would be fine with this if the cost was inexpensive. However, the cost was more than you would pay for a five-star hotel per night. Overall, I really wanted to like this place . Unfortunately, I did not.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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-
Stayed 1 night in Aug 2023
Verified

6/10 Okay

Christine

Liked: Cleanliness, property conditions & facilities, room comfort

Not worth the money for a Saturday stay

The Saturday night rate was ridiculously high. I thought at least a hot, prepared breakfast would be included, but it was only continental. Save your money and go to a chain.
Stayed 2 nights in Aug 2023