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Exterior & Views 1, The Dewey, Berkshire
Bedroom 2, The Dewey, Berkshire
Bathroom 3, The Dewey, Berkshire
Others 4, The Dewey, Berkshire
Others 5, The Dewey, Berkshire
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Guest House

The Dewey

Berkshire, Massachusetts

Reviews

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4.2/5
GoodFrom 200 reviews
5.0/519 Oct 2025
Daniel • Family Trip
Quiet, quaint, comfortable
5.0/519 Oct 2025
Daniel • Family Trip
Quiet, quaint, comfortable
5.0/512 Sep 2025
Neil • Couple Trip
Great spot. Lots of history.
5.0/512 Sep 2025
Neil • Couple Trip
Great spot. Lots of history.
5.0/514 Jul 2025
Verified traveler • Couple Trip
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.
5.0/514 Jul 2025
Verified traveler • Couple Trip
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.
5.0/529 Jun 2025
Chris
excellent stay!! The Dewey is a cozy getaway location!
5.0/529 Jun 2025
Chris
excellent stay!! The Dewey is a cozy getaway location!
5.0/58 Jun 2025
Lindsay • Couple Trip
Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!
5.0/58 Jun 2025
Lindsay • Couple Trip
Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!
5.0/523 Mar 2024
Verified traveler • Couple Trip
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
5.0/523 Mar 2024
Verified traveler • Couple Trip
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
5.0/56 Jan 2024
Verified traveler • Solo Trip
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.
5.0/56 Jan 2024
Verified traveler • Solo Trip
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.
5.0/524 Nov 2023
Rachel • Trip with Friends
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.
5.0/524 Nov 2023
Rachel • Trip with Friends
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.
5.0/51 Nov 2023
marina • Couple Trip
A fantastic country inn, everything was perfect!
5.0/51 Nov 2023
marina • Couple Trip
A fantastic country inn, everything was perfect!
5.0/529 Oct 2023
Alan • Couple Trip
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.
5.0/529 Oct 2023
Alan • Couple Trip
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.

Location

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7 Hubbard Street, Lenox, Massachusetts, US
All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Announcement

You must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability upon check-in. Additional charges may apply.Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.This property will not accommodate hen, stag or similar parties.
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Check-in Procedure
Check-in3:00 PM-11:00 PM
Check-out11:00 AM

  • 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

There is no front desk at this property. The check-in location differs from the property location. Check-in location: [11 Old Stockbridge Rd, Lenox, MA 01240, United States]. 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. Guests will receive an email within 24 hours before arrival with check-in instructions. The host will greet guests on arrival. Information provided by the property may be translated using automated translation tools.

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Want to check in early? Fill out the Special Requests form on the booking page.

More Policies
  • Children 11 years old and younger are not permitted at this property.
  • Cashless payment methods are available for all transactions.

About The Dewey

The Dewey Location
With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and Lenox Library. This guesthouse is 15.4 mi (24.7 km) from Jiminy Peak Mountain Resort and 0.8 mi (1.2 km) from Berkshire Performing Arts Center.

The Dewey Facility and Service
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This guesthouse also features concierge services, wedding services, and a fireplace in the lobby.

The Dewey Rooms
Make yourself at home in one of the 12 air-conditioned guestrooms. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, housekeeping is provided daily, and you can request irons/ironing boards.

Room Type and Price

Thu, 03 Sep 2026 - Fri, 04 Sep 2026 (1 night)
1 Room, 1 Adult, 0 Children