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Guest House

33 Main

Berkshire, Massachusetts

Reviews

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5.0/5

FantasticFrom 47 reviews

5.0/524 Oct 2025

Vanthana • Solo Trip

Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in the Cliffwood room, which was the perfect size for me as a solo traveler (in other words, although smaller than the other rooms, it did not feel too small). The room and private bathroom were clean and beautifully designed. I loved the towels and heated towel rack—divine! Breakfast was delicious every morning and catered to dietary preferences—no meat for me. They start you off with a sideboard buffet offering yogurt, fruit, granola, and pastries that change daily, followed by a featured entree. 33 Main has a dedicated parking lot in the back for easy and convenient off-street parking. The location of the inn is supreme—just across the street and a skip away from all the shops and restaurants.

5.0/515 Oct 2025

James • Couple Trip

Beautiful place. Wonderful owner and staff. Our stay there was a total delight.

5.0/58 Oct 2025

Sirimon • Couple Trip

We enjoyed our stay so much. Sandra and Donna were wonderful. Our breakfast both days was delicious and just perfect amount. We stayed on the first floor near the kitchen, so it was a bit noisy but we knew that coming in which was fine. We appreciate the larger room and renovate bathroom. The daily cocktail hour was nice. We felt like we had the living area to ourselves. It’s very close to walk anywhere in Lenox. The big bonus: an EV Charger, it should be on your website! Although a few times we couldn’t charge because other cars took the spot. If it can be marked EV it’d help so much! We have the hybrid so it’s ok. Thank you!!

5.0/51 Sep 2024

Kate • Couple Trip

33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back!

5.0/57 Aug 2024

Donaldson • Family Trip

Clean room, gracious host.

5.0/529 Jul 2024

Leonor

Love this!

5.0/58 Jul 2024

Julie • Solo Trip

Beautiful place. Everything was perfect and so pretty. Great location, too. Will definitely return.

5.0/57 Nov 2022

Linda • Family Trip

I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!

5.0/527 Oct 2022

Amy • Solo Trip

Loved everything about 33 Main—especially the breakfasts and the sparkling clean rooms. Can’t wait to return!

5.0/516 Oct 2022

Sara • Family Trip

Great

5.0/54 Aug 2022

William • Couple Trip

It's a lovely restored house and grounds just a minute from the center of Lenox and about 1.5 mile from the Tanglewood Music Center. The staff and owners have thought of every need of their guests.

5.0/525 Jul 2022

Kelly • Couple Trip

The staff were welcoming and very accommodating. I loved the 5pm cocktail hour and the delicious breakfast each morning. We loved sitting in the front porch in the evening and enjoyed having our breakfast in the enclosed side porch. We loved everything about our stay there and will be back!

5.0/513 Jun 2022

Mark • Couple Trip

Wonderful experience. Lovely inn.

5.0/54 Jan 2022

Emily • Couple Trip

beautifully appointed quaint house with a few guest rooms upstairs. Felt like I was staying in an elegant home. Breakfast is included, with fresh baked breads and pastries, and a choice of one protein or all; eggs, bacon, coffee, tea, juice, sparkling water...all good.

5.0/511 Dec 2021

Elaine

Beautiful B and B! Great service!

5.0/58 Sep 2021

Amanda

Great place to stay! Everyone is very friendly and the rooms are very clean and unique.

5.0/52 Sep 2021

Melissa

I loved the bathroom in Aster and the bed was comfy. The breakfast in the morning was very good and all the staff was friendly. I would stay again!

5.0/529 Aug 2021

Krista Ann • Couple Trip

We had 24 hours for a quick getaway and found 33 Main the perfect place for just that! Located in the gorgeous Berkshires, 33 Main is inviting, beautifully appointed and the staff could not be more accommodating. We had a great time and look forward to going back!

5.0/530 Jul 2021

noah • Couple Trip

The inn was a delight from start to finish. It was impeccably clean. The service was diligent and friendly. We were only sad to leave.

5.0/54 Jun 2021

Verified traveler • Couple Trip

We were not expecting the quality and comfort of 33 Main. Staff was very friendly, breakfast was delicious and the bedding including the pillows are now on my Annie Selke buy list. Our room, The Sunset was cozy and everything was clean and well designed. I personally loved the Nespresso coffee machine for my am “wake up”. We frequent trips to Boston from our home in upstate New York...an overnight stay en route to unwind is now on our to do list.

Location

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33 Main Street, Lenox, Massachusetts, US

Nearby Destinations

All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Announcement

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.Please inform in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation.Parking is subject to availability due to limited spaces.

Check-in Procedure

Check-in3:00 PM-6:00 PM

Check-out11:00

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 - C0006151520
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.
Safety features at this property include a fire extinguisher and a smoke detector

There is no front desk at this property. 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 6 PM please contact the property in advance using the information on the booking confirmation. Guests will receive an access code. Information provided by the property may be translated using automated translation tools.

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

More Policies

Guests under 21 years old are not permitted at this adults-only property.

About 33 Main

33 Main Location
With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library. This bed & breakfast is 0.4 mi (0.7 km) from Berkshire Performing Arts Center and 0.4 mi (0.7 km) from Ventfort Hall Mansion and Gilded Age Museum.

33 Main Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and a fireplace in the lobby.

33 Main Rooms
Make yourself at home in one of the 8 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include portable fans and irons/ironing boards, and housekeeping is provided daily.

Restaurant and Cafe
A complimentary full breakfast is served daily from 8:30 AM to 10:00 AM.

Room Type and Price

Wed, 07 Oct 2026 - Thu, 08 Oct 2026 (1 night)

1 Room, 1 Adult, 0 Children