Name: 33 Main
Address: 33 Main Street, Lenox, US

8/10

Excellent

26 Jul 2026

Tatyana

This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better.

10/10

Exceptional

24 Oct 2025

Vanthana

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.

Self

10/10

Exceptional

15 Oct 2025

James

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

Leisure Partner

10/10

Exceptional

08 Oct 2025

Sirimon

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!!

Leisure Partner

8/10

Excellent

01 Sep 2025

Patricia

The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast dining.

Leisure Partner

10/10

Exceptional

01 Sep 2024

Kate

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!

Leisure Partner

10/10

Exceptional

07 Aug 2024

Donaldson

Clean room, gracious host.

Leisure Family

10/10

Exceptional

29 Jul 2024

Leonor

Love this!

10/10

Exceptional

07 Jul 2024

Julie

Lovely stay, Perfect Spot

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

Self

10/10

Exceptional

07 Nov 2022

Linda

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!

Leisure Family

10/10

Exceptional

27 Oct 2022

Amy

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

Leisure Self

10/10

Exceptional

16 Oct 2022

Sara

Great

Leisure Family

10/10

Exceptional

04 Aug 2022

William

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.

Leisure Partner

10/10

Exceptional

25 Jul 2022

Kelly

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!

Leisure Partner

8/10

Excellent

18 Jul 2022

Marla

The inn is beautiful and the breakfast was delicious. We just made the 7:30 check in time

Partner

10/10

Exceptional

13 Jun 2022

Mark

Wonderful experience. Lovely inn.

Leisure Partner

10/10

Exceptional

03 Jan 2022

Emily

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.

Leisure Partner

10/10

Exceptional

11 Dec 2021

Elaine

Beautiful B and B! Great service!

10/10

Exceptional

08 Sep 2021

Amanda

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

Leisure

10/10

Exceptional

01 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!

Leisure

10/10

Exceptional

29 Aug 2021

Krista Ann

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!

Leisure Partner

10/10

Exceptional

30 Jul 2021

noah

2 night getaway

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.

Partner

10/10

Exceptional

04 Jun 2021

Verified traveler

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.

Leisure Partner

10/10

Exceptional

18 May 2021

Verified traveler

Wonderful experience! Pleasant staff and personal touches that really contributed to the overall stay. The cheese plate was delicious and interior decor was impressive. Highly recommend!

Leisure Partner

10/10

Exceptional

10 May 2021

Verified traveler

Very nice and accommodating staff

Leisure Partner

10/10

Exceptional

20 Nov 2020

Caroline

We had a terrific experience at 33 Main! We were greeted by the kindest, most accommodating staff, who upgraded us upon arrival. Breakfast everyday was delicious, and the cocktail hour was such a nice touch. Our room, and the building as a whole, were beautiful. Most importantly, we felt safe, given the current global health crisis. Highly recommend for couples or friends looking to spend a relaxing weekend in the Berkshires.

Leisure Partner

10/10

Exceptional

05 Sep 2020

ANNA MAE

Exceptional Stay, Even During COVID!

Exceptional stay, even during the pandemic! 33Main took me extraordinary precautions and we felt comfortable and catered to. The inn keeper was simply lovely and provided old school hospitality. They made our anniversary weekend truly some with an upgraded room and champagne on ice waiting for us! It was a busy August weekend and one night we could not get a table, so they suggested using their picnic basket accoutrements with our take out...it was perfection!

Partner

10/10

Exceptional

18 Feb 2020

Verified traveler

Well designed, clean, warm, welcoming. The Annie Selke store is located just across the street. The town of Lenox is charming and walkable from this bed & breakfast. The breakfast was delicious and filling, overall a lovely stay. Cozy fireplace to enjoy a cocktail and cheese platter before heading out to dinner.

Leisure Partner

10/10

Exceptional

24 Dec 2019

Verified traveler

It was amazing.

Friends_and_family Family

10/10

Exceptional

02 Dec 2019

Verified traveler

Very memorable stay

We arrived early evening and were greeted at the front door. There was one of her and two of us but she still offered to take our bags (nice touch #1) we got a tour of the amazingly designed bed and breakfast after a quick check-in in the \"office/ kitchen\". Room was incredibly clean... Not just squeaky clean, Monica Gellar, clean. Cookie on the bed on our arrival (nice touch #2). Really cute toilet paper folding art (nice touch #3). Stocked self serve bar (nice touch #4). Sheets were a little crispy for me; however, linens, multiple bath robes (nice touch #5) and bed was very comfortable. Pamphlet with descriptions of all the linens (nice touch #5). Bathroom was so so so beautiful, and glass in the shower was (invisible) clean.

This will be our post Thanksgiving stop on the way home every year. Not just a pleasant stay, a memorable stay.

Partner

10/10

Exceptional

30 Nov 2019

Verified traveler

This inn is absolutely beautiful. If you appreciate attention to design detail and quality you will love 33 Main. Service was gracious, breakfast amazing and the location couldn’t be better, in the heart of charming Lenox.

Friends_and_family Partner

10/10

Exceptional

20 Aug 2019

Verified traveler

Absolutely everything in this inn is perfect. The food and amenities are excellent. It’s a true get away to stay there!

Leisure Family

10/10

Exceptional

20 Jul 2019

Verified traveler

Wonderful staff, location and accommodations. Plan on returning again, and again.

Friends_and_family Partner

10/10

Exceptional

25 Jun 2019

Verified traveler

Very welcoming on every level. Wonderful location and gorgeous inn. Manager, Rebecca, is a great asset to the inn. Looking forward to a return visit.

Friends_and_family Family

10/10

Exceptional

19 Feb 2019

Verified traveler

What a beautiful place! I treated my mom to a weekend here for her birthday. She loved it and we would definitely love to come back! The decor is gorgeous and the breakfast, wine/cheese @ 5pm and welcome champagne made us feel like royalty. The only thing missing is an outdoor hot tub. The staff was amazing and Becca (who works there) helped us out with things to do locally and helped us find a place to get a massage. Thank you for having us 33 Main!

Leisure Family

10/10

Exceptional

02 Jan 2019

Gen

Beautiful Inn with every detail well thought out. Our room was a little tight with the bed in the corner but every other room looked more spacious and the facilities were spectacular. Breakfast was delicious, as was the afternoon cheese board and wine/beer/spirits. Would go back in a heartbeat!

10/10

Exceptional

10 Dec 2018

Verified traveler

Excellent service and delicious breakfast. I would definitely recommend if you are staying in the area.

Leisure Partner

10/10

Exceptional

10 Dec 2018

Verified traveler

Great location (short walk to town/restaurants), modern room and bathroom, very clean, fantastic breakfast and host.

Leisure Partner

10/10

Exceptional

05 Nov 2018

Tracy

The room and bathroom were beautiful, the bed was comfortable, and the breakfast was delicious! The only drawback was our room being right across from the dining room, but that didn't matter much since only breakfast is served in there. Very relaxing place with friendly staff.

10/10

Exceptional

02 Nov 2018

Bjorn

Amazing, first class

Partner

10/10

Exceptional

13 Oct 2018

Verified traveler

Wonderful experience. Delicious food and warm attentive staff

10/10

Exceptional

19 Aug 2018

Verified traveler

Wonderful location and fabulous breakfast! Extremely gracious hosts.

10/10

Exceptional

11 Jul 2018

Janet

Modern, Beautiful, Fab location in Lenox

What a breathe of fresh air in the Berkshires. Fabulous, not a quilt or dust ruffle in sight. Excellent on all points, lovely delicious food, personalized service, tasty evening wine & nibbles, service, very comfortable bed. Look forward to returning soon.

10/10

Exceptional

29 May 2018

Verified traveler

Perfect in every way!

I LOVE THIS PLACE! We just got back from two nights at 33 Main. WOW!! Fernanda and Becca couldn't have been more accommodating and gracious if they tried and the world of hospitality would be a better place if they learned from these two kind and had working women! While booking our room (Cliffwood), we were told it was small but we were pleasantly surprised at how well the space was used and how comfortable it was even with two of us staying there. The Inn is immaculate and beautifully laid out with a main dining room, two indoor seating areas, a screened-in porch and comfortable rocking chairs on the porch that overlooks Main Street. There's on-site parking and street parking if the lot fills up. The beds are comfortable and the linens are so soft and cozy. At 6:00pm that have a complimentary happy hour with charcuterie boards and both alcoholic and non-alcoholic drinks. And they come around to ask if you need anything which we never did because they think of it all. Guests have access to free bottled water, soda, sparking water, tea and coffee 24-7 and there's free wifi. The made-to-order complimentary breakfasts were better than some restaurants I've been to. They bake breads fresh every morning and accommodate dietary restrictions (assuming they're within reason). And they are truly gourmet breakfasts that taste as good as they look! The location couldn't be better as you are within walking distance to downtown Lenox (literally across the street).

Partner

10/10

Exceptional

07 May 2018

Verified traveler

Beautifully decorated. Fernanda, our host, was wonderful. She had a bottle of Albariño waiting on our room as well as recently baked cookies. And Rebecca, the inn keeper graciously received my husband's birthday gifts ahead of time so that they'd be waiting for him on our room. The place is special, and so is their staff!

10/10

Exceptional

02 Apr 2018

Deb

Amazing service.

Beautiful property. Bedroom walls are a bit thin. Could hear all conversations from next door neighbor. Luckily everyone kind of sleeps at the same time since it’s a sleepy town. Love the decor of this house.

Partner

10/10

Exceptional

12 Mar 2018

Verified traveler

Gorgeous hotel with amazing staff

First time staying at 33 Main and we are already planning a return trip. It is a perfect package. Beautiful, cozy and wonderfully staffed.

10/10

Exceptional

27 Feb 2018

Kitty

Unsurpassed service

The staff and service were unsurpassed. Many nice touches such as a cocktail hour by the fire, gourmet breakfast on Sunday, newspapers and friendly service.