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33 Main St, Lenox, MA 01240-2311
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Lowest prices for your stay
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Free cancellation until 02/03/22
Reserve now, pay at stay
View deal
Free cancellation until 02/03/22
View deal
Free cancellation until 02/03/22
Reserve now, pay at stay
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Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (21)
Room & Suite (18)
Videos (1)
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.


#6 of 19 B&Bs / Inns in Lenox
Travelers' Choice
Conceived and curated by home furnishings entrepreneur and Lenox resident, Annie Selke, 33 Main offers a delightful escape for the discerning traveler. Putting her years of extensive travel to work, Annie has channeled her favorite lodging experiences into each of the eight thoughtfully appointed, artfully designed rooms.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Baggage storage
Laundry service
Room features
Air conditioning
Room service
Bath / shower
Complimentary toiletries
Hair dryer
Room types
Non-smoking rooms
Good to know
Languages Spoken
47Reviews1Q+A13Room tips
Traveler rating
  • 45
  • 2
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Time of year
Traveler type
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Popular mentions
EddieHenry wrote a review Jun 2021
Bonita Springs, Florida14 contributions20 helpful votes
After 6 days with our grandkids in the eastern part of the state and a sick dog needing multiple nighttime walks in the miserable weather of Memorial Day weekend, we needed peace, tranquility and pampering. We got all of those and more at 33 Main. The Decor not surprisingly was beautifully designed. Our pretty room, The Aster ( one of 2 dog friendly rooms) was large and relaxing with both shower and tub. Our hosts during our visit were Donna and Becca who were friendly and warm and cooked outstanding breakfasts. The inn is so well located and you can walk most places. We took our dog for a very scenic hike at Kennedy park. The 3 restaurants we ate at, Zinc, Alta and Brava were all top notch. We loved the inn’s overall ambiance so much that we’ve booked a 4 night stay in September. Zero complaints, only praise!
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Date of stay: June 2021Trip type: Traveled as a couple
Room Tip: Loved our room, the Aster. You might prefer an upstairs room if not traveling with a pet. Also,...
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AP wrote a review May 2021
1 contribution1 helpful vote
This was our first time staying outside the house since the beginning of the pandemic. We felt very safe due to the clear protocols at 33 Main. Food: The included breakfast was delivered to our room right on time, and was delicious! We also stopped downstairs for the included happy hour, where we received a nice glass of wine and a personal charcuterie plate. Service: Everyone was extremely friendly, and also provided great recommendations for dining and activities in the area. Atmosphere: The decor has been recently updated, and felt bright and fresh. Our room was very clean, with a comfortable mattress and a nice view of Main Street. The location was also a plus, as we could easily walk to all of the shops / restaurants we wanted to visit in Lenox. We highly recommend 33 Main and will definitely come back ourselves.
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Date of stay: May 2021
1 Helpful vote
bbmf4 wrote a review Dec 2020
New York City, New York195 contributions162 helpful votes
This was a great getaway place to stay during COVID. Both the public space and room were immaculately clean. The The room we were in was beautifully decorated, though a bit small. The bed was amazingly comfortable. The inn was helpful in recommending a fabulous restaurant for dinner.
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Date of stay: July 2020
1 Helpful vote
Response from Rebecca Lilley, Innkeeper at 33 Main
Responded Jan 25, 2021
Thank you so much for taking the time out to comment on your stay. We truly appreciate it. We are so happy that you had enjoyed your stay with us and hope to see you in the future.
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EWeissler wrote a review Nov 2020
Brooklyn, New York44 contributions51 helpful votes
My husband and I stayed here as a weekend get away. I couldn’t recommend it more! The Inn is absolutely beautifully appointed and well situated in downtown Lenox. The bed was very comfortable and we loved our room, Sunnyholm. The staff was incredibly kind and welcoming. Each morning we had a delicious breakfast in our room and had a happy hour glass of wine. Everyone took COVID precautions seriously, which we really appreciated. We can’t wait to come back to Lenox and stay here again!
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Date of stay: November 2020Trip type: Traveled as a couple
2 Helpful votes
Response from Rebecca Lilley, Innkeeper at 33 Main
Responded Jan 25, 2021
It is so great to hear this! We try very hard to make everyone's stay welcoming and comfortable. We are so glad that you enjoyed your stay and hope to see you in the future.
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NoQuincy2014 wrote a review Nov 2020
Scituate, Massachusetts10 contributions2 helpful votes
33 Main was everything we were looking for. Lovely, homey environment with gorgeous, tasteful decor, charming staff and delicious breakfasts. Loved the cocktail hour, too. Careful Covid restrictions didn't interfere with enjoying the space and interacting with other guests. Well done!! We look forward to our next visit. P.S. Many area stores (Lenox, Lee, Stockbridge, Great Barrington) are closed or have limited hours; many didn't open until Thursday. Plan accordingly, if this is important to you.
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Date of stay: November 2020
Sleep Quality
Response from Rebecca Lilley, Innkeeper at 33 Main
Responded Nov 11, 2020
Thank you so much for taking the time to write us a review! It was an absolute pleasure hosting you and we hope to welcome you back as more things open up to explore.
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$300 - $547 (Based on Average Rates for a Standard Room)
United StatesMassachusettsBerkshiresLenox
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Frequently Asked Questions about 33 Main
Which popular attractions are close to 33 Main?
Nearby attractions include Tom Fiorini Sculpture Yard (0.1 miles), Concepts of Art Lenox Judaica (0.1 miles), and The Bookstore (0.07 miles).
What are some of the property amenities at 33 Main?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
What food & drink options are available at 33 Main?
Guests can enjoy free breakfast during their stay.
Is parking available at 33 Main?
Yes, free parking is available to guests.
What are some restaurants close to 33 Main?
Conveniently located restaurants include Alta Restaurant & Wine Bar, Brava, and Haven Cafe & Bakery.
Is 33 Main located near the city center?
Yes, it is 0.06 miles away from the center of Lenox.
Are there any historical sites close to 33 Main?
Many travelers enjoy visiting The Mount, Edith Wharton's Home (1.7 miles) and Herman Melville's Arrowhead (4.4 miles).