33 Main - An Annie Selke Luxury Lodging Experience

My wife and I spent a wonderful weekend in Massachusetts visiting Concord, Deerfield, and Lenox, and our stay at 33 Main was one of the highlights of the trip. Our arrival was delayed the first night due to heavy traffic, but the staff went above and beyond — they even called to check on us to make sure we were safe and still on our way. That small gesture really set the tone for the entire stay: thoughtful, attentive, and genuinely caring service. Each morning, we enjoyed breakfast on the porch overlooking the autumn leaves — a truly beautiful and relaxing setting to start the day. The food was delicious, and the atmosphere couldn’t have been more charming. I’ve stayed in a lot of really nice places over the years, and 33 Main absolutely ranks among the best. The property, the people, and the experience as a whole will not disappoint. Highly recommend!

We stayed here some years back. Everything was great - esp the beautiful breakfast we had in our room. This time it was disappointing - the room we stayed in had a bathroom that wasn't designed for average sized people. But most disappointing was the breakfast - an average cinammon croissant and a delicious quiche that was so small we left hungry. Definitely not like it used to be- won't be returning...

We will never get used to being greeted by an envelope and a code - it is so much less gracious than a human and a front desk. Feels like a very expensive Air BnB. That said, the room was spacious and very tastefully decorated - great spaces for reading, dresser / closet, excellent reading lights, beautiful bathroom (didn’t love the sheets or towels, though, and bed was hard). Very nice breakfast included, as well as cookies and The NY Times - very good touches. But our room was next to the exit door (noisy), and we couldn’t get back in using the key pad at 8:00 pm in 2 degree weather (it had locked - we had to make an emergency call).

33 Main is a true delight in the heart of Lenox. From the moment you step inside, you’re wrapped in warmth, style, and thoughtful hospitality. The inn is beautifully appointed—elegant yet cozy—with every detail carefully curated, from plush linens to perfectly arranged sitting areas that invite you to linger. One of the unexpected highlights? The cookies. Baked fresh daily, they’re the kind of comfort that makes you feel instantly at home—warm, delicious, and always waiting for you in the kitchen like a little gift after a day exploring the Berkshires. The staff is gracious and genuinely kind, offering just the right balance of attentiveness and privacy. Whether you’re sipping wine on the front porch or wandering to nearby shops and restaurants, 33 Main feels like a home away from home—only more beautiful and far more relaxing. A perfect escape in one of New England’s most charming towns. We can’t wait to return.

Adorable boutique hotel offering a wide variety of extras. The room we stayed in was exquisite. East entry with pad lock and key. Breakfast was included and a nice touch. Perfect location for Tanglewood or center of town. Dog friendly

We had an amazing weekend at the beautiful 33 Main. Check-in was seamless despite our after hours arrival. We stayed in the beautiful and comfy Sunnyholm suite. The soaking tub was relaxing and provided a spa like experience. Breakfast was delicious each morning and the always available chocolate chip cookies were such a nice treat. The location was perfect for exploring downtown Lenox. We look forward to returning to 33 Main.

If someone is looking for the most wonderful B&B experience I would most highly recommend 33 Main. The inn owned by Annie Selke is top-notch in every way. The rooms are beautifully decorated . We stayed in The Stockbridge which overlooked Main Street in Lennox. The linens were so soft, mattress super comfortable, towels were soft and plush and the bath products were some of the best I have ever used. The room was perfect in every way. The staff of the inn were all terrific. A Happy Hour was set up every day at 5:00 and it was wonderful to enjoy a drink in the rocking chairs on the porch. Cheese platters were available and there were also wonderful home baked cookies. If someone desired it, there was a small area where you could make tea or coffee. The breakfast in the morning was delicious. The food was all so fresh and the service was excellent. The day prior I was asked what is my favorite breakfast and when they learned it was French Toast, the following morning they made it for me and it was one of the best I have ever eaten. We enjoyed eating our breakfast in the covered porch area.| The inn is an easy walk to all the restaurant and quaint shops and galleries in Lenox. Across the street from the inn was an Annie Selke store, where I made some nice purchases. The inn is also is not far from Tanglewood and other Berkshire attractions. The staff also were very helpful in their recommendations and directed us to a wonderful farm stand where we purchased wonderful produce and flowers before we went home.| I most certainly hope that I one day may once again stay at 33 Main.

***We didn't end up staying here due to travel plans being affected but wanted to provide a review for 33 Main's customer service and attention to detail*** The staff at 33 Main were exceptional in helping make things right since we were unable to stay this past weekend due to the crazy airline troubles happening nationally. They were very kind and showed compassion to us knowing that we were going through a brutal time being stuck in an airport in a different city. While we didn't end up staying here, we had close friends in the same party that stayed here this weekend that told us the property was remarkable: rooms were very nice, clean and likely nicer than some of the other spots in Lenox that other friends had stayed at. Hopefully we can make it back to stay here and experience this great property in person!