Highly rated 4.9-star hotel with LGBTQ+ friendly amenities in Lenox, MA. Close to Tanglewood, The Mount, and Bousquet Mountain Ski Area. Book now for a charming stay.
Recent visitors highlight a warm, elegant atmosphere complemented by attentive staff and a prime location near downtown Lenox attractions. While many praise included amenities, some note a more automated check-in process and firm beds as minor drawbacks.
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Rooms, shared spaces, dining and exterior — grouped so you can skim quickly.
Located in the heart of Lenox, Massachusetts, 33 Main - An Annie Selke Luxury Lodging Experience offers a blend of elegant and cozy accommodations within a charming Berkshires town. The property provides a quiet retreat close to summer concerts at Tanglewood, historic period mansions, and a variety of farm-to-table dining options. Guests appreciate the peaceful setting while remaining within easy walking distance of downtown restaurants and shops.
The hotel is thoughtfully designed with a focus on comfort and style, featuring tastefully decorated rooms that invite relaxation. Reviews frequently highlight the welcoming ambiance, attention to detail, and quality amenities like a relaxing soaking tub and daily fresh-baked cookies. While some guests find the self check-in process less personal, many praise the attentive and kind staff who balance privacy with care.
33 Main embraces inclusivity as an LGBTQ+ friendly property and offers check-in from 3 PM with check-out by 11 AM. Its convenient location places visitors near cultural attractions such as The Mount, Edith Wharton's historic home, and Ventfort Hall Gilded Age Mansion, as well as outdoor activities at Bousquet Mountain Ski Area. The hotel is accessible within a reasonable drive from Bradley International and Albany International airports.
Ideal for visitors seeking a quiet, well-appointed lodging experience in a scenic town, this property caters to those who enjoy exploring local history and nature while appreciating thoughtful hospitality. Guests often mention the excellent breakfast, comfortable rooms, and overall quality as reasons to return, making it well suited for couples and solo travelers alike.
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Reviews from travelers who stayed here in the last 12 months, grouped to help you spot the pattern quickly.
My husband and I absolutely loved 33 Main … The room and overall ambiance were perfect. The breakfast was delicious…staff couldn’t be nicer. We will be back … also a quick walk to all the restaurants in Lenox … perfection. LD
Every time I go to the Berkshires this is the place I stay at. The rooms are wonderful, cozy, and clean! The staff is great and so nice! It’s located perfectly with everything around you. Not to mention the food and cocktail hour is great!
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.
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).
***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!
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.
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!
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
Quaint Berkshires town with summer concerts at Tanglewood, period mansions & farm-to-table dining.
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