In Lenox for a couple of concerts at Tanglewood in July 2026, my wife and I stayed two nights. I…read moresplurged on the Lady Cicely Grand Suite, booked online, it was not cheap, but we were not disappointed. The Cornell Inn is simply and easily the cleanest place I've ever stayed in the world (and I've stayed in 5 star hotels like Intercontinental Istanbul, Intercontinental Los Angeles, Ritz Carlton Central Park South, and Trump International NYC). The suite was large and elegant and comfortable and everything in it was absolutely spotless. The staff were kind and helpful, eager to swap out the complimentary bottle of cabernet (?) for my wife's preferred chardonnay, and provide us with several brownies. Breakfasts were very good. I really don't have a single complaint, can't wait to stay here again in the future!

Terrible customer service. Management does not care about future guests. My girlfriend got very ill…read moreand we could not come and they did not allow us to reschedule the date. Just kept the money. Never again and buyer beware with this place. James H

Diane, the owner, is a great host. She's very friendly and knowledgeable about the area. The inn is…read morevery clean and neat, the Stockbridge Room was spacious and beautifully decorated, and the breakfasts were hearty and delicious. The inn was built in 1856, so if you like antiques and that style, this is the place for you.

Beautiful and cozy, and very clean. Diane is the most exceptional hostess, very accommodating and…read morelovely women

You won't find many places like Conroy's,in the Berkshires or elsewhere for that matter. From the…read morewarm home like surroundings, to the ample grounds to wander, and a swimming pool (summer only of course!), to Joanne's knowledgable suggestions, there's no finer B and B in the Berkshires. The personal one to one connection that she brings to the stay is priceless. My wife and I came here on the recommendation of local friends many years ago, and have been returning several times a year for years.Btw, Joanne's breakfasts are really truly splendid-they put the "breakfast" back into thedefinition of bed and "breakfast"!

A lovely B & B with 9 antique rooms, beautiful, scenic grounds and a swimming pool in season. The…read morelocation is only a mile from downtown, historic Stockbridge and equally as close to Lee, MA. Ultra clean rooms, beautiful gathering places with interesting artwork, games and comfy chairs and couches. All good. The owners, Joanne and Jim Conroy, could not have been more welcoming, arranging the Rose Room with an extra cot for my youngest daughter and serving us an absolutely delicious breakfast each day. We feasted on fresh fruit and orange juice, coffee/tea, yogurt with granola and home made nut pancakes, quiche, and just out of the oven muffins. The conversation with various guests from countries like Belgium and Germany was wonderful. A rolling outdoor lawn was a fabulous spot for a picnic lunch. All in all, we can't wait to come again to visit local favorites such as Naumkeag, The Divine Mercy Chaplet, Tanglewood, The Rockwell Museum, and so much more. An all season destination, come to Conroys, hands down better than any hotel! Five star!

We stayed at the Chambery Inn this weekend. It was beautifully maintained, clean, a great location,…read moreeasy/contactless check in and check out. We were asked our wine preference and a delicious bottle of red wine was waiting for us. It was also great to see some of the pieces of the schools history maintained and fun reading all the notes left on the chalk boards by previous guests. There was keurig machine in our room and outside in the hallway as well as an espresso machine, both fully stocked with lots of great options! We happened to be there over Memorial Day weekend so had a nice view of the parade sitting right outside of the Inn! We will definitely be back!

Wow!!! This place is literally a gem! I'd give 10* if I could. Vibrant, cozy, historic, clean,…read moreperfectly maintained in every single detail! Olia the owner such a sweetheart!Recommended favourite places to eat and be entertained, so many things to do there. It was our first experience in Berkshires but definitely not last, can't wait to come back! I travel a lot in US and abroad, and trust me - you'll love that place from the very first step in! Is quite convenient to be in the middle of the town, the hotel's parking is pretty spacious! We loved our humongous room with beautiful interior, a fireplace. Also we bought a homemade maple syrup, the taste is yummm!

This may have been my best room service experience ever; having lived out of hotels that is saying…read moresomething. The building is really beautiful and at any other time we would have made use of the beautiful common spaces indoors and not just enjoyed our room and the grounds. The room was impeccably cleaned and staff were attentive to needs that came up during the visit. The absolute stand out was our room service meal set in front of the wood-burning fireplace in our room. They came up with a table, offered us options for chairs, had all of the food wrapped in plastic and covered in warming lids, but done in a way that did not interfere with even the delicate plating details. The portions were substantial and food quality was outstanding. They even provided gluten-free options that went above and beyond to accommodate an allergy. I wish I could give 4.5 because there were some minor areas for improvement, but I will round up given COVID was likely a contributing factor.

This was a return visit. We had previously been guests at the hotel 3 yrs ago . Now under new…read moremanagement , what a change ! The ground s are still lovely. The downstairs public rooms are beautiful. " Although somebody followed me around where ever I went. You definitely feel they don't want you to sit in the rooms. It is "look but don't touch" just like a museum. If your looking to go to a lovely, charming, gracious hotel . Want to relax & be spoiled) for the weekend don't come here. The staff is obnoxious rude & pretentious. We arrived with are 2 Small Shitizs just as we had before. The hotel was aware we were bringing 2 service dogs.. First night they would not allow us in the dining room with dogs but they had no room for us to dine outside! They wanted us to sit alone in a room by ourselves & have dinner ! I objected. We finally agreed we would have dinner in the bar alone . At least it was part of the dining area. To get to the pool area you need to drive your car. They didn't like where my husband parked our car. No biggie. I think the Pool Boy could have handled it. All he had to do is ask us to move it. Next thing we know the manger of the Hotel comes to the pool standing over us suit & all. After announcing his titled he ordered my husband to move the car. It was definitely a reprimand for his bad behavior. Of course he moved the car. When we returned to our room there was a hand written note offering to serve us dinner in our room that evening. I called the desk to ask about this & was told this was a new thing they were offering ! We ate dinner in town that evening.. I could go on & on with our crimes & misdemeanors. I spoke to this TIGHT A.S JERK when we were checking out . I asked if the General Manger was available. He has a total passive aggressive personality. I expressed my disappointment about the weekend. He went through the list list & more of the above. Wait a minute , aren't I the quest. Isn't this his job ? Doesn't it come with the territory! If he was so disapproving of us he could have asked us to checkout. He didn't do that though. He wanted our $3900. He may not have like us but he liked our money.

If you're fortunate enough to visit Lenox, an outstanding magician, Benjamin is there on Thursdays…read more Up close, and outstanding!!!! He is personabl, funny, and very talented, has perf all over the world including 2 di times at the Obama White House! Don't miss him!

My wife and I ended up having lunch in Stockbridge after taking the day off together to celebrate…read moreour 36 wedding anniversary and we are so glad we did. We had wonderful lunch in the main dining room in the Red Lion Inn. Our waiter Matt was very nice! Unfortunately he had the whole dining room and things took time. Other than that we truly enjoyed our lunch. I had the Roast Beef sandwich special which was fantastic! One of the best I have ever had. Not sure it is worth $28 for a small sandwich though. My wife loved her Caprese Sandwich. I had Apple Pie with a scoop of vanilla ice cream which was good... not great. I'd skip it next time. Matt came with the coffee I ordered and said the pie was in the oven so when it finally came out I was expecting a very hot apple pie. That was not the case which was disappointing. Overall a wonderful experience and if we are ever in the area again, we would definitely stop for lunch again.

This place is now called the Buttonball Inn. When we booked it was Egremont. We only found out by…read morecalling to confirm our reservation a few days out. That should've been the first red flag. Second, don't believe the photos. Property is not upgraded and in much poorer condition than advertised (especially the rooms). Very old bathroom fixtures, window AC unit kept turning off and on, stains on lamp shade, light scones in bathroom do not work, cracks/stains in wallpaper (see pics). Our room door would not lock with the key they provided. (It would not even lock with the skeleton key the staff member tried). We reported this and were told it would be fixed the same day. When we returned it was not fixed. Ensuring that the room doors can all be locked is a basic safety standard. This was not upheld. Not only that, their staffing levels is also below industry standards. No one is reachable, not by phone, not by presence on the property, not by email. We came in around 9 on our last night for example. The main door to the inn was opened, didn't even have to use the key to enter (is this even safe?). Not one staff person was on site for us to follow up re: door. We were told we would receive a text about the door that morning. We did not. Tried calling and emailing and got no response. We found this very unprofessional and inhospitable. Do not waste your time or money to stay here.

A Community Venue Changed…read more The Egremont Barn, now operating as Buttonball Barn, was once a cornerstone of local music and community gathering. Because of our long-standing connection to the space, my husband and I chose it for our wedding celebration, placing our deposit with the previous owners, who were professional and supportive throughout the process. After the property changed ownership, we still proceeded with our event in October. This celebration held particular significance, as my father was seriously ill at the time, and we were grateful he was able to attend. Unfortunately, our experience with the new ownership raised serious concerns about professionalism, transparency, and respect for both clients and staff. On the day of the event, the owner attempted to impose additional charges not outlined in our contract. This included a demand for a $500 fee for using a room to get ready--a space she had explicitly told me I could use earlier in the day, noting it was acceptable despite the building being under construction. While I was getting ready, she entered the room while my mother and a family friend were assisting me and removed a rug from beneath them, stating that I "wasn't supposed to use the room all day." I chose not to address this at the time in order to preserve the tone of the day. Throughout the event, the owner was also openly drinking at the open bar, which had been paid for by my father. As the night concluded, she insisted that I personally break down the entire venue either immediately or first thing the following morning--despite knowing I had family visiting--or I would be charged for a cleaning crew. This expectation had not been communicated beforehand and was not included in the contract. When I suggested discussing it the next day, she continued to press the issue and confronted my husband, who attempted to redirect the conversation. To avoid further escalation, my friends and I cleaned the venue that night--while I was still in my wedding dress. She later stated that she would retain space heaters I had purchased in exchange for waiving the disputed room fee. When I noted that none of these charges or arrangements were contractually agreed upon, she responded, "I'm expensive, and I'm not in the contract either, honey," in reference to her being casted on The Real Housewives of New York City. Additionally, her conduct toward long-standing staff members--many of whom had supported the venue for years--was concerning and contributed to an atmosphere that felt transactional rather than community-centered. Some of those staff members have since left the venue. What was most troubling was the timing and context. The attempts to extract additional money occurred at the end of a wedding celebration involving a seriously ill parent, placing unnecessary stress on a family during an already significant moment. The Egremont Barn once represented collaboration, music, and mutual respect. Under its current ownership, that spirit appears to have shifted toward aesthetics and revenue at the expense of community and care. I encourage readers to proceed with caution, ask detailed questions, and ensure all expectations are clearly documented in writing before booking events there.

We enjoyed a lovely stay at this lovely 8-bed inn in the heart of Lenox. Our room was as nice as we…read morecould have hoped, spotlessly clean, extremely comfortable, high-quality bedding, and a bathroom with a wonderfully large walk-in shower. The staff proved to be uniformly pleasant people, always helpful. The public spaces -- the dining areas and especially the recently refurbished parlor rooms which are stocked with drinks and hors d'oeuvres in the late afternoon -- are a genuine delight. So much is good here. But we have given the inn four stars not five because of the disappointing breakfasts. We were served very overcooked casseroles, overcooked scrambled eggs, grossly undercooked bacon and rather sad bits of yogurt. They really need some improvements here. That said -- and we know it requires us to be honest -- we would definitely look forward to returning with fingers crossed for some improvements in the breakfasts. And yes, 33 Main is on the pricey side, but it's high season for Tanglewood -- a very short drive away -- and given the quality here we think it's well worth considering a splurge.

We absolutely loved our stay at 33 Main. The bedding was so comfortable (we're we're in Sunnyholm)…read moreand absolutely loved the updated bathroom and the bath tub! The breakfasts were excellent, good options for both my husband and I, and the staff was lovely. We loved the granola so much, we purchased some extra! We will definitely be back!