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    Applegate Inn

    4.3 (7 reviews)

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    Conroy's B & B - Nicky's room

    Conroy's B & B

    (8 reviews)

    $$

    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!

    Devonfield Inn

    Devonfield Inn

    (39 reviews)

    $$

    Fantastic bed and breakfast in the middle of the bucolic Berkshires - a fantastic escape for a…read moreromantic sojourn or simply a peaceful retreat. Doug and Jim go above and beyond with their hospitality always with a smile and friendly gesture. Jim's breakfast desserts are phenomenal and the Happy Hour with live music is superb with Doug and Jim both lending their voices to entertain guests in collaboration with a pianist that truly brings back the concept of Parlor music into the 21st century. The musical ambiance at breakfast is also reminiscent of my own playlists, with a mix of classical, new age, and soft instrumental listening. The historic inn retains much of its charm with original details throughout - truly a step into New England country charm. My partner, now fiancée, and I thoroughly enjoyed our stay and it will forever be memorable as our engagement destination. We are looking forward to returning for many years to come!

    Our recent stay at the Devonfield Inn was our first and will certainly not be our last!! The Inn is…read morebeautiful, well appointed and is located in the amazing Berkshires. The Inn Keepers, Doug & Jim were gracious, informative and attentive! Our suite was very welcoming, comfortable & clean! We enjoyed true comfort during our stay. Breakfast was really good each morning with great selections of savory & sweet offerings. The Inn's location is central to many restaurants @ attractions which made day trip's really easy. A very special Inn indeed!!

    The LakeHouse Inn - Apple Cider On The Lake

    The LakeHouse Inn

    (27 reviews)

    From arrival to departure we felt well taken care of. Welcoming cocktail, after dinner cognacs and…read moredelicious brownies were complimentary and very much appreciated! Our room was small but accurately described on the website. It was tastefully set up and it had a view of the lake which was beautiful. The breakfasts were very nice with several choices and nice table service. Also, the location is excellent. Besides being on the lake it is within minutes of many Berkshire attractions.

    After some research, I found this place for a nice getaway vacation with my husband. I am so glad…read morethat I did! Everyone here was so nice, and the hospitality made it feel like a home away from home. We were greeted with care with a welcome hot cider drink with rum to relax before checking in. Once we were all done, we went up to our room that had the balcony overlooking the lake. The room was nice and clean. The view from the room was pure bliss. Got a great view of the Harvest Moon as we were there that night. We never would have seen that back home. What's also nice is that breakfast was included. Every morning, there were different choices for breakfast along with pastries if we wanted. They even had pastries during the day if you wanted an extra treat. Every moment we interacted with anyone, we were greeted with kindness. And a shout out to Lori, who saved us with a recommendation to eat at Alta in Lenox for dinner. Overall, we really enjoyed our stay and the views and would highly recommend to anyone who is visiting the area. Lots to do and it's right near a bunch of great towns.

    33 Main - Delightful front parlor

    33 Main

    (6 reviews)

    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!

    Cornell Inn - Breakfast Room

    Cornell Inn

    (98 reviews)

    I stayed for one night at the Cornell Inn recently after attending an event in the area. The inn…read morewas convenient to the historic downtown area, yet away enough to feel a bit quieter and more peaceful. Paige at the front desk was phenomenal! Very friendly at check-in and answered all my questions during my stay, always with a smile on her face. My room was beautiful. I chose room 25 (Vivian) on the 2nd floor of the main house. While it's a small room, it was cozy and quite lovely. I spent some quiet time writing at the desk, and later enjoyed the fireplace with a Duraflame log provided by the inn. They also provide a free bottle of wine, which was waiting for me in my room. The next morning, hot breakfast was waiting in the dining area downstairs. There were several options, which I appreciate having a choice. The pumpkin French toast casserole, seasoned potatoes, and bacon were superb. A great way to start the day! I loved my stay so much that I'm returning in January for another night!

    Some people visit the Berkshires for the music, but we come for the cozy charm of the Cornell Inn…read more The experience starts the moment you book your stay, with a wide variety of beautifully appointed rooms to choose from, just pick based on your vibe. From the warm welcome upon arrival--complete with a welcome drink, pastries, and brownies--to the impeccable service, every detail feels well thought out. We were a bit apprehensive when we heard about the new ownership, but thankfully, much of the charm remains intact. The bar now uses a Bartesian machine, which makes good cocktails, though I can see it becoming cumbersome if multiple guests arrive at once. Breakfast is always wonderful with a variety of entrées and sides. My only wish? That they bring back the specialty coffee machine--I miss those cappuccinos! Fortunately, their excellent selection of Harney & Sons teas helps make up for it. Already looking forward to our next visit!

    Applegate Inn - bedbreakfast - Updated May 2026

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