The staff were extremely friendly and welcoming. Plenty of parking when we pulled in. The inn seems to be one of the many historic beautiful mansions from the Gilded Age. Location is perfect for exploring Lenox. On the corner of Church street, where all the great restaurants and gastro pubs are located. The inn itself is very dated. The carpet in the common areas is frayed and stained. Our room was ok at best. There were signs throughout the room on how to turn on the shower, open the windows and work the AC. Was just strange. Also, most rooms are on the 2nd floor, and I don't believe I saw an elevator. Breakfast is included with the room. It's pretty straightforward for options. Again, the wait staff was great (and after breakfast they are the ones that clean the rooms). There is a beautiful lounge/bar area. A great place to grab a glass of wine before heading out to diner. It closes very early as there is a guest room right behind it, which is too bad as it would be a great place to come back to for an espresso martini after dinner. There is also a restaurant on sight that seemed pretty busy for diner, but we did not have a meal there. Me and my significant other went out to grab coffee one morning and came back to the inn to relax and read our books. There is no place to sit in the entire inn to sit and relax. It an old mansion I would have expected an area to sit and enjoy your coffee. We ended up sitting at a table that is used for dinner. Just not what I expected. Overall, great and friendly staff that was top notch. The inn and rooms were OK at best. I'd stay there again, understanding that it just isn't up to what one would expect at a B&B in Lenox. read more

Very nice atmosphere, very good burgers, local beer,fries and Cesar salad. We enjoyed the young piano player in the main dining room. Disappointed that they didn't have outdoor seating, it was such a beautiful evening. Very nice hostess . We waited quite a while for the burgers and for our check. While I adore classical music and especially piano players, I believe a short break after 4 or 5 songs would be appreciated. read more

See all

I was amazed at just how much I enjoyed the food at the gateways Inn. We went on a Saturday night, where there was a wonderful pianist filling the place with music. The tablecloth tables ina traditional New England setting were just magnificent. And it felt elegant and nice to be there. The food was exceptional and innovative, and prepared perfectly. And to my surprise, the prices were very reasonable. I had the Loch Duart Salmon with buttered corn, confit shallot, blistered cherry tomatoes and a basil puree. I enjoyed each bite. The pork cheek ragu was amazingly different with broccoli rabe pesto. Get the local cheese plate as an appetizer or dessert. You will love it. The only downside was slow service. We went at the end of August which means the summer students who usually staff restaurants in the Berkshires went back to school. These servers who served me seemed to be new hires and were still learning. So, I am giving them a break. I will surely be back! read more

Fabulous dinner and dining experience. Great service. Beautiful dining room. And even better when they have music.

Amazing food and service. Desert is awesome and delicious too. The best stake I ever had. read more

Good location in center of Lenox and had great potential but fell short. The whole place was a little shabby, and although the room was comfortable, we never got the overhead light to work. Also, they advertise EV chargers, but they were not functioning, which was a problem. We would choose another inn next time. read more

Everything was outstanding from the service to the plating to the flavors of the food. My sister and I had the cucumber yogurt soup. . It was a flavor bomb. We also had a pan seared fish, and I had the pasta bolognese. I love this place. I can't wait to return. The decor is very pleasant. Sound level is good. Our waiter Marc was outstanding. They pay attention to the timing and if you have a concert, you don't need to worry they will take care of you. read more

This is a very nice Inn, and the staff was great. There was one major drawback (for us): the light shades are very transparent, letting in a lot of daylight at sunup. This kept waking us up very early each morning. This should be pretty easy for them to fix. The food was very good at the restaurant, and the location is excellent for Lenox area activities (6 minutes from Tanglewood). They have two chargers for EVs (a Tesla and another type). read more

Love this place. The atmosphere is elegant and there was a wonderful pianist. The shrimp gumbo was delicious as was the salmon. Terrific wine by the glass. Always a treat and our waiter, Mark, is a true professional. read more

I can't not write about an experience this bad. It would almost be funny, if it hadn't been (or tried to be) a celebration for a dear friend. From the moment my party arrived (celebrating a birthday) and was walked to the back dining room, with a view of the parking lot, things went from bad to worse. Our server was completely confused, lost, and uncomfortably anxious. She took our drink order. It took over 20 minutes to get those drinks (3 glasses of wine and one margarita and the restaurant was not crowded at all). In the meantime we were served bread that was basically stale hot dog buns that had been reheated so they were hard enough to chip a tooth on. Our server told us she needed to read the specials because she couldn't remember everything. That's fine. I've waited tables. I get it. Except there was only one special. Actually there were two, but she only mentioned that to tell us they were out of it. When our food finally arrived it was all wrong. Entrees came out as appetizers and vice versa. The food runners put the wrong thing down in front of every person. The kitchen had split dishes that were not meant to be split, which the server at least acknowledged was probably her fault. What wasn't her fault was how lousy the food was. I had a greasy salad with a dry chicken breast. My friends had fair to poor entrees. Finally, while we had mentioned several times that it was someone at the table's birthday, the dessert arrived with no candle. And the server referred to everyone at the table as "ladies" several times, even though one of our party was a gentleman in a suit jacket. I guess the long hair confused her? Or just everything else. At these prices, this place has to do better. I will not be returning, but I hope they get their act together and actually train the poor people working there. Oh, we enjoyed the compound butter. read more

Reviewing the restaurant for our group of eight, for dinner in between performances at Tanglewood. Everything we had was excellent, mainly the appetizers. Chicken liver mousse outstanding, so light and flavorful, as well as artisanal cheeses, eggplant caviar and beet tart. Burgers were solid and fries served with aioli. Radicchio salad was filling, spring vegetables a braised mix of carrots, peas and squash, and cold soup was yogurt-cucumber. Service was attentive, all set in a beautiful room in the back by the patio. read more

See all

Love this place! Great location and charming vibe. The room was great with nice little details. Came with a great menu'd free breakfast that felt high end. Staff is lovely, especially at the bar (which had great drinks). Wish we stayed another night! Oh and there are car charging stations in the parking lot, which was very convenient. read more

See all

This review is for the restaurant only. Elegant 12 room boutique hotel, located in historic Lenox MA. Originally built as the summer "cottage" for Harley Procter of Procter & Gamble fame. In house 5 star restaurant, exceptionally stocked bar and live music at the piano bar enhance your stay. Perfect for an intimate wedding, a family reunion or a romantic escape, we are one of the Berkshires finest. Limited staff did an outstanding job tonight...food was beautifully presented and delicious... drinks were well prepared. All of the dishes I tried were the perfect balance of creative flavors, masterful execution and excellent ingredients. Had the salmon and loved it. The vegan hamburger was very good aswell. The prices surprisingly reasonable. Live music certain night / call ahead. Plenty of street parking in front. read more

See all

What a beautiful historic property! This B&B is nestled in the Berkshire mountains and offers gorgeous private bedrooms with high end bedding and beautiful furnishing. We even had a fireplace in our room! The bathroom was gorgeous too! I loved the thick lush robes and slippers! Classy touch! The home was Mr Proctor's summer home (of proctor and gamble!). Just imagining all the people who walked through the front door so many years ago was intriguing to me. The sitting rooms were well appointed and the bar was beautiful with all the woodwork and cozy seating areas. The restaurant was beautiful and served the most amazing breakfast. We had the omelet that was served with a beautiful fresh green salad which I've never had served with breakfast. They made me fresh decaf coffee which was so smooth and made me feel like vacation and relaxation were in this mug! The staff was very friendly too. The outdoor dining space was beautiful and peaceful with the lush landscape. We will definitely stay here again! read more

See all

We had a delightful and delicious dinner, and would definitely return. The ambiance was terrific - cozy room with fireplace and soft lighting. Our waitress was fabulous - very friendly, knowledgeable and professional. Our meals were delicious, artistically presented, substantial and reasonably priced. I had a bourbon house special cocktail that was a expertly balanced. The butternut squash pumpkin bisque was divine and the homemade croutons were the perfect complement. My Hungarian goulash made with juicy short ribs over parmesan risotto was sublime, and my husband's savory pot pie was equally delicious and beautifully served in a cast iron pan. We'll definitely return. read more

Had wonderful drinks and starters here tonight. Everything was fresh and delicious, server was friendly, and wonderful music by a clarinet and piano jazz duo. Loved the vibe read more

If you don't mind being billed $25 for an "Entree" of maybe 2.5 oz. of Asparagus Risotto, then by all means, go ahead. I wasn't going to order an appetizer but glad I did. Wanted to say something to a Mgr. but didn't. I was genuinely shocked when the very small bowl was place before me. read more

The food was good, but the atmosphere did not match. We were celebrating a special day that ended up being blah. We were seated in the "lower level" that was chilly with people cleaning or closing chairs out the window. We arrived right at opening. There were lovely tables in the front room. When we left the front tables were still not occupied. When I asked why we were seated at the lower level I was told there were reservations. Disappointed to be seated in an empty lack-luster room when there were lovely tables near the fireplace and piano. Probably will not return. I read another review that was promised the front, but got the lower level. read more

Gateways Inn - Pork tenderloin - Hotels Near Me - Lenox, Massachusetts

I am cynical and not one to grant 5 stars without justification. Except to get what you pay for. As far as bed n breakfast this historic inn set the highest of standards. The cleanest of not only the accommodations, but the ambiance feels eloquent and well decorated. The food superb and unique, a well stocked wine cellar and whiskey bar not excepted. I was fortunate to hear live music in the acoustically correct lounge by professional musicians with a 5 member band called 3Ds and me. While the lounge was small, I was told they can accommodate up to 50 guests and have had many wedding and special occasions here. If you have a special occasion you want to plan and be treated like royalty, I strongly suggest you give this place a try. The staff is personal and well qualified to fulfill your needs. Best of the best read more

Gateways Inn - Hotels Near Me - Lenox, Massachusetts

We just had a lovely dinner here last night. The new ownership group has freshened up the place a bit but kept its charm. The wait staff did an excellent job. Chef Ron stopped by to make sure all was well. He has worked at the best restaurants in the Berkshires and The Gateways is fortunate to have him now. His chicken special with herbed gnocchi was outstanding. I had a risotto with Crawfish in a gumbo style which was fabulous. Hot fresh rolls. An interesting cocktail menu, and warm peach cobbler for desert. Our new favorite restaurant!! read more

Fabulous! I had the hanger steak, my sister and brother in law each had the pork loin special. Both were so tasty. We started with the pickled vegetables and Three Fingers Cabernet Sauvignon. And we're enjoying the artisanal cheeses with more wine and outstanding jazz tones from a live band of Jeanne Laurin, Bob Ferrier, and John Sauer. Can't wait to come back. read more

Amazing food at an historic Inn. Nice bar as well. Relaxed charming atmosphere and friendly staff. Interesting cocktails. The patrons there spoke at proper voice levels and were there to enjoy themselves. We loved it! read more

On Sunday, Oct 16, my beau and I tried to get into other restaurants in Lenox and they were all full. He suggested going to Gateways Inn. I'm so glad he did! There was plenty of space and the hamburger we both had was, hands down, the best burger I've ever had. The bun was like a flatbread that had been grilled. The burger was delicious and the whole meal was simply awesome. In fact, we are both going there again tonight as we've been craving the burger ever since! The atmosphere is lovely and it's a great place to go. Highly Recommend. read more

Comedy of errors -Mold issue -A man from the adjoining suite entered our room while we were in bed -restaurant and bar were still not functional and remained closed entirety of our stay First night -no internet -no tv service -no cell phone service -busted smoke detector -no hot water -no ironing board. -rug was bunched up and a trip hazard. ( I tripped twice). This wouldn't be acceptable for a red roof inn much less for a $700 a night 2 night stay. I have request a refund in full and now they refuse to return my emails and calls. read more

Very impressed by the food and service. The chef that they have at the moment, which we had the pleasure of experiencing, demonstrated that he truly cares about his craft by the way our party was treated. We could tell there is not only talent, but also care and intention with ensuring that not only the food is great, but also the dining experience of the whole party. They do it right. Plus the live jazz is awesome. Highly recommended. read more

Dined here last night with a reservation while we were spending a couple of days in the area. Evidently the restaurant has only recently reopened as the menu was billed as a "bar" menu and fairly limited. No matter. When we arrived, there was a jazz combo playing in the dining area next to the bar. No way would anyone be able to converse in that atmosphere - the hostess sat us in a back room of the restaurant which we thought would be much quieter - not so. Although not full, the din was again far beyond a normal conversation- the room has no sound deadening features at all. It was a nice night, and they have a great patio with heaters. We were reseated there - much better. The patio atmosphere far surpassed either of the interior rooms and the heater was effective. We ordered the duck liver mousse and the olives as a starter, along with two cocktails. After reminding the waitress twice, we finally got the first drinks- about 15 minutes after we ordered them. They were fine. The mousse and olives were really tasty. The croustades that came with them were very light and crispy - perfect. We ordered entrees and a bottle of wine. The entrees did not hit the level of the apps. The misty knoll chicken breast was supposed to have Mediterranean spices - which all ended up on the skin leaving the actual chicken pretty tasteless. The short ribs did not look like short ribs at all - they looked like a slice of rib eye- somewhat dry - the sauce was good but this dish did not meet expectations either. There is potential here, but work to be done. We gave our feedback to a waiter who, to his credit, genuinely listened- whether it got back to the kitchen we won't know. One irritating bit- the spotlights on our side of the patio are motion-activated from the cars in the drive, so they kept going out and leaving us in darkness until a car drove by. The waiter acknowledged that he had already fed back this issue with the management. I hope they can make some improvements. Come for the apps and the bar and expect to shout. read more

I just attended a function at this restaurant. The food was amazing the bar tender the best and service even better. Michelle was an awesome help with setting this up. I would highly recommend this venue for any small gathering. We had a piano play during the function. This even added to the atmosphere. Please check this place out. read more

Oh, my. My friend and I came in on a Saturday evening prior to wedding activities. Our original plans for accommodations had not worked out, leaving us to search for something rather last minute. We were tired and hungry following a 2+ hour commute from NY. Having both recently completed graduate school, budget was in the back of our minds. Gateways had their vacancy sign up and looked fairly homey and inviting. "Let's stop and check their rates," I suggest. He stopped the car and I ran in. Fabrizio Chiariello was behind the bar and told me they did indeed have several vacancies. The rate was not as good as we had hoped, but could be done. "Thank you," I said. "Let me check with my friend and come back." I consulted with Steve-o, who had a [possibly cheaper] place in mind further south. Back in the automobile, we drove a bit past Lee, seeking it out to no avail. "Let's do the Gateways," I said, "but please let's have dinner first before I pass out." We stopped for a small meal and went back. Fabrizio Chiariello was still behind the bar. "Would it still be possible to rent a room?" I asked. No. Although the rooms were still available and the doors still open, he told me my window had passed. He said it was a matter of principle. When I told him we had needed to find dinner, he told me we should have eaten at his restaurant. Exhausted, we gave up and just went to meet the wedding friends for drinks. We ended up sharing a room with some other friends who had an extra bed. In the end, I am glad we didn't end up paying the higher prices for rooms and meals at such an unfriendly and stuffy place. read more

Waitress friendly and effective but trying to be bartender, waitress and coat check. Meal was just okay but hugely overpriced. Salad with sliced steak turned out to be no more than a garnish of salad for $15 and a whole strip steak for $7. Average burger was $22. Would not return. read more

The quintessential New England Inn with an opulent flare. Our stay was brief, arrived very late one November evening after the inn closed for the night. Inn keeper was not happy, don't blame her, but quickly arrived to check us inn. She ultimately turned out to be a friendly and helpful person. Our stay was comfortable enough. The general environment is amazing and one of its strengths. Decor is beautiful with an opulent flare. We stayed in the small Viola room on the first floor which was convenient but not the best they have to offer. Heat was a small issues in the evening and the bathroom paint is starting to peel. Take note, pamper yourself and get the bigger room upstairs. Breakfast is include and was awesome on Saturday's morning complete with organic yogurt, fresh fruits and hot pastry. read more

Gateways Inn - Checking in at midnight - Hotels Near Me - Lenox, Massachusetts

My wife and I have stayed at Gateways Inn twice. Once 6 years ago and the second within the past month or so. Both stays were delightful. The hotel is, despite some of the comments listed below, in excellent shape and the proprietors take great care of it. The meals, whether it's a delectable dinner or a warm breakfast, are extremely well made. The rooms are tastefully decorated with antiques, classy furnishings, and sufficient modern devices and accessories for the busy traveler. My one complaint this past time was that the heat in our room was completely messed up. We actually had if anything lowered the heat and the room when we came back later in the evening was a boiler. Furthermore, the heater grills both in the room and outside the room were clanking madly throughout the evening, which made it hard to sleep. We turned off the heat, opened the windows, and not much seemed to make a difference. I normally would deduct "stars" or points for this but to be fair they were having heat problems and work was being done when we arrived. The true pleasure of this establishment (for me) is that the proprietor has collected one the largest and centrally most impressive liquor collections - specifically Single Malt Scotch - in the US. The inn has over 200 bottles of some of the finest and rarest Scotches around, and the proprietor is more than happy to show it off. Still, he has a right to be proud and he has invested significant money and time collecting the many bottles that are prominently displayed in the bar. I should point out that they also host Scotch pairing dinners - I have yet to take part but they look marvelously intriguing. Anyway, whether you're looking for dinner, a place to stay, or a drink - I highly recommend the Gateways Inn. read more

My fiancee & I spent a night here and it was wonderful. The proprietors are wonderful and friendly. The ambiance was great and the room was nice. I loved the gas fireplace and it helped make the room warm really quickly. We had both dinner and breakfast and the food was awesome. The steak I had for dinner easily ranks in my top 3 steaks of all time. It is a bit pricey, but when you want to spent a night away somewhere, it is a great place to do so. read more

This is an iconic Bed and Breakfast set in one of the most beautiful villages in all of New England. 5 minutes to Tangelwood and Norman Rockwell Museum. Michele and Eiram are attentive hosts and will bend over backwards to make your stay more pleasurable ! A cozy bar and lounge with entertainment on the weekends!The restaurant is where the place really shines. A simple savory breakfast ( included) is served from 8:30 til 10 but dinner is an dining experience with a top notch wine list! Better go enjoy this one soon because places like this are disappearing fast and when they are gone " that's it"!! read more

Overpriced and pompous. 6 people at the bar for a drink $90!!!!!!?????? Bartender was not very skilled and they were out of Grey Goose and one popular bourbon. Not for us! read more

My wife and I just wanted to get away for the evening. We stayed 1/30/2018-1/31/2018. We were the only guests at the Inn this night which I thought was neat and my wife thought was a little creepy. Michele was fantastic and gave us a small tour. Our room was very clean and comfortable. Breakfast was great! Organic and homemade items. We tried a few cheeses that we had never had before. I'm certain we would stay here again in the spring or summer season. read more

I called the inn with a question about the dining room. I had made my reservation 2 weeks in advance and the woman I spoke to told me our party of 4 would be seated in the small dining room off the main one. She recommended it as it has 4 tables and we would see the piano and be able to hear the jazz without it being as noisy as the larger main room. I told her it was perfect. We arrived and were led to the lower dining room instead. When I questioned the hostess I was told that the tables of 3 and 4 were moved to the lower dining room to make room for a larger party (one table of 4 remained empty the entire time!). We were in the LDR which as no ambiance, harsh lighting and was quite noisy from the other diners (not acoustically planned out). We heard no live music. While the food was good and our waiter was stellar, the evening was ruined for me and was very disappointed that I couldn't give my guests the evening I promised them I don't know why the larger party wasn't moved to the lower dining room instead. I won't be back read more

This inn was recently sold. The place has gone to seed. Carpets and upholstery need replacement. Chipped furniture is unattractive. Housekeeping is very light. Ajax Tornado is urgently needed in the bathrooms. No one is at the desk after 5pm. To be paying over $300 for a room in this inn is outrageous. Restaurant and bar at the hotel are indefinitely closed. read more

Very expensive and food and service were terrible. We should have said something but did not and now I regret it. We will not eat there again. Ps. Bartender was great. May go back for a drink only at the bar. read more

I had a wonderful experience staying at the Gateways Inn. The guestroom was beautiful and the bed was very comfortable. From the moment I arrived, Fabrizio and Rosemary were exceptional hosts. Their knowledge of Lenox and the whole Berkshire Region was incredible. They did a wonderful job making sure I visited all the worthwhile places to see in the area. The meals at the Gateways Restaurant were delicious! Rosemary's homemade cheesecake was by far the best cheesecake I've ever had! I would definitely recommend the Gateways Inn & La Terrazza Restaurant to anyone traveling to the Lenox area. read more

See all

This place was a great find. Great food, amazing service, beautiful property, comfortable atmosphere, the live music was awesome (jazz on this particular night) and perfect ambience. Owner was very friendly and went out of his way to make sure we were comfortable. We plan to stay at the inn when we are in the area next time after this experience. One of the best experiences we've had in a long time. Offers so much more than a typical dinner experience. read more