We had an absolutely wonderful stay here! The best stay for the money I've had in a long time. The building is lovely and very well-maintained, a manageable walk into the little downtown. Our room was super charming -- the electric fireplace got a lot of use -- and the bed was extremely comfortable (I'm seven months pregnant and slept better in the bed here than I've been sleeping at home!) I also loved the thoughtful little touches, like the coffee and tea station in the dining room that included homemade cookies and a little bowl of chocolates for guests to dip into in the afternoons/evenings. Breakfast was excellent and came in courses, which was a fun novelty. Also, the elderly black lab in residence is a sweetheart (very unobtrusive and quiet, as befits a hospitality professional, but also a very polite receiver of enthusiastic head-petting for those so inclined). I've been actively recommending the Wainwright Inn to my friends and family, and it completely deserves the five stars on Yelp. (My only tiny criticism: I wish they offered actual shampoo and conditioner, instead of the combination two-in-one stuff, which left my hair pretty fried and hard to untangle. If you have much hair you should definitely bring your own conditioner to avoid my fate!) read more

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The Inn was absolutely perfect. I would highly recommend the Wainwright Inn, the immaculate room, great breakfast and awesome location could not have been better, we loved our stay. It's a homey Inn with great amenities. Book it you will not regret staying at this Inn. read more

Chris and Barb where very quick to accommodate my wife and two kids, New Years Eve night with the family suite. The room as spacious and clean. We had a wonderful breakfast as well. We highly recommend Wainwright Inn! read more

Thank you Chris & Barbara for being awesome innkeepers! I visited the inn for one night. I found this spot online researching between TripAdvisor and Yelp. All the great reviews and photos led me here. I was on a New England road trip passing thru Massachusetts with two relatives visiting from out of the country. I booked the West Wing (via telephone), two bedrooms separated by a hallway leading to a private bathroom. 1 king master bedroom + separate 2 twin bedroom. We arrived at 4p on Thursday before Memorial Day. Chris greeted us, offered us coffee, tea & port wine and showed us the rooms. We took a leisurely 10 min stroll to downtown. Walked around town (most stores were closed by 5:30p) Had a delicious dinner at the Prairie Whale followed by a stop to Soco ice cream shop and then a walk back to the inn. Slept great, free wifi, quiet bedrooms. Air conditioning in each bedroom kept the room nice and cool. Bathroom was comfortable, stall shower, hair dryer provided. Plenty of towels, soap, shampoo, lotion. I posted a bunch of photos too of the rooms and inn. Three course breakfast served between 8:30-9:30a the next morn (other arrangements can be made for earlier or later breakfast on request). Fruits and Greek yogurt, followed by poached eggs, toast and potatoes and ending with homemade banana bread (see photos). Juice (grapefruit or orange or apple) and coffee and water in a beautiful dining room. I would most definitely stay here again. read more

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Barb and Chris run a fabulous operation, all the more amazing given the challenges imposed upon by Covid. We ventured out for our first getaway since March to celebrate a birthday, and this in was perfect. Chris gave us great dining recommendations for each of our three nights. We had a room in the cottage which made for a nice, isolated Covid friendly accommodation and it had tea, coffee, mini fridge and microwave so you could have do it yourself meals there. The breakfast each day was delicious with Chris delivering it to us in the cottage one morning. We will look to return, maybe for next year's birthday. read more

My girlfriend and I stayed here in the middle of the week and were the only guests. Chris and Barbara still treated us royally with delicious breakfasts and a consistently running fire in the shared room. They also had good tips for Berkshires activities. They did some Google research for us when we asked for specifics. Above and beyond. They also were very accommodating to my girlfriend's gluten allergy - provided multiple breakfast options and also tailored desserts. The room itself was very comfortable with plenty of amenities. Close proximity to Great Barrington and other nearby towns. We'd definitely stay here again. read more

My family and I stayed at the Wainwright Inn for the last two nights and we all agreed that it was wonderful! We are so glad that we didn't stay at some hotel without personality or character. The building is beautiful and I am already missing the adorable and spacious suite I shared with my parents and sister. The Innkeeper, Marja, and her husband take their roles to heart, and we were welcomed openly! Marja even took extra pains to create delicious vegan alternatives to the breakfasts that my omnivorous family enjoyed. I am really accustomed to people making light of my vegan diet and just expecting me to cope with less, but she went the extra mile with tofu scramble, potatoes, waffles, cakes, and even soymilk for my tea! My mother is already planning on getting the ladies in her book club to head out to the Wainwright Inn and I know that I will recommend it to anyone looking for a little haven in the Berkshires! read more

Wainwright Inn - Bed & Breakfast Near Me - Great Barrington, Massachusetts

This is an absolutely lovely place to stay in Great Barrington. The hosts, Chris and Barb, were so gracious. The inn is extremely well kept. In the evenings, I sat in the living room chatting with the people with whom I was with. (It is so much nicer than sitting in a bedroom.) Hot water for tea, coffee and cookies were available all the time in the dining room. Sherry and port were available in the living room. A word about the cookies: Barb made them and they were probably the best homemade cookies I ever had. A hearty breakfast was served starting with fresh fruit. Then there were omelets the first morning and thick French toast the second. Bacon and rolls were included. Breakfast was enough so that we had no need to stop for lunch! The inn is well situated in the town. A lot of restaurants were within walking distance or a short drive. When we visit this area again, we will definitely stay here! read more

The Wainwright Inn is, quite simply, the roomiest, friendliest, and quietest B&B we have stayed at in years. I agree with everything that's been written here about the soaps, the sherry, the teas, the port, the innkeepers, the delicious breakfast, the choice location, the WiFi, the gardens, and the overall warmth and charm of the place. Marja and Robert are truly kind-hearted, generous people (as noted in almost all of the other reviews) so I will focus on a few of our own revelations about staying at the Wainwright. First, Google Maps will send you to the corner of Route 7 and South Street where you will not find the Wainwright. (There are two large funeral homes there instead.) Do not despair. Turn your car around and head south on Route 7 two more blocks (past the Dunkin Donuts). The Wainwright is at the corner of Route 7 and Pope Street with plenty of parking around back. Next, the innkeepers have no problem accommodating guests with food allergies. Just be sure to mention something before you arrive. Our breakfast included a smoothie course in between the juice-and-warm-apple-cake course (with 6 juices to choose from) and the main dish (ours was waffles with sautéed apples and bacon). The smoothie packed a punch with five fruits plus carrots and kale! Also, and this is for early risers out there (like us). There is a Keurig coffee maker in the kitchen and K-cups that Marja fills with her own delicious ground coffee. So if you need a cup at 7 a.m., go for it! There's fresh milk in the 'fridge. And have another cup if you like. We had our coffee in our room and even went for a little walk before breakfast, which is served between 8:30 and 9:30 a.m. Lastly, the Wainwright oozes with history. When you look at the brick structure from the outside and imagine it without the porch and without the addition on the back and without some of the Victorian touches here and there, you see a building that truly dates back to the 1760s. The Wainwright had a front-row seat to history when General Henry Knox and his men defied all odds by transporting 60 tons of cannons by oxen from Fort Ticonderoga to Boston during in the winter of 1775-76. The column went right by the Wainwright, which was a tavern back then, and I had no problem picturing Colonists in the front drawing room enjoying a flagon or two of ale. read more

Yet another fantastic trip to Great Barrington! We only had a few days but packed as much relaxation and sightseeing in as possible. As always, Marja, Robert & Daryl were amazing hosts! We are already planning our next trip back! read more

Beautiful, well cared for B&B. Owners are very nice and accommodating, rooms are comfortable and reasonable, and breakfast was delicious. Close to town center and skiing. Worth a stay. We'll be back. read more

The owner after a misunderstanding remedied the problem efficiency and quickly! I appreciate his willingness to see my point of view when all information was given read more

The Wainwright Inn has become one of my favorite places on earth. Robert, Marja and Darryl always welcome us in as part of the family and immediately there is warmth and laughter. As always the breakfasts were phenomenal. Lisa and I just spent Labor Day weekend there and it was just what the doctor ordered. We spent hours on the porch reading, playing cribbage and watching the classic cars drive by. We explored the area, ate great food, picked up real estate brochures and immersed ourselves in the Berkshires. On Sunday night a group of the guests got together with Robert, Marja and Darryl and we hung out on the porch eating and drinking and laughing. We did not want to leave but we are now home relaxed, re-charged and ready to face the working world again. Thank you Wainwright Inn. We are already planning our next trip! read more

To begin, I'd just like to say I have nothing to compare this to since it's our first B&B. However, I gotta say this was more than just a room and breakfast, it was a wonderful experience. Our innkeepers, Marja and Robert, were beyond friendly, accommodating, and just delightful to speak with. The breakfasts were delicious! The lunch/dinner spots recommended surpassed our expectations. We ate at the Barrington Brewery and Gypsy Joint, both fantastic! The fireplace room was cozy and inviting. Very romantic. The conversations with Marja and Robert really made this stay an experience to remember. Robert, thank you for the beer discussions... AND THE PLINY!!! I'm sending you over a bottle of an IPA I find to be just as incredible. Also from the West Coast. You must taste it! We are 100% coming back and we're bringing friends! I don't want to even try other B&Bs... I know this one HAS TO BE the best! Again, thank you Marja and Robert, for such a pleasant stay! See you soon! read more

Covid conscientious. A fine old ancient inne with fresh-made breakfasts appealingly presented. From our charming "Garden Room" bay window, we could see both pink sunrises and purple sunsets. Thank-you. read more

Make the Wainwright Inn first on your list of places to stay in the Berkshires. The Wainwright Inn is beautiful, the rooms are charming, and the innkeepers are delightful. A different breakfast (and it's always fresh and delicious) is available every morning. Enjoy sherry and tea in the afternoon and a glass of port before turning in for the evening. We loved our stay at the Wainwright Inn. Conveniently located and close to Tanglewood one may easily explore the Berkshires from the Wainwright Inn's location in Great Barrington. read more

My sister and I just stayed here for the weekend because we were visiting family in Great Barrington. We stayed in the Anna Carriage House. Everything about the Wainwright Inn and Barbara and Chris is amazing. We arrived very late at night on Friday and Barbara and Chris accommodated our arrival at 11pm. The room was very warm and cozy but spacious. The decor was beautiful and true to the history, yet stylish and chic. The beds were very comfortable and the whole space was welcoming. There was WiFi, (in a town where cell phone service is not guaranteed), cookies, wine, coffee, and tea in the Carriage House. It is actually quiet and dark when you sleep, so there is no way to not get a great night's sleep! The very best part of the Wainwright Inn is breakfast. The first day, we were served a fluffy chive omelette with bacon and berries on the side and the most delicious banana bread. I didn't think it could get any better, but the next day, we had french toast, and the bacon again (note: I am mostly vegetarian and rarely eat pork. This bacon was INCREDIBLE and there was no way I would pass it up). Anyway, I have nothing negative to say about the Wainwright Inn. Barbara and Chris are very friendly and offered some hiking suggestions that turned out to be great! The price cannot be beat. There are many B&Bs to choose from in the Great Barrington area, but I will stay at the Wainwright Inn every time I visit Great Barrington, and I highly recommend this inn to all! read more

I stayed here with friends for a weekend of cycling during the Memorial Day weekend. The inn is located on Main St. and is about a 5 minute walk to great dining options. We stayed in the carriage house which is a bit further away from the main street and is very quiet (if you are bothered by street noise). The inn is an old house built in 1776 and has old world charm. The rooms are clean and cozy. The innkeepers Chris and Barbara are very friendly and make you feel like you are staying with friends or family rather than a business. They also cook delicious homemade breakfast in the morning. Would definitely recommend if you are looking for a place in this area. read more

We thoroughly enjoyed our stay. The Inn Keepers were very accommodating to our highly specialized diets. They really couldn't do enough to help us feel comfortable. Gave great recommendations of where to go and what to do as well. The location was fantastic to downtown Great Barrington and no more than 20 minutes from everywhere we wanted to visit in the Berkshires. Highly recommended. read more

A perfect choice for a Berkshires visit. Rooms are pleasant and very comfortable without being fancy. The hosts are charming, and eager to make your stay perfect. They are happy to adjust to guests's preferences and dietary requirements. (Breakfasts are delicious.)And the location is excellent: it's less than a mile to the center if Great Barrington--an easy stroll, which means you can avoid parking challenges on crowded weekends. We've stayed here three times and will be back! read more

My husband and I were thrilled with our stay at the Wainwright Inn! Marja and Robert are very welcoming, personable and helpful. The inn is beautifully decorated in a historic yet artistic style, and was very clean. Breakfast was delicious! We will definitely make it a regular part of any trip to western MA. read more

Wainwright Inn is a plush, upscale B&B, with gourmet breakfasts and a wonderful welcoming vibe. My husband and I stayed in the Edison Room and loved it. The bed was extremely comfortable and the room and bathroom were both a good size. The whole place is in immaculate shape. The same cannot be said for some of the other historic B&B's where we've stayed. Highly recommend this as a place to stay when you're in the Berkshires. read more

We were so delighted with our stay for my birthday weekend June 2015. The new owners are terrific and they've picked up where the old owners left off. The food was delicious and they were very personable, yet not intrusive. I'm going to see James Taylor this weekend at Tanglewoods and would've liked to stay there again, but since its a last minute trip for me (my sister gave me a ticket!) we are stayed elsewhere - glad to hear its booked for their sake and anyone staying there will not be disappointed! read more

5-Stars all the way. Super nice place to stay. Very clean and lovingly restored yet keeping the nostalga and romance that once was. Inn keeper Marja (MAR-eee-ah) is super charming and keeps the inn in immaculate condition. Breakfasts are wonderful and the coffee is great. We stayed on the 2nd floor and had access to the wonderful front porch. Working fireplaces and large rooms make this Inn a must stay. The carriage house is a 2-bedroom kitchenette suite that is fabulous and suitable for long stays for skiing in the winter or hiking in the summer. I could see booking an entire month and staying a while. Highy recommend! read more

Comfortable. Warm atmosphere. Excellent breakfast included; several courses. Get a room with a fireplace; costs a little more for the fire, but adds warmth and joy to the bedroom. Lovely owners. read more

We've stayed here 3 times over Memorial day weekend, and love it. We come to GB to road cycle with our club each year for three days, and Marja and Robert's place is by far the best in town. It is close to all the restaurants and shops, the rooms are nicely appointed, the bfast is delicious and filling and Marja and Robert are super informative about other nearby activities to check out and are super friendly. Only advice would be crisp high end sheet! We'll be back next year. read more

My wife and I just returned from a marvelous four nights in the Berkshire Wing room at the Wainwright. We were extremely comfortable and enjoyed the perfect location within walking distance of the restaurants and shops of Great Barrington. Delicious, well-rounded breakfasts (homemade baked goods, fruit, and then a "main dish" like an omelette, scrambled eggs, french toast or waffle) always got our days off to a good start, and port and sherry were available in the front room (in beautiful antique glasses!) for a night cap. Marja is a perfect innkeeper, friendly and knowledgeable but never intrusive. A note to my fellow tea snobs - there's an excellent array of teas available with breakfast, from hefty Irish Breakfast and London Cuppa blends to a more delicate Earl Grey and also herbal and green varieties. Also, a note to my fellow internet addicts - the wifi signal is strong and steady even on the third floor. We look forward to visiting again in future. read more

The Wainwright Inn is such a wonderful place to stay while in the Berkshires. The innkeepers are so nice and accommodating, and you feel right at home. They are super friendly, have great information, and know the area very well. The breakfasts are delicious, creative and plentiful, as are the snacks left out during the day. The rooms are clean and stocked with everything you need to be comfortable. The location is superb, walking distance from downtown Great Barrington, plus you are so close to Tanglewood and all the other gorgeous Berkshire towns. The Wainwright is the place to stay when in the Berkshires! read more

We made last minute plans to be in Great Barrington for one night in mid-December. The innkeeper welcomed us without hesitation and provided a wonderful room, attentive service, and an excellent breakfast. She attended to the special dietary needs of my wife. We will return, no doubt about it. read more