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Lenox, MA

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Jennings Brook Farm

5.0 (1 review)

Jennings Brook Farm Photos

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6 years ago

Very nice man helped us buy our Maple Syrup! Best price around for.a Gallon! Definitely recommend stopping here!

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The Lake House Guest Cottages of the Berkshires - Sunset Cheers

The Lake House Guest Cottages of the Berkshires

5.0(3 reviews)
10.1 mi

Our daughter had her wedding here this past weekend and it could not have been a better experience!…read more Nicole, who runs the Lake House is a cornerstone of why this place is so special and works so well. Nicole is not only incredibly organized and thorough but she gives tremendous advise too. The cottages are lovely and spotless due to her focus on the details and big picture. With Nicole as manager, we are considering renting some of the cottages for an extended family winter vacation. Nicole and everyone on her team are courteous and helpful, setting a wonderful tone. The neighborhood is just ok but once you walk onto the property, you'll see why its a little oasis, right on the lake. The cottages are lovely --modern with full nice kitchens, fireplaces, comfortable beds, etc. We used local vendors which worked out so well! They all had worked on the property and with each other so it was flawless. We had such a good experience, we're considering renting some of the cottages for a family reunion. Thank you to Nicole and her team for helping create such a magical experience!

Gorgeous luxury lake house cottages. We stayed at the Artist cottage. 2 double bed n 1 pull out…read morecouch. So technically can sleep 6. Cory the groundskeeper Keri's the place pristine. Anything you need he can accommodate. He brought the grill in front of our house so we can have bbq. I love the lake access n all the things you need for water sport. Kayak, paddle buses, canoe, paddle boat. Amazing. After all you daily activities a sit in front n watch the sunset. We also rented a pontoon boat to explore the lake. It was an snacking vacation

Photos
The Lake House Guest Cottages of the Berkshires - Smores

Smores

The Lake House Guest Cottages of the Berkshires - Paddle board

Paddle board

The Lake House Guest Cottages of the Berkshires - Sunset

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Sunset

Lily's Lodge

Lily's Lodge

5.0(2 reviews)
38.5 mi

Just stayed the night here on a road trip. Owners are very kind. The inside was clean and comfy…read more Tons of room. Muffins were waiting for us which was lovely. The next day we had an amazing breakfast at the restaurant across the street. Would stay there again. Only downside is the outside doesn't match how nice the inside is.

Lily's Lodge was fabulous! A+++! We had 3 adults and 3 youths in our party. We were there to…read morecelebrate my son's 11th birthday with a weekend getaway to Six Flags Fright Fest. All the rooms are extra spacious. There is actually enough bedding for 9 people. We had a whole house to ourselves! Plenty of parking! All rooms, including bedding, sofas and bathrooms were super clean. The home smelled great when we walked in and there were fresh muffins waiting for us. The contemporary deco was fun while still providing a home away from home feel. The owners have a restaurant named Memo's across the street. We had a fabulous breakfast at Memo's at very reasonable prices. I had mentioned to the owner Christine that it had been my son's birthday the night while we were checking in. The next morning while we had breakfast at Memo's without being asked the owner and restaurant staff surprised my son with a chocolate muffin and candle and a birthday song. It was nice of her to remember and It made the start of his birthday getaway weekend very special. Christine was super attentive to our needs and answered any questions we had as 1st timers there. Lily's Lodge was just 10 minutes from 6 Flags and is right across the street from the annual Big E entrance. While staying at Lily's Lodge it felt like were were truly away yet still had very easy access to the main road which makes it convenient for quick trips to grab last minute items you may have forgotten to pack or just to do some shopping. We look forward to being future guests at Lily's Lodge again. It was a delightful find! Thanks Christine for your hospitality!

Photos
Lily's Lodge - Newly renovated lodge

Newly renovated lodge

Lily's Lodge - Across the street from the Eastern States Exposition and less than 5 minute drive to downtown Springfield Ma

Across the street from the Eastern States Exposition and less than 5 minute drive to downtown Springfield Ma

Lily's Lodge

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Meadowood Farm - The woods on the property.

Meadowood Farm

5.0(9 reviews)
42.5 mi

This B&B is exactly what I envisioned a Vermont bed and breakfast should be. Operated by a retired…read morecouple, they really understand customer service and one can tell they truly enjoy their hobby and interacting with their guests. We stayed in the king bed master bedroom which was quite spacious and well kept. The house is nestled in an 18 acre forest which is breathtaking. For our breakfast, Donna made an amazing french toast with home made plum jam and raisins, the maple syrup came from one of the trees on the property!! I also had a delicious made to order cheese omlette. This place is everything you would want in a B&B, hospitality and service and beauty are all packaged in at Farmwood Meadows.

We went for a romantic long weekend. This place is perfect. The rooms are super spacious…read more Everything is decorated with a charming farmhouse b&b vibe, but remains clean and uncluttered. The views are also great. And the breakfasts.....let me tell you about the breakfasts. Handmade by the hosts, multiple courses, all fresh local ingredients. Homemade bread and pastries, omletes with local Vermont cheese, potatoes, fresh fruits, juice, coffee....we were stuffed every morning. The only thing better than the breakfasts were the hosts themselves. Just the nicest couple you'd ever want to meet. They made themselves available for anything we needed. Donna gave us dinner recommendations and would include printed directions to the restaurants. She is so knowledgeable about all there is to do in the area. Clifford was so kind and accommodating as well. We arrived on motorcycle and he insisted on us keeping it in his garage. He also offered us his rain gear upon our departure because it was drizzling. He even followed up with us after to make sure we had arrived home safely. So in short. Beautiful accommodations. Great views. Amazing breakfast. Kind and helpful hosts. You really couldn't ask for more. I'll be staying here again for sure.

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Meadowood Farm - Summer at Meadowood Farm

Summer at Meadowood Farm

Meadowood Farm
Meadowood Farm

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Studio 286 - Welcome to Studio 286!

Studio 286

5.0(1 review)
47.7 mi

I've stayed here on two occasions when work has brought me to Kingston. My stays were 6 weeks each,…read more(though I know Kerry is happy to accommodate weekend and shorter-stay guests). The apartment is gorgeous and spacious. It has the artistic, curated, luxurious touches of a hotel while still providing all the comforts of home. Uptown Kingston is beautiful and vibrant, with lots of bars, restaurants, banks, galleries, shops, farmers markets and coffee places all within a 5 minute walk. We had cars with us, and street parking (while tricky to find sometimes) is free at night and on weekends, plus there's a free municipal lot right down the street. Kerry and his wife are absolutely phenomenal hosts. They are endlessly helpful and friendly. An amazing place to stay, can't recommend it enough!

From the owner: NEW! Spacious, chic and comfortable three bedroom apartment is your perfect launching pad to…read moreenjoy Kingston's new vibe . Just steps from Uptown's fabulous eateries, taverns and specialty stores. "Studio 286" for short or extended stays. Studio 286 is a perfectly located apartment on the corner of John and Fair Streets in the heart of Uptown Kingston and accommodates up to 6 people. Three bedrooms , a large sitting room and fully equipped gourmet kitchen - a 1650 square foot oasis in the middle of Uptown Kingston's exciting Stockade District with all the amazing restaurants, cafes, taverns and boutique stores literally on your doorstep. The apartment is freshly renovated and decorated - a mixture of old world charm and the latest European design. It has all the mod cons, with brand new appliances, clean and comfortable bedrooms, each perfect for a couple or single person and 55 inch flat screen tv with free movies via Netflix in the expansive living room. No car required- Kingston is served by regular Trailways bus service direct from Port Authority in NYC and then it is a short stroll from the Trailways terminal to Studio 286 where you can pretty much walk to everything.

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Studio 286 - Welcome to Studio 286!

Welcome to Studio 286!

Studio 286 - The Charlie Chaplin Room

The Charlie Chaplin Room

Studio 286 - The Gustav Klimt Room

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The Gustav Klimt Room

Jennings Brook Farm - guesthouses - Updated October 2026

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