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The Round House

2.9 (15 reviews)

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The Wilmington Inn - The creek running between the inn and their chickens

The Wilmington Inn

4.6(35 reviews)
18.7 mi

We have a tradition of going to Mt. Snow's Oktoberfest every October, so we've driven past the…read moreWilmington Inn many times. This year, our friends celebrated their wedding at the Wilmington In , and the majority of guests stayed, including us. There's plenty of on-site parking and as soon as you walk in, you feel the owners' passion for the property. The decor is classic Vermont, and the common spaces have comfortable, inviting furniture. There is also a bar area where you can purchase any number of craft cocktails, which are expertly made. We stayed in the Wilmington room, which is one of the few rooms with a King bed. The room was beautifully furnished, with a nice high bed, armoire, and television. The bathroom has a beautiful jacuzzi tub and shower. The linens were fresh and comfortable. Where the owners truly shined was with hosting the event. We truly felt special during the weekend. Every evening a fire was made in the fire pit out front. The breakfast each morning was delicious. And the main common room was cleared of furniture in one day to accommodate the wedding tables. Everything looked fabulous and made for an incredible wedding. I highly recommend The Wilmington Inn, whether for a quick stay, or your special event. You will not be disappointed!

Stayed here midweek for two nights. Hosts Charlie and Megan are a great team and awesome hosts…read more Restaurants are walking distance, and Charlie oriented us with the convenient map, including what was open midweek. Clean room, and Inn was clean throughout. Lovely breakfast by Megan included in the rate. Charlie's bar is available and there's a nice area there to relax in as well as a living room with a fireplace. Good wifi, but I wasn't taxing it. Mount Snow very close for skiing but also plenty of other activities, especially hiking, nearby. Right price for our needs-will definitely go back.

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The Wilmington Inn - Coffee Station

Coffee Station

The Wilmington Inn
The Wilmington Inn - One of many seating areas

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One of many seating areas

Lily's Lodge

Lily's Lodge

5.0(2 reviews)
38.7 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!

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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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1868 Crosby House - Escape to our secret gardens!

1868 Crosby House

4.9(15 reviews)
14.4 mi

I have almost forgotten how wonderful it can be to stay in a great B&B, and this one certainly…read morerestored my passion for it -- and then some. From the street it looked like a charming New England B&B and there are plenty of those in the area. What sets this particular one apart, in my opinion, are the following: * At the back of this charming home is a beautifully crafted, lush garden with a hammock and benches placed in strategic nooks designed for optimal book-reading or daydreaming. At the top of the small hill is a pergola -- for more daydreaming, or if you are a bride-to-be looking for a romantic venue, this tops the cake. * The added bonus: you get your own entrance to a walking trail (please see picture below) that connects to a network of trails. It's beautiful now in the the summer time. I imagined how much more beautiful it will be in autumn. I must come back. * The breakfasts are to die for!! Imaginative and definitely gourmet. BTW, I had stayed in some expensive hotels before (the Four Seasons, etc.) -- in my opinion, this B&B's breakfast is better. Way, way better. On my first day, the second course was freshly-baked frittata with a side of steamed kale and zucchini -- picked from their garden. The cheese had just the right gooey to it, and the eggs were fluffy. Day 2: French-toasted croissant filled with creamy custard and drizzled with maple-orange syrup. Yum! * The Owner, Lynn is a wonderful person who had lived in Brattleboro for a very long time and knows its ins and outs -- from where to get great cheese to Brattleboro's unique home architectures. Engaging when a guest needed help and wonderfully welcoming. Yet, I always felt I had my privacy. She has mastered how to be a great host. BTW, the rooms are clean and well kept with a touch of history and modern amenities -- for example: I had a double shower head (a rain shower and a handheld). One last thing: In a hotel or an Airbnb, I always felt unsafe -- locked and double locked. In contrast, in the three days that I stayed here, I left my windows open at night to feel the cool evening breezes from the garden, and during the day, I left my door unlocked while I ate breakfast at the dining room. Priceless. I would come back for the breakfast, or the garden and walking trails, or the wonderfully warm, welcoming atmosphere -- better still, get all three. This one is definitely worth going back to again and again whenever I find myself looking for a great place to stay in Vermont. Highly recommended!

"LIKE FAMILY!"…read more Richard and Lynn treat you like you family from start to finish!!!! We were in awe of the home, the decor, the homemade desserts, the little touches that made our trip very special. The suite was extremely clean and stocked with lovely linens, fresh fruit, coffee, and even fresh autumn leaves for a beautiful decorative flair. They were kind enough to pick us up from the Amtrak station and really attended to our every need. The suite was more than we had imagined, and the online pictures really do not do the Crosby House justice! Thanks The Crosby house for making our stay relaxing, romantic, and unbelievable!!!

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1868 Crosby House - The cozy Autumn Rose room

The cozy Autumn Rose room

1868 Crosby House - Beautiful Brattleboro!

Beautiful Brattleboro!

1868 Crosby House

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The Lake House Guest Cottages of the Berkshires - Sunset Cheers

The Lake House Guest Cottages of the Berkshires

5.0(2 reviews)
31.5 mi

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

When we started wedding planning, my wife and I had a vision. As closely as possible, we wanted to…read morereplicate our family's lake house in New York. We knew we needed a place for 150 people and we knew we wanted it to be drivable for both family and friends in upstate New York and Boston.   We stumbled upon The Lake House Guest Cottages of the Berkshires after months of searching, but the only wedding we had seen hosted there was inside the main cottage. Reluctantly, we decided it was probably too small for us.   Fast forward another month.  Randomly one night, my wife and I both separately pulled up the venue again and I said, "We need to just call them. Maybe they have some grass we can put a tent on." After a couple of email exchanges, Eric, the owner, and Cory, the grounds keeper, invited us out to see the space and were instantly sold. The beautiful grounds, the stunning cottages (or as we like to call them, "mini mansions"), THE VIEW.   Not only did they have four cottages on site where guests could stay, but they also had a field where they had placed a tent for previous weddings that could hold up to 150 guests. We soon found out that over the winter months they would be adding three additional cottages for guests to stay and a seasonal tent to be used for weddings throughout the summer and fall. Needless to say, we booked it.   A couple months into planning, LHGC added a wedding coordinator to their awesome team.  We connected with Kelsey instantly, discussing plans we had made and things we had coming down the line. She was always available if we had a question or concern. Come time to do our walk through before the wedding, we laid out the entire day with the help of Kelsey and our caterer.  We walked away knowing we had the dream team on board.   When our weekend approached, all the new additions were complete and the space was more beautiful than ever. We had our rehearsal brunch Friday morning and welcome party Friday night, both of which allowed for the caterers to take full advantage of the catering kitchen in the main cottage. Kelsey and Cory were completely accommodating and there from start to finish to help with anything we needed.   Our guests arrived sporadically from Friday morning through the evening and spent time playing lawn games, kayaking and paddleboarding on the lake, and enjoying each other's company.  It was so nice to have the entire grounds at our disposal.   On our wedding day, it was just the same. Everything went off seamlessly. Kelsey and Cory were both there if something came up, made sure that set up was perfect, ran the ceremony and reception smoothly and effortlessly.   Our wedding was perfect. It was everything we could have dreamed it to be and more.   Thank you, LHGC, for welcoming us to the family!  We look forward to spending many anniversaries with you on Pontoosuc Lake!

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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

Chesterfield Inn

Chesterfield Inn

4.7(54 reviews)
18.2 mi
•$$$

Always love our stays - and leave looking forward to our next trip!!!!…read more Staying at the Chesterfield Inn Bed and Breakfast is never a disappointment. From the moment you walk in you are treated with warm hospitality by the owners Judy & Phil along with their staff. Something that stands out is the staff have been the same, which speaks for the owners. I can't say enough about how friendly, accommodating, and welcoming, everyone. We stayed in the main building, in rooms 17, 15, 12 & 14 all have cozy accommodations that are spacious and very clean. Room 15 was a two-room suite with a gas fireplace that we enjoyed in the evening. Room 14 also has a gas fireplaced that we enjoyed. Our favorite room is 12 on the first floor with a private balcony. All the rooms have very comfortable beds, and each room has a small refrigerator. Each of these rooms all had a view of the mountains in the background. Breakfast is included and is served in the lovely dining room. Thersa is very friendly and always ensures we have everything. Breakfast starts with fresh baked muffins and fruit. There is always a selection for breakfast from eggs, omelets and either French toast, waffles or pancakes. I have enjoyed different omelets, the Cinnamon French toast, waffles w/strawberries and blueberry pancakes served with warm maple syrup that comes from a local farm. In the afternoon you can relax by the fireplace in the parlor and enjoy a cup of coffee or tea with a variety of fresh baked cookies that are set up for your enjoyment. I highly recommend having dinner in the dining room that is right on the premises at least one night during your stay. The chef prepares great meals, and the menu has a very nice selection. Service has always been exceptional. There is a nice selection of wine, beer and specialty cocktails to choose from. I would highly recommend taking a ride to the "Vermont Country Store" during your stay. The store brought us back to our childhood with the nostalgic toys, rows of penny candy and the original tins of "Charlie chips and much more! Judy and Phil, along with all their staff, are very kind and caring. Thank you all very much for a lovely stay. See you on our next stay. Kathy & Ray Milford, CT

This place is fantastic! Gorgeous location and an authentic BNB…read more They have pet friendly rooms, in a separate building, which is great for guests with allergies. The rooms also don't smell like dog, which is impressive, most do over time! The room I stayed in had a cozy fireplace, and they can do room service for dinner or breakfast. Breakfast was amazing too. Everyone here was so kind and helpful, and even sent me an item I misplaced in the room... that made it to me in Maine in 2 days. Amazing!

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Chesterfield Inn
Chesterfield Inn
Chesterfield Inn

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Howarth House Bed and Breakfast - Howarth House B&B

Howarth House Bed and Breakfast

5.0(17 reviews)
44.2 mi

This place is wonderful! I have now stayed there with my husband and son twice and we were blown…read moreaway. The rooms are lovely and clean and the massive bathroom has a luxurious shower . The breakfast is outstanding: there is a cooked-to-order menu (with eggs from their own chickens!) and a beautiful set-up in a sun room overlooking the nature reserve in the backyard. The property has a beautiful pool and my son loved the game room with a pool table. The very friendly owners, also the chefs, clearly pay attention to detail!

A wooded oasis one minute from Fitchburg State, 1.5h by train from Boston!…read more Visiting family in Fitchburg, we wanted to stay close to the center of town, and we were so lucky to find availability at Howarth House B&B! This beautiful wooded oasis is just up the hill from Fitchburg State University. The home is lovely, with three upstairs rooms available for guests. With our family along, we spent time in two of the rooms. The Harvard is spacious and has a great shower with streams from two sides. What a luxurious experience! The Hudson is also roomy with a serene view of the pool and the back woods (and chicken coop!). It has a jetted tub, so very relaxing, and a shower too. The beds are huge and comfortable, with what must be a pillow-top on the tall firm mattress. These might be the most comfortable rooms we've ever stayed in at a B&B! Breakfast is freshly made with several delicious options from a menu where you make you selections the night before. The eggs are fresh from their own chickens! The hosts Sarah and Ryan served us in a well-lit "Florida Room" with a view of the flower-garden. And we saw a hummingbird flitting among pink and lavender flowers! On the first floor, in addition to the breakfast room, there's a kitchenette with complimentary beer and soft drinks and snack bars, single-serve coffees, and tea bags with a hot and cold water dispenser, (and both milk and cream, thx!). There is a large comfortable sitting room, where we spent part of a pleasant evening with the friendly owners, swapping travel stories. And from there is an enclosed brick pathway to a rec room with a nice billiard table. To the left is the clean outdoor pool, or ahead is the open covered lighted porch with a ceiling fan, which has a step down to the pool. We took a few laps, then walked down and around to the patio with a fire-pit and a large jacuzzi. On an overcast September day, the pool was cool but not chilly, and the jacuzzi was warm with easy-to-adjust powerful jets. The chicken coop is hidden downhill a bit further, and there's no resident rooster so you might hear some cheerful clucking but no raucous crowing. It's just 1.5h by MBTA train from North Station in Boston to this tranquil hideaway. The hosts are charming and hard-working, always making improvements, always ready with friendly conversation. The price is of course a bit more than some local hotels, but not at all expensive, and our envious hotel-staying relatives all came by for a relaxing evening of wine on the porch.

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Howarth House Bed and Breakfast - Common area

Common area

Howarth House Bed and Breakfast - Hudson Room

Hudson Room

Howarth House Bed and Breakfast - Breakfast table

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Breakfast table

The Round House - guesthouses - Updated May 2026

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