6 Best Bars near Pittsfield

“Location, relaxed vibe, fun bar, super nice staff! We <3 the Clear!“

“Absolute gem of an Inn, perfectly located off scenic Route 100 on the town green of a quintessential small VT village. The rooms were cozy, impeccably clean and equipped with all the comforts of home. We enjoyed the delicious and convenient dinner at Docs Tavern connected to the Inn. Had such a great stay, already booked the same room for our next ski trip!“

“We had a great meal tonight at Casey’s. Dan and Anna were awesome! Great atmosphere, fun folks, fabulous food. We will be back again soon. ❤️“

“My favorite restaurant! Great food and service.“

“While I didn’t eat here, I enjoyed a few beer while watching the World Cup. The bar staff was very pleasant and the service was on point. The beer was a bit expensive, but it was very comparable to other establishments in the Killington area. I spend a few hours here and enjoyed my time. There were mostly locals at the bar when I visited and I could tell they were regulars. They were all greeted by name and the staff knew exactly what they would be wanting. I felt at home here. I highly recommend this bar and restaurant.“

“We first visited The Foundry at Summit Pond about 5 years ago during the pandemic, and it was such a gift to be dining somewhere so exceptionally cozy and delicious in those times. Coming back in 2025, we were thrilled to find that same ski-town charm, only now with a much busier, lively vibe. Live music by Liz Reedy was a bonus! 🎶 The food is excellent (still!), and our waiter Chad was absolutely darling - so personable, attentive, and fun to chat with. After a couple of their considerate pours, I accidentally called him Robert twice (oops!) and worried I might’ve offended him, but he handled it with total grace. All in all, The Foundry remains a Killington gem - delicious food, great drinks, and warm service. We’ll absolutely be back!“