7 Best Bars near Pittsfield

Clear River Tavern Bar • $$
2640 Vermont Rte 100, Pittsfield

Customers` Favorites

Brownie Sundae
Cheesesteak
Burger
Wings

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

4.7 Superb54 Reviews
Huntington House Inn & Docs Tavern Bar • $$
& Doc's Tavern, 19 Huntington Pl, Rochester - 7.21 miles

“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!“

4.2 Good49 Reviews
Casey's Caboose Bar • $$
1930 Killington Rd, Killington - 8.83 miles

Customers` Favorites

Prime Rib French Dip
Sweet Potato Fries
Baked Potato 6
Grilled Chicken
Fish and Chips
Mac N Cheese
Buffalo Wings
Bison Burger
Cajun Wings
Lobster Roll

“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. ❤️“

4.1 Good184 Reviews
The Foundry at Summit Pond Fine Dining • $$$
63 Summit Rd, Killington - 8.11 miles

Customers` Favorites

S'Mores for Dessert
Chicken Marsala
Chicken Sandwich
Brussels Sprouts
Mac and Cheese
Lamb Lollipops
Chopped Salad
Creme Brulee
Rack of Lamb
Charcuterie

“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!“

4.2 Good139 Reviews
Pickle Barrel Nightclub Bars • $$
1741 Killington Rd, Killington - 8.66 miles

“Great atmosphere good sound“

4.2 Good70 Reviews
Choices Restaurant American • $$
2820 Killington Rd, Killington - 9.42 miles

Customers` Favorites

Specialty Rotisserie Sampler Platter
Twin Lamb Chops a La Greque
Try House Made Pasta
Crab Cakes

“My favorite restaurant! Great food and service.“

4 Good51 Reviews
JAX Food & Games American • $$
1667 Killington Rd, Killington - 8.58 miles

Customers` Favorites

Soft Pretzel with Beer Cheese
Chicken Fingers and Fries
Philly Cheese Steak
Chicken Sandwich
Food Hamburger
Bistro Fries
Cheeseburger
Jax Nachos
Fish Tacos
Jax Wings

“I had the cheesesteak and it was amazing but besides great food is the friendliest and most welcoming staff, I never write reviews but they were so kind, attentive along with great food I had to leave a review. Recommend everyone to go here“

4 Good79 Reviews

You May Also Like