Odd Bird Farm Bakery
Best Bakery 2026
At Odd Bird Farm Bakery, the rhythm of the seasons shapes what comes out of the oven...
Mooncloud
Best Bar 2026 | 2025
Mooncloud is a Cocktail bar and lounge where Mixologist Billy Jack Paul and Chef/Owners of Cantina 229, Josh and Emily Irwin have come together to provide the community with incredible...
GB Eats
Best Breakfast 2026 | 2025 | 2024 | 2023
Since opening in 2000, we have become masters of our craft. Our commitment to quality products...
Barrington Brewery & Restaurant
Best Bar 2024
Best Brewery/Distillery 2026 | 2025
Since 1995 Barrington Brewery has been serving their own Barn Brewed Beer and food made from scratch. Barrington Brewery was...
The Bistro Box
Best Burger 2026 | 2025 | 2024 | 2023 | 2022
The Bistro Box is a seasonal roadside eatery serving 'not your average shack food' in a casual, fun setting with picnic tables...
Cafe Holli
Best Coffee Shop 2026
Cafe Holli Coffee & Crepes is more than a coffee shop — it’s a gathering place built on...
Mazzeo’s Meat and Seafood
Best Butcher 2026 | 2025 | 2024 | 2023 | 2022
Located within Guido’s Fresh Marketplace in Pittsfield and Great Barrington, Mazzeo’s Meat and Seafood is a family owned...
Number Ten Steakhouse
Best Fine DIning 2026
Number Ten Steakhouse blends the timeless appeal of a classic steakhouse with a fresh, community - centered spirit...
Guido’s Fresh Marketplace
Best Grocery Store 2026 | 2025 | 2024 | 2023 | 2022
Guido’s Fresh Marketplace has been feeding the Berkshires since 1979. What began as a small roadside produce stand has grown into...
SoCo Creamery
Best Ice Cream 2026 | 2025 | 2023 | 2022
SoCo Creamery serves all-natural ice cream and sorbets made from their Great Barrington factory. They use ice cream mix...