Need a warm up & some energy this fall? The Berkshires has you covered!

Can you think of anything better than a toasty cup of coffee or tea on a crisp fall day? Here at the Inn at Stockbridge, we keep you fueled with freshly roasted coffee and homemade breakfast every morning. But where do you go when you’re away from our Stockbridge bed and breakfast and need a quick afternoon jolt of caffeine? Our list of the best coffee spots in the Berkshires can help. The Berkshires are home to many amazing coffee shops and cafés. So when you’re out exploring fall foliage or participating in Berkshires fall activities, you’ll never be too far away from a beverage ready to warm you up.

The Best Coffee Spots in the Berkshires

Stockbridge Coffee & Tea

Stockbridge Coffee & Tea is a great little shop close by to the Inn where you can grab a quick cup of coffee or tea and browse around their extensive selection of gently-used books. Find copies of rare fiction pieces, interesting food & cooking books, books about history, art, politics, science and so much more. Purchase a book to bring back to the Inn and settle in for a cozy read by the fireplace in your suite.

Working remotely with coffee
Working remotely never tasted so delicious.

Peace Love & Chocolate

Who doesn’t love chocolate and coffee? Open every day, Peace Love & Chocolate on Main Street in Stockbridge is often regarded as a “chocolate-lover’s paradise”. They offer a variety of espresso-made beverages and heavenly chocolate treats of all kinds. Pro tip: try the local favorite Peace Love & Sipping Chocolate.

The Starving Artist Café & Creperie

Located in Lee, The Starving Artist Cafe & Creperie is the perfect place for art enthusiasts and coffee lovers alike. Stop in for some lunch and an artfully made Matcha or latte by their friendly and crafty baristas. Sip on coffee, eat some food, and enjoy the artwork displayed around the restaurant.

Shots Café

Visit the Shots Cafe any day of the week for tasty hot beverages and yummy lunch fare. This European-style cafe focuses on using organic and homemade ingredients to provide guests with fresh baked goods in a relaxed dining atmosphere. After visiting the annual Lenox Apple Squeeze fall event, stop by to pick up a coffee-to-go for your scenic ride back to the Inn.

Lenox Coffee

Are you in the Berkshires on business or need to get a little remote work completed? Lenox Coffee offers visitors free Wi-Fi and a relaxed place to get some work done. Described as a “hip” coffee spot in the Berkshires, it has everything from personable service to exceptional coffee from Barrington Coffee Roasters.

a romantic couple enjoys coffee together
Enjoy an intimate coffee date in the Berkshires.

Chocolate Springs Café

Another amazing coffee spot in the Berkshires, Chocolate Springs Cafe serves up some of the best in-house-made chocolate treats and espresso-based beverages in the Berkshires. Cuddle up on one of their comfy couches and indulge with some chocolate and coffee this fall.

Stanmeyer Gallery & Shaker Dam Coffeehouse

Inside a little yellow house, you’ll find, as they like to put it, “‘Dam’ good coffee”. On warmer Autumn days, enjoy sitting out on their covered back deck or in the garden area and take in the sights of the fall season as you savor a warm latte and delicately made baked goods. Don’t forget to check out the variety of artwork around the shop as well, from paintings and photography to sculptures and hand-crafted home décor.

No. Six Depot Roastery & Café

Six Depot Roastery & Cafe is not only a great place to grab a pour-over or drip coffee beverage, but it also a unique place to attend a coffee tasting class, dance lesson, art showcase, or live performance. Featuring an awesome art gallery, Six Depot is a place for community members and visitors to the Berkshires alike to come together to appreciate talented artists and enjoy hand-crafted coffee beverages year-round.

  • Distance from Inn: 6.9 miles, about 13 minutes
  • Address: 6 Depot St., West Stockbridge, MA 01266
  • Website:
Coffee tastes better during fall
Coffee tastes better during fall in the Berkshires.

Fuel Bistro/ Coffee Shop

Visit this funky little coffee shop for unique creations like beet lattes and scrumptious apple fritters. Often hosting events like live music and story slams, it’s a neat place to check out while exploring Great Barrington. Fuel Bistro does exactly what the name suggests: fuels you with bistro specialties like fresh coffee and homemade soups daily.

Dottie’s Coffee Lounge

After you’ve visited the Hancock Shaker Village in Pittsfield, re-energize with a hot or cold beverage from Dottie’s Coffee Lounge. They serve lunch daily until 2:00 pm and believe in serving only the best locally sourced ingredients.

So grab your biggest scarf, put on your most comfortable boots, and enjoy coffee at some of the best coffee spots in the Berkshires. Enjoy your stay at 15% off with our bed & breakfast Mid-Week Special throughout September and October.