A fantastic museum featuring the largest and most significant collection of Norman Rockwell's drawings and paintings.
Built in 1902, the Mount was built and designed by famed writer Edith Wharton and is now a National Landmark. The Mount's sculpture garden is dog-friendly as a tribute to Edith and Teddy Wharton's love of animals.
Our favorite apple picking + farmer's market spot.
Apple picking + a cozy indoor space for a wine or cider tasting.
Another great apple picking spot that is a bit farther away in Great Barrington.
Mandi's favorite! Great wine, cozy indoor space often featuring live music, huge backyard with additional seating, and dog-friendly
One of Zach's favorites - try a gin or whiskey tasting!
Sunny's favorite! High Lawn Farm has the best ice cream
Our favorite coffee shop! Located in West Stockbridge, but worth the drive.
Our favorite sit-down breakfast spot with great portions
Great coffee and pastries! Across the street from Main Street Cafe.
Great brunch or lunch spot in Stockbridge. If you have to wait for a table, head over to the Lost Lamb for a coffee!
Best spot to grab a quick breakfast sandwich!
Great casual breakfast and lunch spot.
Speaks for itself -- great pizza!
Great lunch spot with a dog-friendly outdoor space!
Zach's favorite restaurant in the Berkshires!
Great Mediterranean dinner option.
Great Italian dinner spot!
Sipping wine + browsing books = worth checking out!
Used book store across the street from No. 6 Depot Roastery & Cafe! Grab a coffee and then a book.
The Berkshires has many unique antique shops. This is one of our favorite, larger stores with tons of glassware, but you'll see antique shops everywhere!
If you're staying for the long weekend, MASS MoCA and the Clark Art Institute are two great art museums that are worth checking out. They are located about 45 minutes from our venue.
If you're staying for the long weekend, MASS MoCA and the Clark Art Institute are two great art museums that are worth checking out. They are located about 45 minutes from our venue.