20A Circuit Avenue, Oak Bluffs

20A Circuit Avenue, Oak Bluffs

Ben and Bills Chocolate Emporium

B&B’s is a MUST if you love ice cream. Ben & Bills is out of this world. If you’re feeling daring, try the lobster flavor. Grace recommends the Mud Pie in a cone.

PS- Don’t worry, the line moves fast!

1-11 Kennebec Ave, Oak Bluffs

1-11 Kennebec Ave, Oak Bluffs

Back door donuts

The history of this longstanding, delicious MV tradition:

5 Post Office Square first housed a bakery long before patrons began lining up at the back door. Walmsley's Bakery was established in the summer of 1948, and remained a pillar of the Oak Bluffs community for decades. Walmsley's was known to toss a donut or two out the back door in the wee hours of the morning. The White Family - led by Patriarch Peter White - purchased the bakery in 1971 and changed the name to Old Stone. Peter is believed to be the first to run an official sales operation from the back door. There were no hours in those days. If you wanted a donut at 4am, Peter and his staff would gladly oblige. What began as a secret known only to those "in the know" quickly became a must-do for Vineyard residents and visitors alike. Thus the tradition of Back Door Donuts was born.

Show up after 8pm and brave the line for warm donuts like nothing you’ve ever tasted before!

509 State Road, Vineyard Haven

509 State Road, Vineyard Haven

THE Black dog bakery cafe

Head here for specialty coffees, cakes, pastries, and more! You can’t miss the vintage 1914 rail car in front of the café!