ITINERARY : HIP EATS , DRINKS , HIKES , ADVENTURES AND WHERE TO SNAG THE BEST PHOTOS FOR SOCIAL
ICONIC BREAKFAST Located just half a mile north of the center of town , you ’ ll find The Blue Benn , one of America ’ s finest and most famous diners . This 1957 “ Silk City ” dining car has tabletop jukeboxes , a huge and creative menu , and bottomless coffee . You may have to wait in the vestibule for a booth ( even Gwyneth Paltrow waited ), but you can always sit at the counter if there ’ s room .
HIKE HARMON HILL For a short , but intense uphill to a fine view over Bennington , drive 5 miles east on Route 9 ( Main Street ) and pull into the parking area on the north side of the road . Cross to the south side ( look both ways ) and begin your ascent . The stone stairs look natural but were actually laid by stalwart trail builders in the 1970s .
TIME FOR A BITE Stop by Powers Market in North Bennington for great homemade meals and treats . Take them to eat outside in front of the town fountain , or bring them home .
HEAD NORTH , YOUNG MAN In fact it ’ s fun for all ages at Pastime Pinball , a playable pinball museum in Manchester , just north of the American Fly Fishing Museum . Play through the decades with games honoring favorite places , films , TV shows , bands , and more . Just get your lanyard and play as much as you like . It ’ s addictive – but harmless !
BACK FOR DINNER Stopping by the Four Chimneys restaurant in Bennington , promises a unique and unforgettable dining experience . This historic mansion-turned-restaurant exudes charm and elegance .
Top : Photo courtesy of Blue Benn Diner in Bennington Bottom : Photo by Sarah Kipper and courtesy of Powers Market in North Bennington
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