All Seasons Guidebook (five mins to 40 mins away)
Shopping
A woman-owned bookstore in the Wilmington Village Historic District.
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Bartleby's Books
17 W Main StA woman-owned bookstore in the Wilmington Village Historic District.
Hogback Mountain Country Store
7627 VT-9Great local store with a fantastic view.
Produce, handcrafts, and entertainment rolled into one.
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Brattleboro Farmers Market
570 Western AveProduce, handcrafts, and entertainment rolled into one.
Quaigh Designs
11 W Main StA woman-owned arts and crafts gallery in the heart of the Village.
Food scene
Sticky Fingers Bakery
210 Vermont Rte 100A delicious bakery on the way to Mt Snow.
Austrian Haus Lodge
6 Abroad RdShital's Indian Vegetarian Food is a great spot for takeout.
Dot's
3 W Main StAn iconic diner in Southern Vermont.
A cute diner that makes the perfect breakfast/brunch stop for your departure back to New York.
Papa Pete's
1104 Woodford RdA cute diner that makes the perfect breakfast/brunch stop for your departure back to New York.
Pangaea
3 Prospect StA popular restaurant in North Bennington.
A well renowned restaurant Brattleboro, Vermont (considered fine dining).
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T. J. Buckley's
132 Elliot StA well renowned restaurant Brattleboro, Vermont (considered fine dining).
Outdoors
Haystack Mountain
A moderate 5 mile round trip hike with an amazing payoff.
An underrated opportunity to kayak, paddleboard, canoe, or boat.
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Harriman Reservoir
An underrated opportunity to kayak, paddleboard, canoe, or boat.
Mount Snow
The biggest winter draw in Southern Vermont.
A great moderate hike with a breathtaking view from the watchtower (intimidating climb).
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Mount Olga
A great moderate hike with a breathtaking view from the watchtower (intimidating climb).
Stratton Mountain
A premier ski experience just 40 minutes from Wilmington.
Sightseeing
Bennington Battle Monument
15 Monument CirInteresting historic marker in Old Bennington.
A little piece of New England history near Bennington, VT.
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Robert Frost Stone House Museum at Bennington College
121 Vermont Rte 7aA little piece of New England history near Bennington, VT.
A serious art museum on the Vermont/New Hampshire border.
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Brattleboro Museum & Art Center
10 Vernon StA serious art museum on the Vermont/New Hampshire border.
Activities and Entertainment
A fun place for children and adults alike to learn the art of circustry.
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New England Center for Circus Arts
10 Town Crier DrA fun place for children and adults alike to learn the art of circustry.
Honora Winery & Vineyard
201 VT-112A popular winery in Southern Vermont.
Latchis Theatre
50 Main StAn art deco movie house that also hosts concerts
A place for apple picking that rivals orchards in New York State (starting Labor Day weekend).
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Scott Farm Orchard
707 Kipling RdA place for apple picking that rivals orchards in New York State (starting Labor Day weekend).