Bonnie's Wilmington VT Guidebook
Downtown
The quaint downtown of Wilmington is only 2 miles down the road. The perfect spot to enjoy local cafés, restaurants, and shops!
100 locals recommend
Wilmington
The quaint downtown of Wilmington is only 2 miles down the road. The perfect spot to enjoy local cafés, restaurants, and shops!
Sightseeing
Take a short hike up the Mount Olga Trail for a gorgeous view from the watchtower
53 locals recommend
Molly Stark State Park
705 VT-9Take a short hike up the Mount Olga Trail for a gorgeous view from the watchtower
Hogback Mountain
Be sure to swing by Hogback Mountain for a great photo op
Lake Raponda
A nearby lake and swimming hole
Check out the gorgeous views and picnic spots at Harriman Reservoir
101 locals recommend
Harriman Reservoir
Check out the gorgeous views and picnic spots at Harriman Reservoir
Mount Snow
Grab your skis or snowboard and hit the slopes at Mt. Snow!
The Ledges
Ward's Beach Access RoadLocal beach and swimming hole
Mount Haystack Trail
184 Upper Dam RdFor the adventurous, check out this longer hiking trail
Food & Bev
Beer Naked Brewery
7678 VT-9Try some local brews and wood-fired pizzas. Note: cash only!
One of our favorite brunch spots! They offer coffee, sandwiches, burgers, and brews. Cozy up by the fireplace inside, or enjoy the outdoor patio.
46 locals recommend
The Village Roost
20 W Main StOne of our favorite brunch spots! They offer coffee, sandwiches, burgers, and brews. Cozy up by the fireplace inside, or enjoy the outdoor patio.
A grab-and-go café right around the corner. We love their iced coffees with coffee ice cubes. Note: cash only!
Coffee House
247 VT-9A grab-and-go café right around the corner. We love their iced coffees with coffee ice cubes. Note: cash only!
Free tastings are offered at Vermont Distillers. Grab a cocktail and enjoy the views of Hogback Mountain on their back porch.
15 locals recommend
Vermont Distillers, Inc.
7755 Vermont 9Free tastings are offered at Vermont Distillers. Grab a cocktail and enjoy the views of Hogback Mountain on their back porch.
Dot's
3 W Main StBe sure to check out Dot's in downtown for breakfast or lunch
1a Coffee Roasters
123 W Main StGreat local coffee roaster in downtown Wilmington
Awesome local brewery. Their fried chicken sandwich is amazing!
92 locals recommend
Snow Republic Brewery
33 Vermont Rte 100Awesome local brewery. Their fried chicken sandwich is amazing!
Amazing local bakery. Their cinnamon rolls are insanely good
91 locals recommend
Sticky Fingers Bakery
210 Vermont Rte 100Amazing local bakery. Their cinnamon rolls are insanely good
A great stop on your way in or out of town for tasty local treats!
29 locals recommend
The Vermont Country Deli
436 Western AveA great stop on your way in or out of town for tasty local treats!
Jezebel's Eatery
28 W Main StCozy spot for food/drinks, and UK specialties!
Maple Leaf Tavern
3 N Main StPerfect spot for burgers and brews!
Nearby Towns
We love downtown Brattleboro! Check out VT Country Deli, the farmer’s market, Brattleboro Co-op, Whetstone Station, Hermit Thrush Brewery, Mocha Joe’s, or Patio Coffee!
94 locals recommend
Brattleboro
We love downtown Brattleboro! Check out VT Country Deli, the farmer’s market, Brattleboro Co-op, Whetstone Station, Hermit Thrush Brewery, Mocha Joe’s, or Patio Coffee!
Check out Mount Snow, River Valley Market, Snow Republic Brewery, Sticky Fingers Bakery, Betsey’s Dot’s of Dover, The Last Chair, or Coffee Barn!
22 locals recommend
Dover
Check out Mount Snow, River Valley Market, Snow Republic Brewery, Sticky Fingers Bakery, Betsey’s Dot’s of Dover, The Last Chair, or Coffee Barn!
Check our Harmon Hill Trail, Bennington Battle Monument, Apple Barn and Country Bake Shop, Bennington College, or local shops and restaurants!
61 locals recommend
Bennington
Check our Harmon Hill Trail, Bennington Battle Monument, Apple Barn and Country Bake Shop, Bennington College, or local shops and restaurants!
Check out Stratton Mountain, Magic Mountain, Bromley Mountain, Jamaica State Park, Hamilton Falls, Ball Mountain Dam, or Honeypie.
15 locals recommend
Jamaica
Check out Stratton Mountain, Magic Mountain, Bromley Mountain, Jamaica State Park, Hamilton Falls, Ball Mountain Dam, or Honeypie.
Check out Natural Bridge State Park, Cascade Waterfall, Appalachian Trail, Mass MoCA, MCLA, Bright Ideas Brewing, or A.OK BBQ!
33 locals recommend
North Adams
Check out Natural Bridge State Park, Cascade Waterfall, Appalachian Trail, Mass MoCA, MCLA, Bright Ideas Brewing, or A.OK BBQ!
City advice
What to pack
Bring hiking or winter boots
If you're planning to do any sort of outdoor activity, I strongly recommend bringing a solid pair of boots. Trails can get muddy in the spring/summer/fall and there is always plenty of snow in the winter!
Getting around
All-wheel drive is your friend
If you're visiting in the spring, you'll want all-wheel drive for mud season. If you're visiting in the winter, you'll want it for heavy snow and ice!
Ways to save
Cash is king
A lot of local places accept cash only, so be sure to swing by the ATM before heading out for the day!