Outdoor activities
Mount Snow
Great place to ski/snowboard. On the EPIC seasons pass.
Stratton Mountain
Great place to ski/snowboard. On the IKON seasons pass.
Bromley Mountain
Great place to ski/snowboard. Enjoy the local vibes.
Magic Mountain Access Road
Magic Mountain Access RoadGreat place to ski/snowboard. Enjoy the local vibes.
Green Mountain National Forest
4387 N Main StTons of hiking, biking, and walking trails.
Jamaica State Park
48 Salmon Hole LnGreat hiking, walking, biking, and swimming options.
For hiking and walking trails. Moderate out and back 4 mile hike
39 locals recommend
Haystack Mountain
For hiking and walking trails. Moderate out and back 4 mile hike
Scenic fire tower. Quick 1.6 mile loop in the Molly Stark State Park. Climb the fire tower for incredible views of the area!
Mount Olga Fire Lookout Tower
705 VT-9Scenic fire tower. Quick 1.6 mile loop in the Molly Stark State Park. Climb the fire tower for incredible views of the area!
Find access to the Long Trail nearby. This trail runs from Southern VT all the way north to Canada but people can enjoy day hikes along sections of it.
39 locals recommend
Long Trail
Long TrailFind access to the Long Trail nearby. This trail runs from Southern VT all the way north to Canada but people can enjoy day hikes along sections of it.
Harriman Reservoir
Swimming, picnics, or boat rental
Grout Pond
Swimming, canoeing, kayaking, or BBQ on the shore
Lake Raponda
Swimming, kayaking, canoeing, or BBQ.
Food scene
Tony's Pizza
194 Vermont Rte 100Local Pizza. Only 12min down the road.
A classic, laid back spot in Dover with a large menu. Kids (or adults) will enjoy the arcade.
129 locals recommend
The Last Chair Bar & Grill
267 Vermont Rte 100A classic, laid back spot in Dover with a large menu. Kids (or adults) will enjoy the arcade.
Located in the heart of historic Wilmington, Cask &
Kiln is the perfect combination of rustic and
contemporary. For a more formal meal, you’ll want to
sit downstairs in the main dining room (we
recommend making reservations!). If you’re looking
for a more laid back vibe, head upstairs for a drink
and some appetizers.
57 locals recommend
Cask & Kiln Kitchen
4 N Main StLocated in the heart of historic Wilmington, Cask &
Kiln is the perfect combination of rustic and
contemporary. For a more formal meal, you’ll want to
sit downstairs in the main dining room (we
recommend making reservations!). If you’re looking
for a more laid back vibe, head upstairs for a drink
and some appetizers.
Perfect for a nice, quiet sit down brunch. Plus, they
take reservations. Their oat pancakes are out of this
world (and gluten free!) and the buttermilk biscuit
egg sandwich is unreal. If you’re feeling like a mimosa
or bloody mary, this is the place to go. Attached to
the restaurant is a small general store with lots of
local snacks and home goods as well as a juice bar
where they make their own fresh juice.
79 locals recommend
JJ Hapgood General Store & Eatery
305 Main StPerfect for a nice, quiet sit down brunch. Plus, they
take reservations. Their oat pancakes are out of this
world (and gluten free!) and the buttermilk biscuit
egg sandwich is unreal. If you’re feeling like a mimosa
or bloody mary, this is the place to go. Attached to
the restaurant is a small general store with lots of
local snacks and home goods as well as a juice bar
where they make their own fresh juice.
Dots of Dover
2 Mountain Park PlazaGreat for breakfast or lunch - plus, they open at 6am!
A classic breakfast spot with a really nice
atmosphere. Though slightly further away from the
ski mountains, it can get busy here too. They serve
coffee on the porch which is always an added bonus!
106 locals recommend
Dot's
3 W Main StA classic breakfast spot with a really nice
atmosphere. Though slightly further away from the
ski mountains, it can get busy here too. They serve
coffee on the porch which is always an added bonus!
Listed on Eater.com’s list of the best restaurants in
New England--and for good reason. With a menu
that is constantly changing and is entirely farm to
table, this is not to be missed.
98 locals recommend
SoLo Farm & Table
95 Middletown RdListed on Eater.com’s list of the best restaurants in
New England--and for good reason. With a menu
that is constantly changing and is entirely farm to
table, this is not to be missed.
Built in 1790, not much has changed inside--which is
part of the charm. Serving classic, hearty New
England fare, you can’t really beat warm cranberry
fritters with Vermont maple butter which promptly
arrive as soon as you’re seated.
47 locals recommend
YE OLDE TAVERN
5183 Main StBuilt in 1790, not much has changed inside--which is
part of the charm. Serving classic, hearty New
England fare, you can’t really beat warm cranberry
fritters with Vermont maple butter which promptly
arrive as soon as you’re seated.
Sticky Fingers Bakery
210 Vermont Rte 100Must try breads and homemade cinnamon buns.
Copper Grouse
3835 Main StCute restaurant 30 minutes from the house - perfect
stop if you're coming from/going along VT-30 from Brattleboro
50 locals recommend
Fat Crow Restaurant
550 VT-30Cute restaurant 30 minutes from the house - perfect
stop if you're coming from/going along VT-30 from Brattleboro
Meulemans' Craft Draughts
8814 VT-30Huge selection of crafts beers and cheeses.
Red Fox Shop
4 S Main StCute wine shop in Wilmington
Nearby brewery. Great place to come hangout with an awesome atmosphere. Just 20 minutes down the road!
92 locals recommend
Snow Republic Brewery
33 Vermont Rte 100Nearby brewery. Great place to come hangout with an awesome atmosphere. Just 20 minutes down the road!
Fun stops
Specialty cheese and wine shop with plenty of local jams, spreads, and other treats! Stop in for a maple 'creemee' (what Vermonters call soft serve) in the warmer months or hot chocolate in the winter. Right outside Brattleboro if you are using I-91.
43 locals recommend
Grafton Village Cheese Company
400 Linden StSpecialty cheese and wine shop with plenty of local jams, spreads, and other treats! Stop in for a maple 'creemee' (what Vermonters call soft serve) in the warmer months or hot chocolate in the winter. Right outside Brattleboro if you are using I-91.
Grocery
Shaw's
213 Main StGrocery in Manchester
Right by the house. They have almost anything you need here. Wide selection of food for the grill, local produce and cheeses, and a good selection of beer and wine. Stop in for fresh bread! They have a deli and gas pumps also.
21 locals recommend
Wardsboro Country Store
23 Main StRight by the house. They have almost anything you need here. Wide selection of food for the grill, local produce and cheeses, and a good selection of beer and wine. Stop in for fresh bread! They have a deli and gas pumps also.
Grocery in Brattleboro. Tons of organic, non-GMO, Fair-trade, gluten free options. Plenty of locally sourced food as well!
102 locals recommend
Brattleboro Food Co-Op
2 Main StGrocery in Brattleboro. Tons of organic, non-GMO, Fair-trade, gluten free options. Plenty of locally sourced food as well!
Similar selection as the Wardsboro Coutnry Store. Closer to Stratton Mountain access road
38 locals recommend
Winhall Market
46 VT-30Similar selection as the Wardsboro Coutnry Store. Closer to Stratton Mountain access road