Day Itinerary
6 Activities
Day 2
172 mi
Boston Bound: From Galleries to Green Fields
Wake up and drive north to the town of Manchester, Vermont. After exploring the local art, you’ll travel along the Ottauquechee River to historic Woodstock, Vermont, and see various nature views and quaint farms.
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27.5 mi
40 min
10:001 hr 30 min
Southern Vermont Arts Center
Don’t pass through the city of Manchester, Vermont, without stopping off at the Southern Vermont Arts Center. Housed in the historic Yester House estate, this arts organization often hosts performances and exhibitions, especially during peak season. Also be sure to stroll through the outdoor sculpture park to enjoy the art and the blossoming trees.
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59 mi
1 hr 30 min
13:001 hr
Worthy Kitchen
Start your adventure in Woodstock, Vermont, by grabbing some lunch at Worthy Kitchen. The burgers, fries, and wings here live up to their name — sourced from local farms and served in a no-frills atmosphere that includes an open-air porch. While they offer some inventive fusion-inspired choices such as poke bowls and pork buns for adults, they haven't forgotten the little ones; a dedicated kids' menu features familiar favorites like grilled cheese and chicken fingers.
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1.6 mi
5 min
14:151 hr 30 min
Billings Farm and Museum
The historic downtown of Woodstock is terrific, but if you only have time for one stop, make it to the Billings Farm and Museum located just off Route 12. This working dairy farm includes outdoor tours, indoor industry exhibits, and miles of walking trails through the grounds of a historic mountainside manor.
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8.1 mi
15 min
16:0045 min
Quechee Gorge Visitor Center
Carved by a glacier 13,000 years ago, this 165-foot gouge in the Ottauquechee River stands as a testament to the power of nature. Often referred to as the "little Grand Canyon," visitors can marvel at its depth from a short walking path along the chasm. There are also fishing and swimming opportunities further down the trail. For amenities and any inquiries, don't hesitate to visit the Quechee Gorge Visitors Center.
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16.2 mi
30 min
17:1515 min
Jenne Road Farm
It’s unclear how this single farm in Reading, Vermont, became such a hit with tourists and photographers. At least, it’s unclear until you see Jenne Farm for yourself. This picture-perfect rural vista showcases a faded red barn and farmhouse bordered by a swath of maple trees — distilling the very essence of Vermont into a single setting.
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59.9 mi
1 hr 20 min
19:001 hr
Local Burger
The charming college town of Keene is just over the border in New Hampshire, but it retains distinctly Vermont vibes with its cobbled brick streets and eclectic storefronts. It serves as an ideal midpoint for a meal break on your journey.
Spend the evening at Local Burger, a classic burger and fries joint with a focus on locally sourced meats. Highlights include the sweet potato fries, which come with a sweet-and-tangy dipping sauce, and the Captain Crunch chicken tenders (don’t knock them until you try them).
Spend the evening at Local Burger, a classic burger and fries joint with a focus on locally sourced meats. Highlights include the sweet potato fries, which come with a sweet-and-tangy dipping sauce, and the Captain Crunch chicken tenders (don’t knock them until you try them).
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