Foodie, Nature, Road Trip Itinerary

Day 1: Exploring Boston

Boston, MA, USA

8:00AM

Breakfast at Mike's City Diner

Start your day with a hearty breakfast at Mike's City Diner, known for its delicious omelets and famous pancakes. After breakfast, take a walk along the Freedom Trail to explore Boston's historic sites.
$$, 1.5 hours

1:00PM

Lunch at Neptune Oyster

Indulge in fresh and flavorful seafood at Neptune Oyster for lunch. Try their famous lobster rolls and oysters. After lunch, visit the Boston Public Garden for a relaxing stroll.
$$$, 2 hours

7:00PM

Dinner at Union Oyster House

Experience a historic dining experience at Union Oyster House, the oldest restaurant in Boston. Enjoy classic New England dishes such as clam chowder and lobster bisque for dinner.
$$$, 2 hours
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Day 2: Woodstock Charm

Woodstock, VT, USA

9:00AM

Breakfast at Mon Vert Cafe

Start your day with a cozy breakfast at Mon Vert Cafe, known for its artisanal coffee and delicious pastries. After breakfast, explore the charming streets of Woodstock and visit the Billings Farm & Museum for a taste of rural Vermont life.
$$, 2 hours

1:00PM

Lunch at Worthy Kitchen

Enjoy farm-to-table cuisine for lunch at Worthy Kitchen, where you can savor local Vermont flavors in a casual setting. After lunch, take a scenic drive to Sugarbush Farm to sample a variety of cheeses and maple products.
$$, 3 hours

7:00PM

Dinner at The Prince & The Pauper

Delight in an elegant dinner at The Prince & The Pauper, a quintessential Vermont dining experience. Indulge in gourmet dishes made with locally sourced ingredients in a historic setting.
$$$, 2.5 hours
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Day 3: Nature in Woodstock

Woodstock, VT, USA

9:00AM

Breakfast at Mountain Creamery

Start your day with a satisfying breakfast at Mountain Creamery, known for its delicious pancakes and homemade whipped cream. After breakfast, embark on a hike in Marsh-Billings-Rockefeller National Historical Park to immerse yourself in nature and enjoy scenic views.
$$, 3 hours

1:00PM

Lunch at Simon Pearce Restaurant

Relish a picturesque lunch at Simon Pearce Restaurant, where you can dine overlooking the Ottauquechee River. Enjoy artisanal dishes crafted with locally sourced ingredients. After lunch, visit the Simon Pearce Glassblowing Workshop for a fascinating demonstration.
$$$, 2.5 hours
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Day 4: White Mountains Exploration

White Mountains, NH, USA

9:00AM

Breakfast at Polly's Pancake Parlor

Start your day with a delightful breakfast at Polly's Pancake Parlor, known for its wide selection of pancake flavors and pure maple syrup. After breakfast, explore the Flume Gorge for a breathtaking nature walk amidst waterfalls and granite walls.
$$, 3 hours

1:00PM

Lunch at The Common Man

Savor a hearty lunch at The Common Man, a cozy restaurant offering comforting New England cuisine. After lunch, visit the Cannon Mountain Aerial Tramway for stunning panoramic views of the White Mountains.
$$, 3.5 hours

7:00PM

Dinner at The Wentworth

Indulge in an unforgettable dinner at The Wentworth, an elegant dining destination known for its refined cuisine and upscale ambiance. Treat yourself to a gourmet meal featuring local and seasonal ingredients.
$$$, 2.5 hours
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Day 5: White Mountains Adventure

White Mountains, NH, USA

9:00AM

Breakfast at Old Main Cafe

Start your day with a cozy breakfast at Old Main Cafe, a charming spot offering delicious pastries and artisanal coffee. After breakfast, embark on a scenic drive along the Kancamagus Highway, known for its stunning foliage and picturesque vistas.
$$, 3 hours

1:00PM

Lunch at White Mountain Cider Company

Enjoy a delectable lunch at White Mountain Cider Company, a renowned restaurant offering creative dishes made with locally sourced ingredients. After lunch, explore the Lost River Gorge & Boulder Caves for a unique natural adventure.
$$, 3.5 hours
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