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Savor the Flavors of Vermont: A 7-Day Relaxation and Foodie Road Trip
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Savor the Flavors of Vermont: A 7-Day Relaxation and Foodie Road Trip
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Day 1: Burlington Bliss
Burlington, VT
8:00AM
Breakfast at Penny Cluse Cafe
Start your day with a hearty breakfast of their famous pancakes and perfectly brewed coffee.
Located in downtown Burlington, easy to walk from your lodging.
USD15, 1 hour
9:30AM
Explore Church Street Marketplace
Stroll along this pedestrian thoroughfare filled with shops, street performers, and local artisans.
Just a short walk from the cafe.
Free, 2 hours
12:00PM
Lunch at American Flatbread
Enjoy organic wood-fired pizza made with local ingredients while taking in the scenic view.
5-minute drive or a 15-minute walk from Church Street.
USD25, 1.5 hours
2:00PM
Visit the Shelburne Museum
Discover this unique museum showcasing American art, design, and culture through varied exhibits.
A 15-minute drive south of Burlington.
USD25, 3 hours
5:00PM
Relax at North Beach Park
Unwind by the lake, take a refreshing dip, and enjoy the sunset views over Lake Champlain.
A short drive, about 10 minutes from the museum.
Free, 2 hours
7:00PM
Dinner at The Farmhouse Tap & Grill
Indulge in farm-to-table dining featuring local beer and Vermont cheeses.
Back to downtown Burlington, around a 10-minute drive.
USD40, 1.5 hours
Find Hotels in Burlington
Day 2: Stowe Adventures
Stowe, VT
8:00AM
Breakfast at The Bagel
Savor fresh bagels topped with homemade cream cheese to fuel your day ahead.
Drive 45 minutes to Stowe from Burlington.
USD15, 1 hour
9:30AM
Hiking to Stowe Pinnacle
Embark on a scenic hike up to Stowe Pinnacle for breathtaking views of the Green Mountains.
Trailhead is about a 15-minute drive from the breakfast spot.
Free, 2.5 hours
12:00PM
Lunch at Stowe Sandwich Company
Refuel with gourmet sandwiches and local ingredients that pack a flavor punch.
Back to town, approximately 20-minute drive.
USD20, 1 hour
1:30PM
Visit the Ben & Jerry’s Factory
Take a guided tour and indulge in some famous ice cream flavors to cool off.
A 30-minute drive from Stowe.
USD4, 2 hours
4:00PM
Relax at Smugglers' Notch State Park
Enjoy some downtime surrounded by nature in this beautiful park, perfect for unwinding.
15-minute drive back to the park.
USD5, 2 hours
6:30PM
Dinner at Doc Ponds
Experience Vermont’s legendary craft beer and gourmet comfort food in a trendy setting.
A 10-minute drive from the park.
USD35, 1.5 hours
Find Hotels in Stowe
Day 3: Montpelier Charm
Montpelier, VT
8:00AM
Breakfast at The Mill Cafe
Enjoy delicious breakfast sandwiches and artisanal coffee to energize your morning.
A 25-minute drive from Stowe.
USD15, 1 hour
9:30AM
Explore Vermont State House
Admire the stunning architecture of the seat of Vermont's government and learn about its history.
Short walk from the cafe.
Free, 1 hour
11:00AM
Visit the Vermont History Museum
Dive into Vermont’s rich history and heritage through engaging exhibits.
Just around the corner from the State House.
USD10, 1.5 hours
12:30PM
Lunch at Kismet Restaurant & Lounge
Savor seasonal dishes and fresh ingredients from local farms in a cozy setting.
A 10-minute walk from the museum.
USD25, 1.5 hours
2:00PM
Stroll through Hubbard Park
Enjoy a leisurely walk in this urban park featuring beautiful wooded trails and scenic views.
5-minute drive from the restaurant.
Free, 1.5 hours
4:00PM
Relax at North Branch Nature Center
Experience the serene atmosphere while observing local flora and fauna.
A 10-minute drive from the park.
Free, 1.5 hours
6:00PM
Dinner at Blackback Pub
Indulge in craft beer and elevated pub food in a lively atmosphere.
A short drive back to downtown Montpelier.
USD30, 1.5 hours
Find Hotels in Montpelier
Day 4: Woodstock Wonders
Woodstock, VT
8:00AM
Breakfast at The Daily Grind
Grab a fantastic coffee and freshly baked pastry to start your day on a sweet note.
Drive 30 minutes to Woodstock from Montpelier.
USD10, 1 hour
9:30AM
Visit Billings Farm & Museum
Immerse yourself in Vermont’s rural history with engaging displays and farm animals.
A short drive from the cafe.
USD12, 2 hours
12:00PM
Lunch at Woodstock Farmers Market
Enjoy fresh, local fare in a vibrant market atmosphere with numerous choices.
Right next to the farm museum.
USD20, 1.5 hours
1:30PM
Explore Marsh-Billings-Rockefeller National Historical Park
Take a stunning hike through the park’s trails surrounded by beautiful scenery.
Again, just a short drive from the market.
Free, 3 hours
5:00PM
Relax at Kedron Valley Inn
Unwind at this charming inn with beautiful surroundings, perfect for savoring a cocktail.
Only a 10-minute drive from the park.
USD15, 1.5 hours
7:00PM
Dinner at The Prince & The Pauper
Enjoy an elegant dining experience featuring locally sourced ingredients and fine wines.
Back to downtown Woodstock, a quick drive.
USD50, 2 hours
Find Hotels in Woodstock
Day 5: Brattleboro Bliss
Brattleboro, VT
8:00AM
Breakfast at The White Goose
Indulge in a classic breakfast of eggs and homemade jam in a quaint setting.
Drive 45 minutes to Brattleboro from Woodstock.
USD15, 1 hour
9:30AM
Visit the Brattleboro Museum & Art Center
Explore contemporary and dynamic exhibits, showcasing local artists and community art.
Just minutes away from the cafe.
USD6, 1 hour
11:00AM
Explore Gallery Walk
Stroll through downtown Brattleboro and enjoy art galleries and unique local shops.
A short walk from the museum.
Free, 2 hours
1:00PM
Lunch at The Works Bakery Cafe
Grab a fresh sandwich or salad and a tasty pastry to fuel your afternoon.
A quick five-minute drive.
USD20, 1 hour
2:30PM
Relax at Fort Dummer State Park
Enjoy the peace of this state park with stunning views overlooking the Connecticut River.
A 10-minute drive from the cafe.
Free, 2 hours
5:00PM
Dinner at The People’s Pint
Savor unique craft beer and enjoy a diverse menu in an inviting atmosphere.
Around 10 minutes from the park.
USD30, 1.5 hours
Find Hotels in Brattleboro
Day 6: Bennington Bliss
Bennington, VT
8:00AM
Breakfast at Blue Benn Diner
Delight in a classic diner experience with their famous cinnamon rolls and a hearty breakfast.
Drive 70 minutes to Bennington from Brattleboro.
USD15, 1 hour
9:30AM
Visit Bennington Battle Monument
Learn about the historic battle while enjoying sweeping views from the top of the monument.
A 10-minute drive from the diner.
USD5, 1.5 hours
11:30AM
Explore the Bennington Museum
Discover Vermont's art, history, and culture, featuring a collection of Grandma Moses paintings.
A quick 5-minute drive from the monument.
USD10, 1.5 hours
1:00PM
Lunch at The Four Corners Cafe
Enjoy hearty sandwiches and local craftsmanship in a cozy cafe setting.
Just down the road from the museum.
USD20, 1 hour
2:30PM
Visit Hildene, the Lincoln Family Home
Dive into history at this beautifully maintained estate with lovely gardens and lake views.
A 20-minute drive from the cafe.
USD15, 2.5 hours
5:00PM
Dinner at Madison Brewing Co.
Finish your day with flavorful craft beer and delicious pub fare in a lively atmosphere.
A 15-minute drive back to downtown Bennington.
USD30, 1.5 hours
Find Hotels in Bennington
Day 7: Middlebury Memories
Middlebury, VT
8:00AM
Breakfast at Two Brothers Tavern
Relax with a delightful breakfast of homemade granola and yogurt while soaking in the ambiance.
Drive 45 minutes to Middlebury from Bennington.
USD15, 1 hour
9:30AM
Visit Middlebury College Museum of Art
Explore the diverse collection of art from different eras and cultures, right on campus.
A short drive or walk from the tavern.
Free, 2 hours
12:00PM
Lunch at The Smith Cafe
Enjoy unique, locally sourced sandwiches and pastries in a creative space.
A short walk from the museum.
USD20, 1 hour
1:30PM
Stroll along the Otter Creek
Take a leisurely walk along the serene shores of Otter Creek and revel in nature's beauty.
5-minute walk from the cafe.
Free, 1.5 hours
3:00PM
Visit the Vermont Folklife Center
Learn about the rich cultural fabric of Vermont through engaging community history exhibits.
A short drive from the creek.
USD5, 1 hour
5:00PM
Dinner at The Middlebury Inn
Conclude your Vermont journey with a delightful dinner featuring locally-sourced dishes in a charming atmosphere.
Back to downtown Middlebury, a quick drive.
USD35, 1.5 hours
Find Hotels in Middlebury
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More About Vermont
Trip Packing List: United States multi-city tour (30 Aug 2026 — early Nov 2026)
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Trip Packing List: 4 Days in Burlington, Vermont — New Year's Eve
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Itinerary created by
Plantrip Team
July 31, 2024
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