5-Day Budget-Friendly Foodie Road Trip: Boston to Maine, New Hampshire, Vermont, and Connecticut

Day 1: Explore Boston

Boston, MA

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day at Tatte Bakery, where the freshly baked pastries and artisanal coffee will energize you for your adventure.
Walking distance from your hotel in Boston.
USD 15, 1 hour

9:30AM

Freedom Trail Exploration

Walk the famous Freedom Trail to absorb Boston's rich history, passing by sites like the Boston Common and Paul Revere's House.
Start point at Boston Common, easy walking route.
Free, 3 hours

1:00PM

Lunch at Quincy Market

Head over to Quincy Market for a variety of international food options, a perfect spot for foodies on a budget.
Walking distance from the Freedom Trail.
USD 12, 1 hour

2:30PM

Visit Boston Public Garden

Enjoy a leisurely stroll through the picturesque Boston Public Garden, taking in the colorful flora.
Walk or take a short ride.
Free, 2 hours

5:00PM

Drive to Portland, ME

Make your way to Portland, where scenic coastal views will welcome you as you drive up the coast.
About 2-hours drive from Boston.
USD 20 (gas), 2 hours

7:30PM

Dinner at Eventide Oyster Co.

Indulge in fresh seafood at Eventide, where the unique take on New England fare is sure to satisfy your taste buds.
Located downtown, easy to find.
USD 30, 1.5 hours
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Day 2: Portland, ME Delights

Portland, ME

8:00AM

Breakfast at The Holy Donut

Start your day with the unique potato donuts they’re famous for!
Short drive or walk from your hotel.
USD 10, 1 hour

9:30AM

Visit Portland Head Light

Explore the iconic Portland Head Light lighthouse located in Fort Williams Park, it’s a must-see!
Drive to the lighthouse, about 15 minutes.
Free, 1.5 hours

11:30AM

Explore Old Port District

Wander around the charming cobblestone streets filled with shops and street performers.
Short drive back to downtown Portland.
Free, 2 hours

1:30PM

Lunch at Duckfat

Experience their famous Belgian fries and delicious paninis for a casual bites lunch.
Located nearby in the Old Port.
USD 15, 1 hour

3:00PM

Drive to North Conway, NH

Enjoy the scenic drive through the White Mountains on your way to North Conway.
About an hour’s drive.
USD 10 (gas), 1 hour

4:30PM

Check-in and Hike at Echo Lake State Park

Settle in and explore Echo Lake’s stunning hiking trails amidst breathtaking mountain views.
Short drive from your accommodation.
USD 5 entrance fee, 2 hours

7:00PM

Dinner at The Red Parka Pub

Grab a hearty meal at this local favorite known for its casual atmosphere and delicious pub food.
A short drive from the park.
USD 20, 1.5 hours
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Day 3: North Conway, NH Adventures

North Conway, NH

8:00AM

Breakfast at Frontside Coffee Roasters

Savor a robust cup of coffee and a pastry to kickstart your outdoor adventures.
Close to your lodging in North Conway.
USD 8, 1 hour

9:30AM

Hike at Mount Chocorua

Spend the morning hiking one of New Hampshire's most scenic trails, perfect for nature lovers.
About a 30-minute drive to the trailhead.
Free, 3 hours

12:30PM

Lunch Picnic

Pack sandwiches from a local deli for a picnic at one of the scenic viewpoints.
Get deli sandwiches near the park.
USD 10, 1 hour

2:00PM

Visit North Conway Village

Explore the charming shops and galleries of North Conway Village for unique local finds.
Return to the village, easy drive back.
Free, 2 hours

4:30PM

Drive to Burlington, VT

Embark on a scenic drive to Burlington, known for its vibrant culture.
3 hours drive through scenic countryside.
USD 20 (gas), 3 hours

8:00PM

Dinner at The Farmhouse Tap & Grill

Enjoy a farm-to-table dinner featuring local ingredients and craft beer.
Located in downtown Burlington.
USD 25, 1.5 hours
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Day 4: Burlington, VT Exploration

Burlington, VT

8:00AM

Breakfast at Penny Cluse Cafe

Try their delicious breakfast burritos or pancakes to fuel your day ahead.
Conveniently located in downtown Burlington.
USD 12, 1 hour

9:30AM

Visit Church Street Marketplace

Stroll through the lively outdoor marketplace filled with shops, street performers, and local artisans.
Walking distance from the cafe.
Free, 2 hours

11:30AM

Explore Waterfront Park

Relax at Waterfront Park offering stunning views of Lake Champlain, perfect for photos and rejuvenation.
Adjacent to Church Street Marketplace.
Free, 1.5 hours

1:00PM

Lunch at American Flatbread

Enjoy delicious flatbreads cooked in a wood-fired oven at this local favorite.
A quick walk back to Main Street.
USD 15, 1 hour

2:30PM

Take a bike ride along the Burlington Bike Path

Rent a bike and enjoy the scenic bike path that runs along the waterfront.
Bike rentals available near the park.
USD 10 (bike rental), 2 hours

5:00PM

Drive to Hartford, CT

Leave Burlington and journey to Hartford, the state capital of Connecticut.
Approximately 3 hours drive.
USD 20 (gas), 3 hours

8:00PM

Dinner at Max Downtown

End your day with a sumptuous meal at Max Downtown, renowned for its steaks and sophisticated setting.
Located in downtown Hartford.
USD 40, 2 hours
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Day 5: Hartford, CT to Home

Hartford, CT

8:00AM

Breakfast at The Place 2 Be

Enjoy a classic diner breakfast loaded with all your favorites before heading out.
Nearby in downtown Hartford.
USD 10, 1 hour

9:30AM

Visit Mark Twain House & Museum

Tour the historic home of Mark Twain and learn about his remarkable life.
Short drive from your breakfast location.
USD 15, 2 hours

11:30AM

Explore Bushnell Park

Take a peaceful walk in Hartford's oldest park and enjoy the gentle breeze and beautiful scenery.
Easily accessible from the museum.
Free, 1.5 hours

1:00PM

Lunch at The Russell

Dine at The Russell, a cozy eatery featuring American cuisine with a creative twist.
Located in a nearby neighborhood.
USD 20, 1 hour

2:30PM

Start Journey Home

Begin your journey back home with a heart full of beautiful memories and plans for your next road trip.
Drive home at your convenience.
Varies, Varies
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