You might not know that New England is home to the oldest continuously operating lighthouse in the United States, the Boston Light, which has been guiding sailors since 1716. With this rich history and stunning natural beauty, it's no wonder that New England is a popular road trip destination. On this 7-day itinerary, you'll explore historic cities, scenic coastlines, and picturesque towns, but which hidden gems and off-the-beaten-path attractions will you discover along the way? As you plan your trip, start by considering the must-see stops in Boston, where your journey begins.
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Key Takeaways
- Explore Boston's iconic landmarks and hidden gems, including the Freedom Trail and Quincy Market.
- Discover Cape Cod's unspoiled beauty, visiting lighthouses and pristine beaches, and taking a whale-watching tour.
- Visit Portland, Maine, to experience its vibrant craft beer scene and indulge in fresh seafood.
- Drive the scenic Kancamagus Highway and explore Acadia National Park, with stunning landscapes and hiking trails.
- End the trip in Stowe, Vermont, surrounded by the Green Mountains, with opportunities for adventure and relaxation.
Day 1: Boston Exploration
You're about to set out on an unforgettable adventure through New England, and it all starts in Boston, a city steeped in rich history and vibrant culture.
As you explore the city, you'll discover iconic landmarks and hidden gems that showcase its unique charm.
Start your day by walking the Freedom Trail, a 2.5-mile historic trail that weaves through 16 iconic sites, including the Old State House, Faneuil Hall, and the USS Constitution.
Along the way, you'll get a glimpse into the city's revolutionary past and its role in shaping America's history.
After working up an appetite, head to Quincy Market, a bustling marketplace filled with food stalls, shops, and street performers.
Try some of Boston's famous clam chowder or a fresh lobster roll, and sample some of the region's best produce and artisanal goods.
As the day comes to a close, take a stroll along the harbor and enjoy the city's scenic views.
Boston is a city that seamlessly blends history and modernity, and you'll leave with memories that will last a lifetime.
Day 2: Cape Cod Getaway
On a warm summer morning, nearly a century of Cape Cod's unspoiled beauty and charm await your arrival.
As you drive down the scenic roads, the salty air fills your lungs, and the sound of seagulls echoes in the distance.
You're about to experience the quintessential Cape Cod getaway.
Cape Cod's stunning coastline offers a plethora of activities for you to enjoy.
- Visit the iconic Cape Cod lighthouses, such as the Highland Light in Truro or the Nauset Light in Eastham, which have guided sailors for centuries.
- Relax on one of the many pristine Cape Cod beaches, like Coast Guard Beach in Eastham or Skaket Beach in Sandwich.
- Take a whale-watching tour from Provincetown, the vibrant town at the tip of the Cape, and spot humpback, finback, or minke whales in their natural habitat.
As the day comes to a close, find a cozy spot to watch the sunset over the ocean, feeling the stress melt away.
Cape Cod's tranquility is infectious, and you'll leave feeling refreshed and rejuvenated.
Day 3: Drive to Portland
As you leave Cape Cod behind, get ready to experience the charm of Portland, a city that perfectly blends its rich maritime history with a vibrant cultural scene.
You'll spend the day exploring the city's picturesque waterfront, visiting local breweries, and indulging in some of the freshest seafood you've ever tasted.
From lobster rolls to craft beers, Portland has something for every interest and appetite, and you're about to experience it all firsthand.
Explore Portland's Waterfront
After crossing the state line into Maine on Day 3, your journey brings you to Portland, where the city's picturesque waterfront awaits.
As you wander along the waterfront, you'll be immersed in the rich Waterfront history of the area. This once-thriving industrial hub has been beautifully restored, boasting cobblestone streets, boutique shops, and an array of eateries serving up fresh seafood.
Portland's waterfront offers the perfect blend of Coastal scenery and historic charm.
Here are a few highlights to explore:
- Take a stroll along the Eastern Promenade, offering breathtaking views of the Portland skyline and Casco Bay.
- Visit the Portland Head Light, one of the most iconic lighthouses in the world, located in nearby Cape Elizabeth.
- Stop by the Maine Maritime Museum to learn more about the state's rich maritime history and its significance to the waterfront.
As you soak up the sights and sounds of the waterfront, be sure to take in the salty sea air and enjoy the relaxed atmosphere that defines this charming coastal city.
Visit Local Breweries
With the Portland waterfront's charm still fresh in your mind, you'll find that the city's craft beer scene is the perfect accompaniment to its historic ports and scenic coastal views.
Portland is renowned for its vibrant brewery culture, offering you a chance to explore the world of craft beer. Visit local breweries like Allagash Brewing Company, Bissell Brothers Brewing Company, or Rising Tide Brewing Company, each with its unique flavor profiles and brewing techniques.
Join a Craft Beer Tour to get an insider's look at the brewing process, meet the brewers, and sample some of the best beers in the city.
Many breweries also offer Taproom Trivia nights, where you can test your knowledge of beer, history, and pop culture while enjoying a pint of your favorite brew.
Whether you're a beer aficionado or just looking to try something new, Portland's breweries have something for everyone. With so many great options to choose from, you're sure to find the perfect spot to relax, unwind, and indulge in some of the city's best craft beers.
Enjoy Fresh Seafood
Fresh seafood is a staple of the New England experience, and you'll find no shortage of it in Portland.
As you drive into the city, you can almost smell the fresh catches being pulled off the boats and onto your plate.
Portland is renowned for its coastal eats, and you'll have your pick of exceptional seafood restaurants serving up everything from lobster rolls to fish and chips.
- Try Eventide Oyster Co. for a taste of the city's famous oysters, which are harvested from the nearby coast and served up with a side of expertly crafted cocktail sauce.
- Head to Fore Street for a farm-to-table take on traditional seafood dishes, which feature fresh catches of the day alongside locally sourced produce and meats.
- Visit the Portland Lobster Company for a taste of the city's iconic lobster rolls, which are piled high with succulent chunks of lobster meat and served on a toasted bun.
Day 4: Explore Bar Harbor
You wake up in Bar Harbor, the charming gateway to Acadia National Park on Maine's rugged coast.
As you stroll through the village, you're surrounded by boutiques, galleries, and eateries that showcase the region's maritime heritage.
Today, you'll spend your time exploring the beauty of Acadia National Park and the surrounding islands.
After breakfast, head to the park for some serious Park Hopping.
Drive the Park Loop Road, which takes you through some of Acadia's most stunning landscapes, including the Jordan Cliffs and Thunder Hole.
Take a short hike on one of the park's many trails, such as the Ocean Path Trail, which offers breathtaking views of the Atlantic Ocean.
Consider taking a scenic Island Cruise to explore the surrounding islands, including Mount Desert Island, where Bar Harbor is located.
These cruises offer a unique perspective on the park's rugged coastline and the chance to see wildlife such as seals and puffins.
With its stunning natural beauty and charming village, Bar Harbor is the perfect base for exploring Acadia National Park.
Day 5: Kancamagus Highway Drive
One of the most scenic drives in New England awaits on Day 5 as you set out on the Kancamagus Highway Drive.
This stunning 34-mile stretch of road winds its way through the White Mountains, offering breathtaking views of the surrounding landscape.
As you drive, keep an eye out for the many scenic overlooks, where you can pull over and take in the sights.
Some of the highlights of the Kancamagus Highway Drive include:
- Scenic overlooks with stunning views: There are numerous pull-off areas where you can stop to take in the breathtaking views of the White Mountains and the surrounding valleys.
- Fall foliage: The Kancamagus Highway Drive is particularly famous for its vibrant fall foliage, with the leaves of the maple, oak, and birch trees turning brilliant shades of orange, red, and yellow.
- Hiking and walking trails: There are many hiking and walking trails that intersect with the Kancamagus Highway, offering you the opportunity to get out of your car and explore the beautiful scenery up close.
As you drive along the Kancamagus Highway, be sure to take your time and enjoy the views – this is a drive you'll want to savor.
Day 6: Discover Stowe Vermont
As Day 6 unfolds, find yourself in the picturesque town of Stowe, Vermont, a haven for outdoor enthusiasts and nature lovers.
Surrounded by the majestic Green Mountains, Stowe exudes quintessential Vermont charm, with its quaint shops, restaurants, and inns.
Start your day by exploring Stowe Village, where you'll discover unique boutiques, art galleries, and eateries serving up fresh local cuisine.
Visit the Trapp Family Lodge, made famous by the von Trapp family of "The Sound of Music" fame, and take a stroll through the beautiful gardens and trails surrounding the lodge.
If you're looking for adventure, hit the slopes at Stowe Mountain Resort, or explore the many hiking and biking trails in the area.
In the evening, enjoy a delicious dinner at one of Stowe's many restaurants, and soak up the town's relaxed atmosphere.
As the sun sets over the mountains, you'll feel grateful for this charming town and the unforgettable experiences it has to offer.
Stowe, Vermont, is a true gem, and you'll leave with memories that will last a lifetime.
Day 7: Return to Boston
With memories of Vermont's picturesque landscapes and charming towns still fresh in mind, it's time to head back to Boston, bringing an end to your week-long New England road trip adventure.
Before you leave, take care of any last-minute prep, such as refueling your car, checking the weather forecast, and mapping out the most efficient route back to Boston.
As you make your way back, take a moment to reflect on the amazing experiences you've had over the past week.
From the stunning fall foliage to the quaint coastal towns, New England has left an indelible mark on your heart.
Before returning your rental car or settling back into your daily routine, consider stopping in Boston to pick up some souvenirs.
- Visit the iconic Quincy Market for unique Boston-themed gifts and local specialties.
- Explore the charming boutiques and galleries in the North End for one-of-a-kind mementos.
- Check out the Museum of Fine Arts' gift shop for art-inspired Boston souvenirs.
Frequently Asked Questions
What Is the Best Time for Autumn Foliage in New England?
You'll want to plan around peak seasons, usually late September to mid-October, for the best autumn foliage. Check foliage forecasts to time your trip perfectly, as colors can vary from year to year and region to region.
Are There Rest Stops Along the Kancamagus Highway?
You'll find several rest stops along the Kancamagus Highway, offering scenic overlooks to take in the breathtaking views, as well as amenities like picnic tables and restrooms, thanks to regular highway maintenance efforts.
Can I Use Public Transportation for This Road Trip?
You can use public transportation to explore New England, but options are limited. You'll find bus options like Greyhound and Megabus, as well as train routes like Amtrak, but they may not cover all scenic routes.
Are There Pet-Friendly Accommodations in Bar Harbor?
You'll love knowing that hotels like Harborside Hotel, Spa & Marina in Bar Harbor have pet-friendly rooms with pet amenities. They even have a 'pet patio' where you can dine with your furry friend, following specific pet rules.
Do I Need a Passport for This Trip if I'm Canadian?
As a Canadian, you'll need to ponder border crossings and travel documents for your trip. You're required to have a valid Canadian passport, enhanced driver's license, or NEXUS card to enter the US.
Conclusion
You made it – all 7 days, 1,000 miles, and approximately 500 lobster rolls later. Pat yourself on the back, you've survived the ultimate New England road trip. From Boston's historic streets to the picturesque coast of Maine, you've seen it all. Well, almost all – there's still that one lighthouse you missed, but who's counting? Now, go ahead and take a well-deserved nap; you've earned it after traversing those winding New England roads.
