Planning a road trip can be both exciting and overwhelming, especially when it comes to choosing the perfect itinerary. If you’re looking to explore the picturesque beauty of New England, then look no further! In this article, we’ll guide you through an incredible 7-day road trip itinerary that covers the best destinations in the region. From charming coastal towns to breathtaking mountain views, get ready to embark on a week-long adventure that will leave you with unforgettable memories. So grab your maps and buckle up, because New England is waiting to be discovered!
Day 1: Boston and Cape Cod
Explore the Freedom Trail in Boston
Your seven-day New England road trip begins in the vibrant city of Boston. Start your day by exploring the famous Freedom Trail, a 2.5-mile long trail that winds through the city and takes you to 16 significant historical sites. As you follow the red-brick path, you’ll pass famous landmarks such as the Massachusetts State House, Paul Revere’s House, and the Old North Church. Immerse yourself in American history as you learn about the role Boston played in shaping the nation.
Visit the historic USS Constitution Museum
Next, make your way to the Charlestown Navy Yard and visit the USS Constitution Museum. This museum offers a fascinating glimpse into the history of the oldest commissioned warship afloat in the world, the USS Constitution. Explore the interactive exhibits, watch historical reenactments, and discover the stories of the sailors who served aboard this iconic vessel.
Head to Cape Cod
After soaking in the history of Boston, it’s time to hit the road and make your way to Cape Cod. Known for its picturesque beaches and charming seaside towns, Cape Cod is the perfect place to unwind and relax. Take in the idyllic coastal scenery as you drive across the Cape Cod Canal, a man-made waterway that separates Cape Cod from the mainland. Arriving at Cape Cod, you’ll find an array of activities to enjoy, from swimming and sunbathing to exploring the quaint shops and restaurants that line the streets.
Spend the evening in Provincetown
As the sun begins to set, make your way to the vibrant town of Provincetown. This lively community at the tip of Cape Cod is known for its lively arts scene, beautiful beaches, and welcoming atmosphere. Explore the charming streets filled with art galleries and unique boutiques, indulge in delicious seafood at one of the local restaurants, and take in the breathtaking sunset views over Provincetown Harbor. With its vibrant energy and stunning natural beauty, Provincetown is the perfect place to end your first day of exploration.
Day 2: Martha’s Vineyard
Take a ferry to Martha’s Vineyard
On day two, venture out to Martha’s Vineyard, a scenic island located just south of Cape Cod. Catch a ferry from Woods Hole or Falmouth and enjoy a relaxing ride across the sparkling waters to this picturesque destination. The ferry journey itself is an experience to savor, as you take in the stunning views of the coastline and feel the sea breeze on your face.
Explore the charming town of Edgartown
Upon arrival in Martha’s Vineyard, head to the charming town of Edgartown. Known for its elegant Captain’s homes and classic New England charm, Edgartown offers a delightful mix of quaint shops, art galleries, and delicious dining options. Take a leisurely stroll down Main Street, admire the beautifully preserved historic buildings, and explore the waterfront area where you can enjoy fresh seafood and picturesque views.
Visit the famous Aquinnah Cliffs
After exploring Edgartown, make your way to the westernmost point of the island to visit the famous Aquinnah Cliffs. These stunning clay cliffs, also known as Gay Head Cliffs, display a spectrum of vibrant colors, from red and orange to white and brown. Enjoy the breathtaking views, take a walk along the scenic trails, and learn about the rich Native American history of the area. The Aquinnah Cliffs are a true natural wonder and offer a unique and memorable experience.
Enjoy a beach day at South Beach
No trip to Martha’s Vineyard is complete without a day at the beach, and South Beach is the ideal spot to soak up the sun and surf. This beautiful beach stretches for miles and offers pristine sandy shores, crystal-clear waters, and stunning dune landscapes. Spend the day swimming, sunbathing, and enjoying water sports like paddleboarding or kayaking. With its natural beauty and tranquil atmosphere, South Beach is the perfect place to relax and unwind.
Day 3: Rhode Island
Explore Newport and its historic mansions
On day three, it’s time to head to Rhode Island and explore the historic city of Newport. Known for its opulent mansions and rich maritime heritage, Newport offers a glimpse into the extravagant lifestyle of America’s Gilded Age. Take a tour of the Newport Mansions, such as The Breakers or Marble House, to marvel at the grandeur and elegance of these architectural masterpieces. Learn about the prominent families who once resided here and imagine what life was like during this extraordinary period in history.
Visit the cliff walk for stunning ocean views
After exploring the mansions, take a walk along the Newport Cliff Walk to experience the breathtaking beauty of the coastline. This scenic trail winds along the eastern shore of Newport, offering panoramic views of the ocean and the magnificent mansions perched atop the cliffs. Marvel at the crashing waves, vibrant sea life, and stunning rock formations as you immerse yourself in the natural splendor of the area.
Savor fresh seafood at a local restaurant
No visit to Rhode Island would be complete without indulging in the delicious local seafood. Newport is renowned for its fresh seafood cuisine, with plenty of restaurants offering mouthwatering dishes such as clam chowder, lobster rolls, and fresh oysters. Treat yourself to a memorable dining experience at one of the waterfront restaurants, where you can savor the flavors of the sea while enjoying beautiful views of the harbor.
Drive along the scenic Ocean Drive
To end your day in Rhode Island, take a scenic drive along Ocean Drive, a picturesque route that hugs the coastline and offers stunning views of the Atlantic Ocean. Marvel at the rugged shoreline, admire the grand coastal estates, and make sure to stop at Brenton Point State Park, a popular spot for picnicking and watching the sailboats dotting the horizon. As you drive along this iconic route, you’ll truly appreciate the natural beauty and charm of Rhode Island’s coastal landscape.
Day 4: Vermont
Drive to the scenic Green Mountains
It’s time to leave the coastal beauty behind and head inland to the picturesque state of Vermont. Known for its stunning landscapes and charming towns, Vermont is a haven for outdoor enthusiasts and nature lovers. Take a scenic drive through the Green Mountains, marveling at the rolling hills, dense forests, and quaint villages along the way. The winding roads will lead you to some of the most beautiful vistas in New England, so make sure to have your camera ready.
Visit Ben & Jerry’s Ice Cream Factory
No trip to Vermont would be complete without a visit to the iconic Ben & Jerry’s Ice Cream Factory. Located in Waterbury, this beloved attraction offers guided tours where you can learn about the company’s history, see how the ice cream is made, and, of course, indulge in some delicious tastings. Sample unique flavors like Cherry Garcia or Phish Food and discover the commitment to social and environmental responsibility that makes Ben & Jerry’s so special.
Explore the charming town of Woodstock
After satisfying your sweet tooth, make your way to the charming town of Woodstock. With its quintessential New England architecture, vibrant arts scene, and picturesque surroundings, Woodstock is the epitome of small-town charm. Take a leisurely stroll along the quaint streets lined with boutique shops, art galleries, and cozy cafes. Stop by the Woodstock Farmers’ Market to sample local produce and artisanal goods, or visit the Billings Farm & Museum to learn about Vermont’s agricultural heritage.
Enjoy outdoor activities like hiking or kayaking
Vermont’s natural beauty offers endless opportunities for outdoor adventures. Lace up your hiking boots and explore one of the many scenic trails in the area, such as Camel’s Hump or the Long Trail. Immerse yourself in the tranquility of the forests and let the fresh mountain air rejuvenate your spirit. If you prefer water activities, rent a kayak or canoe and paddle along the peaceful lakes and rivers, taking in the breathtaking scenery that Vermont has to offer.
Day 5: New Hampshire
Drive along the Kancamagus Highway
On day five, it’s time to continue your New England road trip with a drive along the renowned Kancamagus Highway. This 34-mile scenic byway winds through the heart of the White Mountains and offers breathtaking vistas at every turn. From towering peaks and rushing waterfalls to dense forests and pristine rivers, the Kancamagus Highway showcases the natural beauty of New Hampshire’s wilderness. Take your time driving along this picturesque route, making frequent stops to admire the scenery and capture unforgettable memories.
Stop at scenic overlooks like Sabbaday Falls
As you drive along the Kancamagus Highway, be sure to stop at the various scenic overlooks and attractions along the way. One must-see stop is Sabbaday Falls, a beautiful waterfall nestled in the White Mountains. A short hike will lead you to this picturesque spot, where you can marvel at the cascading water and relax in the tranquility of nature. Capture the beauty of the falls with your camera or simply immerse yourself in the serenity of the surroundings.
Explore the White Mountain National Forest
New Hampshire’s White Mountain National Forest is a haven for outdoor enthusiasts and offers endless opportunities for adventure. Lace up your hiking boots and hit the trails, where you’ll discover stunning vistas, towering peaks, and hidden alpine lakes. If you prefer a more leisurely experience, take a scenic drive through the park, stopping at lookout points to admire the panoramic views. With its diverse range of landscapes and recreational activities, the White Mountain National Forest is a must-visit destination on your New England road trip.
Visit the Mount Washington Observatory
To cap off your day in New Hampshire, pay a visit to the Mount Washington Observatory, located at the summit of Mount Washington. As the highest peak in the Northeastern United States, Mount Washington offers unparalleled views and a dramatic alpine environment. Take a guided tour of the observatory to learn about the extreme weather conditions and climate research conducted at this remote outpost. If you’re feeling adventurous, embark on a hike to the summit or take a thrilling ride on the Mount Washington Cog Railway to reach the top.
Day 6: Maine
Head to Portland, Maine’s largest city
As your road trip continues, make your way to the vibrant city of Portland, Maine. Known for its thriving food scene, historic charm, and bustling waterfront, Portland offers a diverse range of attractions and experiences. Take a stroll along the cobblestone streets of the Old Port district, where you’ll find an array of shops, art galleries, and restaurants. Indulge in some of the freshest seafood you’ll ever taste, from lobster rolls to clam chowder, and savor the local flavors that make Portland’s culinary scene so renowned.
Visit the historic Portland Head Light
No visit to Portland is complete without seeing the iconic Portland Head Light. Located in Cape Elizabeth, just a short drive from downtown Portland, this historic lighthouse stands proudly on the rocky coast and offers breathtaking views of the Atlantic Ocean. Explore the surrounding Fort Williams Park, enjoy a picnic by the water, and immerse yourself in the maritime history of the area. The beauty and charm of the Portland Head Light make it a must-see attraction on your New England road trip.
Explore the Old Port district for shopping and dining
After visiting the Portland Head Light, return to the heart of the city and spend some time exploring the vibrant Old Port district. This historic neighborhood is known for its brick buildings, charming boutiques, and lively atmosphere. Shop for unique treasures, browse local art galleries, and sample delicious treats from the many specialty shops and food vendors. As you wander through the cobblestone streets, you’ll be enchanted by the eclectic mix of shops, the aroma of freshly brewed coffee, and the sounds of live music filling the air.
Take a scenic drive along the coastline
To end your day in Maine, take a scenic drive along the state’s beautiful coastline. With its rugged cliffs, picturesque harbors, and charming seaside towns, the Maine coastline is truly a sight to behold. From Portland, you can follow Route 1 or venture off on smaller coastal roads, allowing you to discover hidden gems and breathtaking vistas along the way. Roll down the windows, feel the salty sea breeze on your face, and take in the awe-inspiring beauty of Maine’s rugged coast.
Day 7: Acadia National Park
Drive to Acadia National Park
On your final day of the road trip, venture north to the stunning Acadia National Park. Located on Mount Desert Island, Acadia offers a diverse range of landscapes, from rocky coastlines and pristine sand beaches to towering mountains and tranquil lakes. As you drive into the park, be prepared to be surrounded by natural beauty that will take your breath away. Follow the well-maintained roads and take advantage of the various scenic viewpoints to admire the panoramic vistas. Acadia National Park is a true gem and a fitting end to your New England road trip.
Hike the scenic trails or bike along the carriage roads
Acadia National Park is a paradise for outdoor enthusiasts, with numerous hiking trails and biking routes to explore. Lace up your hiking boots and embark on a journey to the summit of Cadillac Mountain, the highest peak on the East Coast. Enjoy a leisurely stroll along the historic carriage roads, admiring the stone bridges and lush forests along the way. Whether you choose to hike, bike, or simply take a leisurely walk, you’re bound to encounter stunning vistas and discover the incredible biodiversity that makes Acadia so special.
Visit the top of Cadillac Mountain for panoramic views
No visit to Acadia National Park is complete without a trip to the top of Cadillac Mountain. As the highest point on the Atlantic coast, Cadillac Mountain offers unparalleled panoramic views of the surrounding islands and ocean. Watch the sunrise or sunset from this breathtaking vantage point and marvel at the changing colors of the sky as the day begins or ends. The beauty and serenity of Cadillac Mountain make it a must-visit destination within the park.
Enjoy a picnic by Jordan Pond
To conclude your New England road trip, find a tranquil spot within Acadia National Park to enjoy a leisurely picnic. Jordan Pond is the perfect location, with its crystal-clear waters, scenic trails, and peaceful atmosphere. Spread out a blanket, unpack a delicious picnic basket filled with local treats, and soak in the natural beauty that surrounds you. As you reflect on the incredible journey you’ve experienced over the past seven days, take a moment to appreciate the wonders of nature and the memories you’ve made along the way.
In conclusion, a seven-day road trip through New England will take you on a journey through history, scenic landscapes, charming seaside towns, and vibrant cities. From the rich historical sites of Boston to the breathtaking vistas of Acadia National Park, each day of this itinerary offers a unique and memorable experience. Whether you’re a history buff, a nature lover, or a food enthusiast, New England has something for everyone. So buckle up, hit the road, and get ready for a week filled with adventure, relaxation, and new discoveries.