7-Day New England Road Trip Itinerary: A Guide To Exploring The Best Of The Region

The Ultimate New England Road Trip Itinerary (Flexible 23 Week

From the sandy beaches of Cape Cod to the rolling green hills of Vermont, the New England region is a destination full of exciting sites and attractions. Whether you are looking to explore the culture and history of the area, or simply take in the beauty of the landscape, a 7-day road trip is the perfect way to experience all that the region has to offer. Here is a comprehensive guide to a 7-day New England road trip, complete with recommended destinations and activities to make your journey a truly memorable experience.

Day 1: Cape Cod, Massachusetts

Begin your road trip by traveling to the coastal town of Cape Cod, Massachusetts. Start off your visit with a stroll along the beaches, which are known for their stunning beauty and miles of golden sand. If you’re looking for a bit more adventure, take a kayak or boat tour to view some of the area’s plentiful marine life. Afterward, take a quick drive over to the quaint town of Provincetown, where you can wander the streets and browse the many art galleries and boutiques. In the evening, enjoy a delicious seafood dinner at one of the local restaurants.

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Day 2: The Berkshires, Massachusetts

From Cape Cod, drive west to the Berkshires, a picturesque region of Massachusetts known for its beautiful scenery and outdoor activities. Spend the morning hiking through the rolling hills, and then head to one of the area’s many lakes for a swim or a paddleboard ride. If you’re in the mood for some culture, visit one of the dozens of museums, galleries, and historical sites. The Berkshires are also home to several performing arts centers, so check the local calendar to see if any shows are playing during your visit.

Day 3: Portland, Maine

Next, head north to Portland, Maine, a charming city on the coast of the Atlantic Ocean. Spend the morning exploring the city’s cobblestone streets, lined with quaint shops and cafes. Then, take a tour of one of the city’s many lighthouses to get a glimpse of the stunning ocean views. In the afternoon, take a ferry across Casco Bay to Peaks Island, a small island known for its beautiful beaches and peaceful atmosphere. Afterward, enjoy a delicious meal of fresh seafood at one of Portland’s many restaurants.

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Day 4: Acadia National Park, Maine

From Portland, drive east to Acadia National Park, a 47,000-acre park located on the rugged coast of Maine. Spend the morning hiking along the trails and taking in the stunning views of the ocean and mountains. Then, explore the park’s many lakes and ponds, or take a boat tour to see some of the area’s plentiful wildlife. In the evening, relax on one of the park’s many beaches, or enjoy a romantic sunset walk along the shore.

Day 5: White Mountains, New Hampshire

Continue your journey north to the White Mountains of New Hampshire. This area is known for its stunning views and outdoor activities, so spend the morning exploring the trails, lakes, and rivers. In the afternoon, take a drive along the Kancamagus Highway, a scenic road that winds through the mountains and offers breathtaking views of the landscape. Afterwards, take a dip in one of the area’s many swimming holes, or simply relax and enjoy the fresh mountain air.

Day 6: Newport, Rhode Island

From the White Mountains, head south to Newport, Rhode Island, a charming coastal town known for its gilded age mansions and beautiful beaches. Spend the morning touring some of the area’s many historical sites, then spend the afternoon lounging on the beach or exploring the city’s cobblestone streets. In the evening, take a stroll along the waterfront and enjoy the beautiful views of the harbor.

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Day 7: Portsmouth, New Hampshire

Conclude your road trip by traveling to Portsmouth, New Hampshire. Spend the morning exploring the city’s many shops and restaurants, then take a walk along the Piscataqua River, where you’ll find picturesque views of the harbor. In the afternoon, visit one of the city’s many historical sites, such as the Strawbery Banke Museum, or take a tour of a local brewery. In the evening, enjoy a delicious seafood dinner at one of the many waterfront restaurants before heading home.


A 7-day road trip is the perfect way to experience the best of the New England region. From the sandy beaches of Cape Cod to the picturesque White Mountains, there is something for everyone to enjoy. Whether you are looking for a relaxing vacation or an adventure-filled journey, this itinerary provides a comprehensive guide to exploring the best of the region. So, grab your map and hit the open road to experience the beauty and charm of New England.