7 day new england road trip itinerary

3 min read 24-08-2025
7 day new england road trip itinerary


Table of Contents

7 day new england road trip itinerary

New England, with its charming towns, breathtaking coastlines, and vibrant autumn foliage (especially in the fall!), offers an unforgettable road trip experience. This 7-day itinerary focuses on a coastal route, balancing city exploration with the beauty of nature. It's designed to be flexible; adjust the pace and activities to match your preferences.

Day 1: Boston, MA - History and Charm

  • Morning: Arrive in Boston, check into your hotel, and begin exploring the historic Freedom Trail. Walk through Boston Common and Public Garden, enjoying the green spaces in the heart of the city.
  • Afternoon: Visit Faneuil Hall Marketplace for lunch and souvenir shopping. Explore the North End, Boston's Little Italy, known for its delicious Italian pastries and restaurants.
  • Evening: Enjoy a delicious seafood dinner overlooking the harbor, perhaps catching a sunset over the Boston skyline.

Day 2: Boston to Portland, ME - Coastal Drive & Lighthouses

  • Morning: Visit the John F. Kennedy Presidential Library and Museum or explore the Museum of Fine Arts, depending on your interests.
  • Afternoon: Drive north along the scenic coast towards Portland, Maine. Stop at charming coastal towns like Salem (famous for its witch history) or Newburyport for lunch and a stroll along the waterfront. Consider a detour to see the iconic Portland Head Light, one of the oldest lighthouses in the US.
  • Evening: Arrive in Portland, check into your hotel, and explore the Old Port district, known for its cobblestone streets, boutiques, and restaurants.

Day 3: Portland, ME - Exploring the City & Island Views

  • Morning: Explore Portland's vibrant food scene. Visit the Portland Head Light (if you missed it yesterday), enjoy a lobster roll, and browse the local shops and art galleries.
  • Afternoon: Take a ferry to one of the nearby islands, such as Peaks Island or Chebeague Island, for stunning coastal views and a peaceful escape. Enjoy hiking trails, beaches, or simply relax and take in the scenery.
  • Evening: Enjoy dinner at a local brewery or restaurant in Portland, savoring the fresh seafood and local craft beers.

Day 4: Portland to Kennebunkport, ME - Quaint Towns & Coastal Beauty

  • Morning: Drive south along the coast towards Kennebunkport, stopping at picturesque seaside towns along the way. Consider visiting Ogunquit, known for its Marginal Way cliff walk.
  • Afternoon: Explore Kennebunkport, a charming town with a rich history and beautiful beaches. Visit the Bush family compound (from a distance, of course!) and enjoy the quaint shops and art galleries.
  • Evening: Enjoy a lobster bake or a delicious dinner at one of Kennebunkport's many waterfront restaurants.

Day 5: Kennebunkport to Portsmouth, NH - History & Maritime Charm

  • Morning: Enjoy a final stroll along the Kennebunkport beaches before heading north to Portsmouth, New Hampshire.
  • Afternoon: Explore Portsmouth's historic Strawbery Banke Museum, a living history museum showcasing the city's past. Walk along the waterfront and admire the historic architecture.
  • Evening: Enjoy dinner in Portsmouth's vibrant downtown area, known for its diverse culinary scene and lively atmosphere.

Day 6: Portsmouth, NH to Boston, MA - Scenic Return

  • Morning: Explore Prescott Park, a beautiful waterfront park in Portsmouth, or take a scenic drive along the coast, perhaps stopping at a charming town like Rye.
  • Afternoon: Begin your drive back to Boston. Consider stopping at a scenic overlook along the way for some photos.
  • Evening: Arrive back in Boston and enjoy a final dinner in the city, reflecting on your New England adventure.

Day 7: Departure from Boston

  • Morning: Depending on your flight schedule, you might have time for some last-minute souvenir shopping or a final breakfast in Boston before heading to the airport for your departure.

Frequently Asked Questions (FAQs)

What is the best time to take a New England road trip?

The best time depends on your priorities. Spring and fall offer pleasant temperatures and stunning scenery (especially fall foliage). Summer is ideal for beach lovers, but it can be crowded and more expensive. Winter offers a different kind of beauty but requires preparation for snow and ice.

How much does a New England road trip cost?

The cost varies greatly depending on your travel style, accommodation choices, and activities. Budgeting $100-$200 per day per person is a reasonable estimate, but it could be more or less depending on your spending habits.

What are some must-see attractions in New England?

Beyond what's listed above, consider Acadia National Park in Maine (if you have more time), the Berkshires in Massachusetts, and the White Mountains in New Hampshire. Each area offers unique natural beauty and activities.

Is it easy to drive around New England?

New England's roads are generally well-maintained, but some coastal routes can be narrow and winding. Allow extra time for driving, especially during peak season.

What should I pack for a New England road trip?

Pack layers of clothing, as the weather can change quickly. Comfortable shoes are essential for walking. Don't forget sunscreen, a hat, and insect repellent.

This itinerary provides a framework for your New England adventure. Remember to customize it based on your interests and time constraints. Enjoy the journey!