Epic 7 day New England Road Trip Itinerary From Boston – Best Route, Things To Do & Hotels

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In this article, you can read about 7 day New England road trip itinerary with scenic stopovers on 7 day New England road trip from Boston, where to stay overnight, things to do, and other valuable tips. So plan your road trip in New England. 

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7 day New England Road Trip Itinerary From Boston – New England Road Trip 7 Days

Embarking on a road trip in New England is an exhilarating adventure that promises a rich tapestry of experiences, breathtaking landscapes, and a deep dive into American history and culture. 

Plan your itinerary for New England road trip from Boston with some unique things to do.

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Day 1: Boston, Massachusetts

Morning: Start your trip to Boston.

Boston is a vibrant and historically significant city, showcasing iconic landmarks like the Freedom Trail, the Boston Common, and the historic neighborhoods of Beacon Hill and the North End. Its unique blend of colonial charm, world-class museums, and thriving culinary scene make Boston a must-visit stop that adds depth and cultural richness to any New England road trip itinerary.

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  • Afternoon, explore Freedom Trail, Boston Common, and Public Garden.
  • Evening: Enjoy dinner in the historic North End.

Overnight: The Bostonian Boston 

Tours To Book – 

Day 2: Salem, Massachusetts

Morning: Drive to Salem (approx. 25 miles).

Salem, with its bewitching history and captivating maritime heritage, offers a unique and immersive experience on a New England road trip. Explore the Witch Trials Memorial, visit the Peabody Essex Museum, and stroll through the enchanting streets, where history and mystique converge to create an unforgettable stop on your journey.

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  • Afternoon: Visit the Salem Witch Museum and Peabody Essex Museum.
  • Evening: Stroll through Salem’s historic waterfront.

Overnight: Historic Hotel stay at The Merchant.

Tours To Book – 

Day 3: Portland, Maine

Morning: Drive to Portland (approx. 105 miles).

Portland, Maine, is a gem on a New England road trip, celebrated for its picturesque waterfront, bustling arts scene, and renowned food culture. Dive into the vibrant Old Port district, indulge in fresh local food, and experience the coastal charm that makes Portland a delightful and memorable addition to your 7 day New England road trip itinerary.

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  • Afternoon: Explore Old Port and visit Portland Head Light.
  • Evening: Enjoy Portland’s vibrant food scene.

Overnight: Hampton Inn Portland Downtown Waterfront.

Day 4: Acadia National Park, Maine

Morning: Drive to Acadia National Park (approx. 160 miles).

Acadia National Park in Maine is a must-add to your New England road trip for its breathtaking coastal landscapes, diverse ecosystems, and the chance to summit Cadillac Mountain, offering sunrise views that rank among the earliest in the United States.

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  • Afternoon: Explore Cadillac Mountain and Jordan Pond.
  • Evening: Sunset at Bass Harbor Head Lighthouse.

Overnight: Bar Harbor Grand Hotel. Book overnight stay at Bar Harbor, Maine.

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Day 5: Bar Harbor, Maine

Bar Harbor, Maine, is a quintessential New England destination on your road trip, offering a charming coastal town experience with lobster shacks, boutique shops, and access to the stunning Acadia National Park.

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  • Morning: Explore Bar Harbor and take a whale watching tour.
  • Afternoon: Hike or drive the Park Loop Road.
  • Evening: Enjoy dinner in downtown Bar Harbor.

Overnight: Bar Harbor.

Day 6: White Mountains, New Hampshire

Morning: Drive to White Mountains (approx. 220 miles).

The White Mountains in New Hampshire are an essential stop on a New England road trip, boasting majestic peaks, scenic drives like the Kancamagus Highway, and opportunities for outdoor adventures, providing an unforgettable mountainous backdrop to your journey.

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  • Afternoon: Explore Franconia Notch State Park and Flume Gorge.
  • Evening: Visit the Omni Mount Washington Resort.

Overnight: White Mountain Hotel.

Day 7: Portsmouth, New Hampshire

Morning: Drive to Portsmouth (approx. 65 miles).

Portsmouth, New Hampshire, is a charming addition to your New England road trip, offering a historic waterfront, cobblestone streets, and a lively cultural scene, providing a delightful blend of maritime history and contemporary vibrancy.

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  • Afternoon, explore Strawbery Banke Museum and Prescott Park.
  • Evening: Enjoy dinner at one of Portsmouth’s waterfront restaurants.

Overnight: Howard Johnson by Wyndham.

Events/Festivals – Road Trip In New England

Here are some notable events and festivals you might consider attending during your itinerary for New England road trip.

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  • Boston Pops Fireworks Spectacular (July 4th) – Boston, Massachusetts Celebrate Independence Day with a spectacular fireworks display on the Charles River Esplanade and a live performance by the renowned Boston Pops orchestra.
  • Vermont Maple Open House Weekend (March) – Green Mountains, Vermont Experience the magic of Vermont’s maple sugaring season with guided tours, demonstrations, and tastings at sugarhouses across the state.
  • White Mountains Art and Artisan Festival (August) – White Mountains, New Hampshire Explore a diverse array of art and crafts from local artists against the backdrop of the White Mountains, offering a unique opportunity to appreciate regional creativity.
  • Portland Old Port Festival (June) – Portland, Maine Join in the lively atmosphere of the Old Port district with live music, local food, arts and crafts, and family-friendly activities during this annual street festival.
  • Cape Cod Hydrangea Festival (July) – Cape Cod, Massachusetts Experience the beauty of blooming hydrangeas during this festival, featuring garden tours, workshops, and events showcasing the stunning floral landscapes of Cape Cod.
  • Newport Folk Festival (July) – Newport, Rhode Island. Immerse yourself in folk music at this historic festival held at Fort Adams State Park, featuring performances by renowned artists and a vibrant atmosphere.
  • Mystic Seaport Sea Music Festival (June) – Mystic, Connecticut  Enjoy maritime music, sea shanties, and traditional performances at the Mystic Seaport Museum’s annual Sea Music Festival, celebrating the region’s rich nautical heritage.

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FAQs – 7 Day New England road trip itinerary

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  • How long should I plan for a New England road trip? 

A typical New England road trip can range from 7 to 14 days, depending on how many destinations you want to visit and how much time you’d like to spend in each location.

  • What’s the best time of year to embark on a New England road trip? 

The best time for a New England road trip is during the fall (September to October), when the foliage is most vibrant. Summer (June to August) is also famous for coastal activities, while winter offers skiing and winter sports opportunities.

  • Are there any tolls or road fees on this road trip? 

Yes, tolls might be along your route, especially on highways and bridges. Make sure to have cash or an electronic payment system like E-ZPass for smoother travel.

New England Road Trip Itinerary

  • How should I plan accommodations for this road trip? 

It’s would be great to book accommodations in advance, especially during peak seasons. Consider a mix of hotels, inns, and lodges, and make sure they align with your planned stops.

  • What are the must-visit destinations in New England? 

Must-visit destinations include Boston, Cape Cod, Newport, the White Mountains, Acadia National Park, and charming coastal towns like Portland and Portsmouth.

  • Are there any recommended apps or resources for navigation? 

Apps like Google Maps, Waze, or a dedicated GPS device can help with navigation. Also, consider downloading state-specific travel apps for local information and attractions.

  • Should I purchase attraction tickets in advance? 

Buying tickets in advance for popular attractions, like mansion tours or guided activities, can help secure your spot and sometimes offer discounts.

New England Road Trip 7 Days - Road Trip In New England - itinerary for New England road trip

Now you know the itinerary for New England road trip with this 7-day New England road trip itinerary from Boston. So save the New England Road Trip 7 Days itinerary and explore some unique spots in the Northeastern USA.

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