New England

New England in September is simply stunning, with the leaves starting to change and the weather just perfect for exploring. Let’s dive into a fun-filled 6-day itinerary that covers all your requested states, including a Red Sox game in Boston. Buckle up for an adventure!

Day 1: Arrival in Boston, Massachusetts

Morning:

• Arrive in Boston and check into your hotel. If you can, grab a breakfast sandwich at Tatte Bakery—it’s a local favorite!

Afternoon:

• Head to the Freedom Trail. This 2.5-mile walk takes you through 16 historical sites. Don’t miss the Paul Revere House and Old North Church.

Evening:

• Catch a Red Sox game at Fenway Park! Make sure to grab a Fenway Frank and enjoy the electric atmosphere. Check the schedule ahead of time to secure your tickets.

Day 2: Boston to Connecticut

Morning:

• After breakfast, take a scenic drive to Hartford, Connecticut (about 1.5 hours). Visit the Mark Twain House & Museum—it’s a fascinating glimpse into the life of the famous author.

Afternoon:

• Head to New Haven (about 1 hour from Hartford) for lunch. Try a famous New Haven-style pizza at Frank Pepe Pizzeria.

Evening:

• Explore the Yale University campus. The architecture is stunning, and you can visit the Yale University Art Gallery if time permits. Spend the night in New Haven.

Day 3: Connecticut to Rhode Island

Morning:

• Depart for Providence, Rhode Island (about 1.5 hours). Start your day with a stroll through Waterplace Park and the Riverwalk.

Afternoon:

• Visit the Rhode Island School of Design Museum—it’s a gem! Grab lunch at Federal Hill, known for its Italian eateries.

Evening:

• Head to Newport (about 30 minutes from Providence) and take a scenic drive along the Ocean Drive. Explore the Cliff Walk for breathtaking views. Enjoy dinner at a waterfront restaurant, like The Mooring. Spend the night in Newport.

Day 4: Rhode Island to Massachusetts to Vermont

Morning:

• After breakfast, visit the Breakers Mansion in Newport. It’s a stunning example of Gilded Age architecture.

Afternoon:

• Drive to Boston (about 1.5 hours) and then head north to Burlington, Vermont (about 3.5 hours). Enjoy the scenic drive through the Green Mountains.

Evening:

• Arrive in Burlington and explore the Church Street Marketplace. Grab dinner at Hen of the Wood, known for its farm-to-table cuisine. Spend the night in Burlington.

Day 5: Vermont to New Hampshire to Maine

Morning:

• Start your day with breakfast at a local café, then take a stroll along Lake Champlain.

Afternoon:

• Drive to Concord, New Hampshire (about 2 hours). Visit the New Hampshire State House and grab lunch in the downtown area.

Evening:

• Head to Portland, Maine (about 1 hour). Explore the Old Port district with its charming shops and waterfront views. Enjoy a seafood dinner at Eventide Oyster Co. and spend the night in Portland.

Day 6: Exploring Maine and Return to Boston

Morning:

• After breakfast, take a short drive to Cape Elizabeth to see the iconic Portland Head Light lighthouse. It’s a perfect photo op!

Afternoon:

• Head back to Boston (about 2 hours). If time allows, stop by Salem on the way (about 30 minutes from Boston) to explore its witch trial history and charming streets.

Evening:

• Enjoy a farewell dinner in Boston’s North End, known for its Italian cuisine. Try Mamma Maria or Pizzeria Regina.

Departure:

• Head to the airport for your flight home, filled with wonderful memories of your New England adventure!

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And there you have it! A delightful mix of history, culture, and stunning scenery across New England. Enjoy your trip, and don’t forget to take lots of pictures! 🍂✈️