9 day itinerary
New England
Itinerary
Oh, how exciting! A fall family road trip through New England sounds absolutely delightful! The vibrant foliage, charming towns, and cozy vibes make it a perfect destination for a family adventure. Here’s a fun and engaging 9-day itinerary that will let you soak in the beauty of New England in the fall!
Day 1: Arrival in , Massachusetts
Morning: Arrive in and check into your hotel. Grab a hearty breakfast at a local café. Try some classic New England pancakes!
Afternoon: Explore the . This 2.5-mile walk takes you through 16 historical sites. Don’t miss the and the !
Evening: Enjoy dinner in the , ’s Little Italy. Grab some delicious pasta and finish off with a cannoli from Mike’s Pastry!
Day 2: to , Massachusetts
Morning: After breakfast, head to (about 30 minutes away). Visit the to learn about the infamous witch trials.
Afternoon: Stroll through the historic streets and check out the . The architecture is stunning, and the views of the harbor are lovely!
Evening: Have dinner at a local seafood restaurant. Try some clam chowder or lobster rolls!
Day 3: to , New Hampshire
Morning: Depart for (about an hour away). Stop by the picturesque town of Newburyport along the way for a quick coffee and a stroll by the waterfront.
Afternoon: Explore ’s historic downtown. Visit the , an outdoor history museum that showcases life in the area over the centuries.
Evening: Enjoy dinner at a waterfront restaurant. The views of the Piscataqua River are beautiful, especially at sunset!
Day 4: to the , New Hampshire
Morning: Head to the (about 1.5 hours away). Stop at the for breathtaking views of the fall foliage.
Afternoon: Visit the . Take a short hike to see the Flume Gorge or ride the for stunning views.
Evening: Settle into a cozy lodge or cabin. Enjoy a family dinner and maybe some s’mores by the fire!
Day 5: to , Vermont
Morning: Depart for (about 2 hours away). Enjoy the scenic drive and stop at a local farm stand for fresh apples or cider.
Afternoon: Explore and take a leisurely hike on the . The fall colors will be absolutely breathtaking!
Evening: Have dinner at a local brewery. Vermont is known for its craft beer, so it’s a great way to unwind after a day of exploring!
Day 6: to , Vermont
Morning: Head to (about 30 minutes away). Start your day with breakfast at a local café, then stroll along for some shopping and people-watching.
Afternoon: Visit the , which features a unique collection of art and Americana. The fall foliage around the museum is stunning!
Evening: Enjoy dinner at a farm-to-table restaurant. Don’t forget to try some local cheese!
Day 7: to and , Vermont
Morning: Take a scenic drive around . Stop at a few viewpoints for family photos with the colorful backdrop!
Afternoon: Head to , the smallest state capital in the U.S. Visit the and explore the charming downtown area.
Evening: Have dinner in . Try a local diner for a classic New England experience!
Day 8: to , Vermont
Morning: Depart for (about 1 hour away). Visit the to learn about Vermont’s agricultural history.
Afternoon: Explore the quaint village of . Don’t miss the beautiful covered bridges and the stunning .
Evening: Enjoy a cozy dinner at a local inn. The ambiance will be perfect for a family gathering!
Day 9: to , Massachusetts
Morning: Start your journey back to (about 2 hours away). If time allows, stop at the picturesque town of , Massachusetts, to visit the .
Afternoon: Arrive in and enjoy a leisurely lunch. If you have time, visit the or take a harbor cruise.
Evening: Wrap up your trip with a farewell dinner at a nice restaurant in . Reflect on all the wonderful memories you’ve made!
And there you have it! A delightful 9-day itinerary filled with history, nature, and family fun. Don’t forget to take lots of pictures and enjoy the beautiful fall colors! Safe travels! 🍂🚗✨