Perfect Fall Family Road Trip in Massachusetts

New England is one of the most picturesque places to see and experience the beauty of nature. The leaves of gold, red, and orange in autumn are the perfect backdrop for a fun family road trip and Massachusetts has plenty to see and do. 

Perfect Fall Family Road Trip in Massachusetts

Custom House Maritime Museum - Newburyport, MA

Located about 35 miles northeast of Boston, Newburyport is an historic seaport with so much to do for adults and children of all ages. No trip to Newbury would be complete without stopping by the Custom House Maritime Museum. Enjoy looking at full-size models of ships, artwork, and historical documents related to maritime activities and learn about our country’s early history at the same time. 

The Compass Rose Inn – Newburyport, MA

Just a block from the historic, this charming inn is a kid-friendly overnight destination when you want to spend more time exploring this fascinating area than just a day trip. Featuring a great homemade breakfast to start your day, the inn is within walking distance to shops and art galleries, performing venues, and museums. And exploring the waterfront couldn’t be closer. Take a trip to nearby Plum Island or visit the Parker River National Wildlife Refuge. 

Simply Sweet – Newburyport, MA

No doubt your family will be craving a snack after walking the cobblestone streets of the city in search of adventure, so stop by Simply Sweet for a sweet ending to your day. Known for their freshly baked cookies, delicious candies, and creamy ice cream, Simply Sweet is a local favorite and after you visit, you’ll know why. 

Plum Island – Newburyport, MA

Does the idea of seeing the vibrant colors of changing leaves and the sight of sailboats leisurely moving along the shoreline speak to you? Then make it a point to visit Plum Island while you’re road tripping around this part of the state. This barrier island is a great place to enjoy nature at its best and has plenty of things to do for a day trip with your family. 

Parker River National Wildlife Refuge – Plum Island, MA

Worth visiting any time of year, the refuge is especially beautiful in the fall. Because it’s north of Boston, there usually isn’t much traffic to the island at this time of year, although it’s popularity is growing as it’s hidden treasures becomes more known. You’ll see birds and other wildlife along your drive, and a white sandy beach perfect for letting your little ones run off some pent-up energy. 

America’s Stonehenge – Salem, MA

Another great fall family road trip that’s just a short drive north of Boston, is the America version of England’s Stonehenge. This curious place has over 30 acres of structures that are similar to the stone pillars found in the original Stonehenge and that were built following the astronomical calendar. Watch the orientation film online to understand what you’ll see when you get there for a better insight into the background and what’s known about the structures. 

Hampstead House Restaurant – Methuen, MA

Offering daily specials, your family’s hunger pangs will be totally satisfied at this local family eatery. With American and Greek favorites on the menu, it’s an affordable place to fill your tummies before heading out on your road trip adventure. The have burgers and seafood platters that adults will love and a kid-friendly menu for the young ones. 

Old Sturbridge Village – Sturbridge, MA

Travel back in time to the 1800s from the minute you enter this fascinating New England town. The Village has the largest outdoor history museum in the Northeast and features exhibits that describe what life was like in the past. As a special treat in the fall, the Autumn Harvest Weekend festival provides a chance to see animals, crafters, and history interpreters dressed in period costume demonstrate the skills used during that time. 

Hyland Orchard – Sturbridge, MA

Stop by the Hyland Orchard when in Sturbridge and pick a peck of apples, take a fun-filled hayride, or enjoy the live music beginning late September. This family-friendly farm also offers wagon rides, has a petting area and barnyard, and a food truck onsite to satisfy your hunger pangs.