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5 Fun Road Trips from Boston

Are you tired of the hustle and bustle of city life in Boston? Do you long for an adventure that will take you away from the concrete jungle to explore new surroundings? If so, then it’s time to hit the road! In this blog post, we’ve rounded up five fun road trips from Boston that are sure to satisfy your wanderlust. Whether you’re looking for a scenic drive through picturesque towns or an action-packed weekend filled with outdoor activities, there’s something here for everyone. So pack your bags, grab your favorite travel companion, and get ready for an unforgettable journey!

Rhode Island

If you’re looking for a fun road trip from Boston, look no further than Rhode Island! Just a short drive away, Rhode Island offers plenty of activities and attractions for a great getaway.

Visit Newport, RI to explore the historic mansions along Bellevue Avenue. Take a leisurely stroll through Cliff Walk, admiring the views of the coastline. Or head to Block Island for some beach time and hiking.

There’s so much to see and do in Rhode Island – you’re sure to have a great time on your next road trip!

New Hampshire

The Granite State is home to some of the most beautiful scenery in New England. From the White Mountains to the coastline, there’s something for everyone in New Hampshire. And with Boston only a short drive away, it’s the perfect place for a weekend getaway.

Here are some of our favorite things to do in New Hampshire:

-Explore the White Mountains: This majestic mountain range is home to Mount Washington, the highest peak in the Northeast. There are plenty of hiking trails and scenic drives to take in all the beauty of this area.

-Visit Portsmouth: This historic seaport town is full of charm. Walk along the waterfront, explore the shops and restaurants, and take a ferry ride to one of the nearby islands.

-Go tubing down a river: One of the best ways to beat the heat in summer is to float down a river on an inner tube. The Saco River in North Conway is a popular spot for tubing.

-Hike to a waterfall: There are many waterfall hikes throughout New Hampshire, but our favorite is Arethusa Falls in Hart’s Location. This moderate hike leads you through the woods to a stunning 140-foot waterfall.


Maine is the perfect road trip destination from Boston. With its rocky coastline, quaint towns, and beautiful scenery, Maine has something for everyone.

If you’re looking for a scenic drive, head to the Acadia National Park. The park is home to majestic mountains, crystal-clear lakes, and stunning ocean views. You can hike or bike along the many trails, go for a swim in one of the lakes, or even take a boat tour of the coastline.

For a more relaxed trip, spend some time exploring one of Maine’s charming towns. Visit Portland to sample delicious seafood or shop for unique gifts at local boutiques. Or check out Kennebunkport to relax on the beach or stroll through its quaint downtown area. No matter what you’re looking for, you’re sure to find it in Maine.


Vermont is the perfect road trip destination for those looking to escape the hustle and bustle of city life. With its stunning scenery, quaint towns, and abundance of outdoor activities, Vermont is a great place to relax and recharge. Here are a few of our favorite things to do in Vermont:

-Take a scenic drive through the Green Mountains
-Visit one of Vermont’s many covered bridges
-Explore one of the many hiking trails in Vermont
-Spend a day on one of Vermont’s lakes or ponds
-Visit the Ben & Jerry’s factory in Waterbury
-Sample some local beer at one of Vermont’s breweries
-Shop for local produce at a farmers market

Cape Cod

Cape Cod is a great place to visit if you want to get away from the hustle and bustle of Boston. The Cape is a peninsula that juts out into the Atlantic Ocean and is home to many quaint towns and villages. There are also plenty of beaches to relax on and enjoy the incredible views. If you’re looking for a fun road trip from Boston, Cape Cod is definitely worth checking out!

How to plan a road trip

When planning a road trip, there are a few things to keep in mind. First, you need to decide where you’re going. Once you have your destination in mind, you can start planning your route. You’ll want to map out your route and make sure you have a clear idea of the steps you’ll need to take to get there.

Next, you’ll need to start packing for your trip. This includes everything from clothes and food to maps and directions. Make sure you have everything you need before hitting the road.

Finally, once you’re on the road, be sure to enjoy yourself! Stop at interesting places along the way, take plenty of pictures, and create memories that will last a lifetime.


Road trips are a great way to explore the beauty of New England and discover hidden gems in the area. We hope our list of 5 fun road trips from Boston has inspired you to take one soon. From rugged coastlines, picturesque lighthouses and cascading waterfalls, there is something for everyone when it comes to road tripping around Boston. So start packing your bags, grab some snacks and hit the open road with friends or family – no matter where you go, adventure awaits!