Your Guide To The Best Side Trips From Boston

Boston is more than just the location of your next business trip - this lively city is also a gateway to all kinds of relaxing escapes that are just a stone’s throw away. These side trips from Boston are the perfect bleisure destinations to unwind after a long week of hustle.

Side trip from Boston business trip

Newport, Rhode Island, 1.5 hours from Boston

Newport is an architecture lover’s paradise. The seaside city features some of the most beautiful homes in New England, many of which are now museums. It’s also home to great food, the International Tennis Hall of Fame, and of course, fantastic beaches.


Stowe, Vermont, 3 hours from Boston

You won’t find many getaways more picturesque than Stowe. This cozy resort town is home to some of the best skiing on the east coast. Between hitting the slopes, you can stroll through Stowe’s cozy streets for a dose of small-town magic.


Nantucket, Massachusetts, 3.5 hours from Boston

Nantucket might be known as a preppy summer playground, but it has something to offer everyone no matter the season. Take in bright blue views along the harbor, check out the storied Whaling Museum, and wander the cobblestone streets. Just don’t forget to hit the beach afterward!

Lake Winnipesaukee 3 hours from Boston business trip

Lake Winnipesaukee, New Hampshire, 2 hours from Boston

The largest lake in New Hampshire is a great place to kick back, relax, and take in some postcard-like views. Whether you dive into the water, hop on a boat, or just take a nap along the shore, you’ll be glad you did.


Glendale Falls, Massachusetts, 2 hours from Boston

If you’re eager to spend some time in the great outdoors, Glendale Falls is the place to be. The falls are some of the longest and strongest in the state, and it shows - the views are breathtaking. Between gawking at the falls, you can meander along the surrounding hiking trails and the nearby forest. You’ll find gorgeous trees, plenty of wildlife, and a whole lot of peace and quiet.

Cape Cod from Boston business trip

Cape Cod National Seashore, Massachusetts, 1.5 hours from Boston

This famous New England getaway lives up to the hype. The 40-mile beach offers massive waves, rugged shoreline, and historic lighthouses. Of course, the surrounding villages along the coast are just as much fun, with fantastic food, history, hiking, and biking.


Canyon Ranch, Lenox, Massachusetts, 2 hours from Boston

This east coast outpost of the famed Arizona wellness resort is where to go when you’re ready to spend a few days off the grid. At Canyon Ranch, you can gaze out at the Berkshires in a fluffy resort robe between dining on organic meals, experiencing energy healing, and getting massages. If you’re eager to get outside, you can hike and bike through the beautiful surroundings.


Are you ready to unwind or what? With Boston as your starting point, the east coast is your oyster - so hit the road and soak it all in.

Shop This Story

Come along with us on this adventure.

  FOLLOW US ON INSTAGRAM AT @NOMADLANE

share your photos with the hashtag #NomadOnTheGO

View Gallery arrow