Best Day Trips from Boston - The Boston Day Book | New England Travel

One of the best parts of living in Boston is the city’s proximity to scenic towns and rustic escapes in New England. As the weather starts to warm up (fingers crossed!!), I’m beginning to plot out some fun adventures. No matter which direction you go, there are so many wonderful places to explore, just a drive or train ride from Boston. Here are a few of our top day trips from Boston…

Nine Best Day Trips from Boston

Best Day Trips from Boston - The Boston Day Book | New England Travel - Salem, MA

Salem, MA

Steeped in history, a day trip up to Salem only takes 45 minutes by car or you can hop on the commuter rail for a car-free adventure. In the warmer months, there is also a ferry that will bring you from Boston’s Long Wharf to Salem. We would recommend grabbing lunch downtown (we love Bambolina for pizza), walking along the harbor and of course going on a witch tour. More Salem posts here, here, and here.

Best Day Trips from Boston - The Boston Day Book | New England Travel - Newburyport, MA

Newburyport, MA

Downtown Newburyport is super charming. Matt and I love grabbing lunch or dinner at Agave Mexican Bistro. Always delicious and casual! Downtown Newburyport has some adorable shops and the historic homes are beautiful. If you’re with a car, be sure to check out the surrounding area including Plum Island, where you can take a stunning nature walk. More Newburyport posts here, here, and here.

Best Day Trips from Boston - The Boston Day Book | New England Travel - Provincetown, MA
Best Day Trips from Boston - The Boston Day Book | New England Travel - Provincetown, MA

Provincetown, MA

Provincetown is one of my favorite places in Massachusetts. It has so much character, and can be an easy day trip from Boston, especially if you take the 90-minute fast ferry. Matt’s uncle lives in Ptown, so we’ve been able to spend a lot of time there over the years. I love strolling down Commercial Street, browsing the artist galleries in the East End, and of course spending time at the beach. Provincetown with a toddler here and more posts here, here and here

Best Day Trips from Boston - The Boston Day Book | New England Travel - Sudbury, MA

Sudbury, MA

Did you know that Laura and I spent a good portion of our childhood in Sudbury? It is such a beautiful town west of Boston, and an easy 40 minute drive away. Spend time frolicking through the fields by the Wayside Inn and don’t forget a visit to the Grist Mill and Redstone Schoolhouse.

Best Day Trips from Boston - The Boston Day Book | New England Travel - Newport, RI

Newport, RI

A visit to Newport can make you feel a world away. Coastal Rhode Island (Little Compton is so charming) makes a wonderful day trip from downtown Boston and is an easy drive. Tour a mansion or two, explore the Cliff Walk, and visit Bowen’s Wharf. If you have time, we highly recommend taking a boat ride! More Newport posts here and here.

Best Day Trips from Boston - The Boston Day Book | New England Travel - North Adams, MA - Mass MoCA

North Adams, MA

Exploring the Berkshires in the spring and summer is such a treat. The idea of rolling green mountains, meadows of wildflowers, and warm sunshine always lure us to western Massachusetts. We recommend exploring Mass MoCA and going for a leisurely hike, if the time allows. More about North Adams here.

Best Day Trips from Boston - The Boston Day Book | New England Travel - Nantucket, MA

Nantucket, MA

Nantucket is one of my favorite places to be in the summer. The beaches are incredible and the downtown is so lovely. It can be too expensive to stay overnight, which is why we love visiting for the day… especially if you are already staying on the Cape. Be sure to visit Cisco Brewery! More about Nantucket here, here, and here.

Best Day Trips from Boston - The Boston Day Book | New England Travel - Cuttyhunk Island

Cuttyhunk Island, MA

Have you heard of Cuttyhunk Island? A few years ago, we took a boat from New Bedford to this tiny island. It is so cute and a fun place to explore. Be sure to pack accordingly — there are no restaurants on the island!

Best Day Trips from Boston - The Boston Day Book | New England Travel - Gloucester, MA

Gloucester & Rockport, MA

My brother-in-law lives in Gloucester and we love to visit him anytime, but especially in the summer months. Pictured above is Milo last summer when we went out on the boat! Our favorite beach is Wingaersheek, and it’s ideal for little ones since there are lots of tidal pools to explore. Lobster rolls, fishing boats, and candy stores… what’s more New England than that? More on Gloucester and Rockport here and here.

Boston is a wonderful city to visit, but one of our favorite parts about it is access to other places within New England. Do you have any favorite day trips?

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