Best Day Trips from Boston – Straight from BostonYPA’s Instagram

Looking for a quick escape from city life without committing to a full weekend? Our BostonYPA community has spoken, and these are the spots that consistently come up when people want a solid day trip from Boston. Each one offers its own vibe—coastal, quiet, walkable, woodsy. Pack a tote, grab a coffee, and get out there.

Newburyport, MA

Quaint, coastal, and ridiculously walkable. Newburyport is the kind of town where you can lose a few hours just wandering. You’ve got local boutiques, art galleries, and waterfront views that feel way farther than an hour from Boston. Hit up the harborwalk, grab a bowl of chowder or a glass of wine outside, and finish the day watching boats drift by.

Pine Hills, Plymouth

A lot of people know Plymouth for its history, but the Pine Hills area is the real under-the-radar gem. It’s all about scenic walks, wooded trails, and a laid-back “I could live here” kind of energy. Think charming local spots for coffee and brunch, plus enough green space to actually breathe. A great option if you want to unplug without going full wilderness.

Newport, RI

If you’re craving a day that feels more like a mini-vacation, Newport’s the move. The Cliff Walk gives you those swoon-worthy ocean views with mansion eye candy along the way. Whether you’re into history, shopping, or sipping cocktails with a view, Newport covers all the bases. It’s elegant without being stuffy and fun without being chaotic. You can be classy and wear flip-flops.

Rockport, MA

Rockport feels like it was made for a painter’s palette. Small shops, salty air, and that famous red fishing shack (Motif No. 1, if you’re feeling proper). Stroll Bearskin Neck, pop into an art gallery, grab a lobster roll or some ice cream, and just enjoy the vibe. It’s a perfect spot if you want that relaxed, by-the-sea feeling without too much of a drive.

Concord, MA

A little bit history, a little bit literary, a lot of charm. Concord is ideal for a more relaxed, landlocked kind of day. Start at Walden Pond if you’re feeling outdoorsy, swing by Louisa May Alcott’s house or the Old North Bridge if you’re feeling reflective, then reward yourself with a cozy lunch or a wine slushie nearby. It’s peaceful without being boring—perfect for when you want to slow things down.