Looking for a diverse New England escape rich in history, coastline, and charm? I think you should head to Massachusetts! After 26 years of exploring the Northeast, this state still captures my imagination. I’ve walked Boston’s cobblestone streets, lounged on Cape Cod beaches, and hiked through the peaceful Berkshires—and each time, I’ve uncovered something new. Whether you’re a foodie, a history lover, or just need a scenic weekend away, I know you’ll find what you’re looking for here.

Massachusetts Highlights:

  • For History Buffs: Walk the Freedom Trail in Boston – I’ve walked this 2.5-mile trail more than once, and each time I discover something new. You’ll visit Paul Revere’s House, Boston Common, and sites that bring the American Revolution to life.
  • For Beach Lovers: Relax on Cape Cod – I’ve spent long summer days biking along the Rail Trail and eating lobster rolls by the beach. If you’re after classic New England coast, this is your spot.
  • For Art & Culture Fans: Explore the Berkshires – I love this area for its mix of nature and culture. You can hike in the morning and catch a concert at Tanglewood by evening—it’s a rhythm I think you’ll fall into easily.
  • For Families: Discover the New England Aquarium – I’ve taken my niece here, and watching her face light up at the penguin exhibit made my day. You’ll love the waterfront location and all the sea life inside.
  • For College Town Vibes: Visit Cambridge and Harvard Square – I always feel inspired here. You can browse indie bookstores, explore Harvard Yard, and grab a coffee in one of the area’s buzzing cafés. It’s full of energy.

Best Time to Visit Massachusetts

I’ve been to Massachusetts in every season, and I keep coming back in the spring (April–June) and fall (September–October). You’ll catch blooming gardens, changing leaves, and some of the best festivals without the big summer crowds. Summer’s great for beach days—especially Cape Cod—and I’ve skied in the Berkshires in winter when I’m craving snow and quiet.

How to Get to Massachusetts

  • If you are traveling by car: I often drive in via I-90, I-95, or I-495 depending on my destination. If you're coming from New York City, it’s about a 4-hour ride to Boston—one I’ve made many times.
  • By Air: I usually fly into Boston Logan International Airport (BOS), which is the main hub. But I’ve also flown into Worcester and the Vineyard when heading to more local spots. You’ve got options.
  • By Train: Amtrak has been a go-to for me along the Northeast Corridor—I’ve taken it into Boston and Worcester more than once. MBTA commuter rail is also great if you’re exploring the suburbs.

Where to Stay in Massachusetts

  • Recommended for Families: Cape Codder Resort & Spa (Hyannis) – I stayed here with family, and the indoor water park was a hit. You’ll also be close to beaches for summer fun.
  • For Couples: Mirbeau Inn & Spa (Plymouth) – I’ve had a relaxing weekend here—it feels like a French escape without leaving New England. Perfect for a spa day and elegant dinner after touring historic sites.
  • For a Boutique Stay: The Verb Hotel (Boston) – I stayed here before a Red Sox game, and it’s full of personality. You’ll love the music-themed decor and being steps from Fenway and Back Bay.

Best Things to Do in Massachusetts

Norman Rockwell Museum

Norman Rockwell Museum

Norman Rockwell Museum - See iconic American art or admire charming sights on an easy cultural trip.                                    

Peabody Essex Museum

Peabody Essex Museum

Peabody Essex Museum - Explore global collections or discover unusual maritime stuff in Salem.                                    

Old Sturbridge Village

Old Sturbridge Village

Old Sturbridge Village - Walk through historic homes or watch exciting reenactments with the kids.                                    

Hancock Shaker Village, Pittsfield

Courtesy of sphraner - Fotolia.com

Hancock Shaker Village, Pittsfield - Visit preserved buildings or admire peaceful landscapes on a quiet retirement outing.                                     

The Clark Art Institute

The Clark Art Institute

The Clark Art Institute - Savor world-class art or enjoy scenic grounds during your summer visit.                                    

The House of the Seven Gables, Salem

The House of the Seven Gables

The House of the Seven Gables, Salem - Tour literary history or explore spooky sights on a fall weekend.                                    

New Bedford Whaling Museum

New Bedford Whaling Museum

New Bedford Whaling Museum - Look at giant whale skeletons or discover family-friendly maritime attractions.                                    

Fenway Park

Courtesy of viva la penler - Fotolia.com

Fenway Park - Catch a game or explore baseball history on an exciting Boston trip.                                     

Boston Public Garden

Courtesy of Zack Frank - Fotolia.com

Boston Public Garden - Ride the swan boats or walk along romantic paths with your partner.                                     

Tanglewood

Tanglewood

Tanglewood - Listen to live music or picnic on the lawn during a couples’ weekend.                                    

In Summary...

(and if you want to revisit my photo journey)