Romantic Weekend Getaways in Massachusetts

Want to plan a dreamy weekend escape? I’ve done a few quick getaways around Massachusetts over the years, and they always leave me feeling refreshed and reconnected. Whether you’re planning something romantic or just want a change of scenery, these Massachusetts getaways are some of my absolute favorites. You’ll find cozy inns, charming towns, and little moments that turn into sweet memories.

Highlights:

• I always feel relaxed after a seaside escape in Cape Cod—think sandy strolls, lighthouses, and salty breezes.
• You’ll love the cozy, charming bed-and-breakfast stays in Martha’s Vineyard. I’ve stayed in a few, and they’re as peaceful as they are picturesque.
• When I want a little history, I head to Salem or Marblehead. The walks here are beautiful and full of stories.
• I’ve spent crisp fall weekends tucked away in a mountain cabin in the Berkshires. You can hike, nap, and repeat.
• And if you're staying near Boston, treat yourself to a romantic dinner along the waterfront. I’ve had a few unforgettable evenings watching the city lights dance on the harbor.

Best Romantic Weekend Getaways in Massachusetts: