Luxury Massachusetts Travel

History, culture and natural beauty, Massachusetts packs a lot into a small state.

Few places are as steeped in American history as Massachusetts; from the pilgrim’s first steps at Plymouth Rock through Independence to the modern day, the state has always been in the thick of things. Nowhere is this more true than Boston, New England’s political and cultural capital, and Bostonians are fiercely proud of their city. On the banks of the Charles River with multiple islands to explore in the harbor, it’s extremely easy on the eye. From the winding cobbled streets of Beacon Hill to the classical architecture of Harvard, Boston can at times feel more European than American.

Every summer there’s a general exodus from the humidity of the city to Cape Cod and the islands of Nantucket and Martha’s Vineyard. It’s easy to see why it’s not just Bostonians but the great and good from across the country who make their way to the white sand beaches, salt marshes and almost impossibly picturesque clapboard cottages of these fair isles.

At the far western edge of Massachusetts, the bucolic Berkshires are a world away from the hustle and bustle of Boston and in many ways live up to their storybook image of rural New England, with wooded hills, narrow winding roads and historic villages. The area is also a bastion of arts and culture with world class museums like MASS MoCa, the Clark, Williams College Museum of Art, and the Norman Rockwell Museum. Towns like Lenox and Stockbridge have attracted innovative young chefs and eating well is a given in these parts.

We’ve outlined a sample Massachusetts road trips below but to start designing your own custom Massachusetts luxury travel, please get in touch to speak with a specialist.

From The Magazine

Curious to learn more?

For national park profiles, insider interviews, hidden gems and more, subscribe to our bimonthly newsletter