Day Trips in Massachusetts

Explore these day and weekend trip intineraries across the state.

Crane Beach

We’ve compiled our favorite itineraries for day trips in Massachusetts. Perfect if you are looking for ideas to stay local and are looking for ideas to explore the state. Many of these itineraries are perfect day trips from Boston and can be expanded into weekend trips too!

 

 

 

Day Trip to Martha’s Vineyard

Daylong itineraries featuring magnificent beaches, pristine hiking trails, and scenic vistas.

Weekend or Day Trip to the North Shore

Are you thinking about a day or weekend trip to the North Shore of Massachusetts? We’ve put together a sample itinerary featuring scenic coastal vistas...

Art Lovers Weekend in the Berkshires

We've put together a sample itinerary featuring exhibitions, flowering gardens, scenic vistas, and a cozy inn.
Naumkeag sunset flowers

Weekend in the Berkshires

Weekend trip featuring Massachusetts history, scenic vistas, and a cozy inn.

Trustees Quest

The Trustees Quest is an outdoor, self-guided exploration for families with school-aged kids and the young at heart, with fun clues to navigate through f...
an iron sculpture on the lawn with deCordova in the back ground

Day at deCordova

Spend a day outside among art and nature at deCordova Sculpture Park and Museum, take in the art, trails, and sculptures.
Kayaking at Cape Poge

Places to Paddle

Explore Trustees reservations from a different angle—in a canoe or kayak, or even by SUP.

Nantucket Trustees Tours

Coskata-Coatue Wildlife Refuge Natural History Tours

Castle Hill Estate seen from above

Discover Filming Locations

Find unique full-day trips to hike and explore filming locations at Trustees properties!
William Cullen Bryant Homestead

Literary Trail

The natural landscapes of Massachusetts have been a source of inspiration and refuge for authors, poets, journalists, and playwrights.

Visit Our Public Gardens

Experience our unique public gardens.
Stevens-Coolidge House and Gardens

North Shore Gardens

Visit our lush North Shore public gardens this summer to see native flowers, trees, and shrubs in a verdant and historic setting.
Explore Trustees Special Places 2024

2024 Trustees Downloadable Map

Download this Trustees property map and checklist to keep track of all of our places you have visited.
castle hill family hike

Ideas for Hiking the Trustees

Curated lists and ideas for hiking Trustees properties.

Photo by Jerry Monkman

Trustees Campgrounds

The Trustees offer campgrounds set within spectacular natural surroundings.

Trustees Inns in Massachusetts

The Trustees offers unique inns in Massachusetts, set within spectacular natural surroundings.
castle hill family hike

Ideas for Hiking the Trustees

Curated lists and ideas for hiking Trustees properties.

Virtual Property Tours

Explore even the most remote corners of some of our beloved coastal reservations, on these immersive, 360-degree panorama experiences!

Favorite Fall Foliage Hikes

Looking to find the best fall foliage hikes in Massachusetts?