Looking for history, charm, and easy access to Boston for a quick day trip? Head to Dedham, Massachusetts! One of the oldest towns in the U.S., Dedham offers colonial landmarks, charming neighborhoods, and a classic New England atmosphere. I love browsing the local shops, exploring the leafy parks, and enjoying the town’s slower pace, just minutes from Boston. Located right off I-95 and Route 1, Dedham is only about 25 minutes southwest of downtown Boston.

The MBTA Commuter Rail’s Franklin Line stops at both Dedham Corporate Center and Endicott stations, with regular service to Boston’s South Station. Boston Logan International Airport (BOS) is approximately 30–40 minutes away by car or rideshare.

If you decide to stay the night, the Hilton Boston/Dedham offers convenient accommodations with an indoor pool and a fitness center.

Start Your Day Trip with a Good Meal

  • Blue Ribbon BBQ – A local favorite for Southern-style barbecue, with hearty plates and smoky flavors.
  • Oscar’s – A cozy spot offering fresh, seasonal New American dishes in a stylish setting.

Top Attractions in Dedham, MA

  • Legacy Place – I enjoy shopping here and catching a movie. It’s a lively open-air complex with retail, restaurants, and entertainment—including a Whole Foods and a Showcase Cinema.
  • Dedham Square – I like to stroll through the town center for coffee, bookstores, boutiques, and the historic Dedham Community Theatre.
  • Wilson Mountain Reservation – This scenic nature reserve is perfect for an afternoon hike or dog walk. The trails wind through peaceful woods with occasional hilltop views.

More Things to Do in Dedham, MA

First: Step Into Colonial America at the Fairbanks House - Oldest in New England

Step Into Colonial America at the Fairbanks House - Oldest in New England

Natalia Bratslavsky/stock.adobe.com



                

Second: Explore the Artifacts at the Dedham Historical Society

Explore the Artifacts at the Dedham Historical Society

Dedham Historical Society



                

Third: Savor Mediterranean Flavors in a Stylish Setting at Cava

Savor Mediterranean Flavors in a Stylish Setting at Cava

Cava



                

Fourth: Rejuvenate at Fire and Spa, Inc.

Rejuvenate at Fire and Spa, Inc.

Jacob Lund/stock.adobe.com



                

In Summary...

(and if you want to revisit my photo journey)