Best 225 things to do in Roslindale, MA

Paddle Lake Massapoag at your own pace in a canoe

Discover Colonial-era Lexington on a 90-minute guided trolley ride led by costumed historians.

Explore Colonial Lexington Through Mixed Reality

Paddle Lake Cochituate with a single kayak rental in Natick

Pedal across Lake Cochituate with 1–4 hour rental options

Rent a stand-up paddleboard for a calm paddle on Lake Cochituate

Paddle Lake Cochituate together in a sit-on-top tandem kayak

Find Pre-Owned Watercraft and Paddling Gear

Build sailing skills with a private instructor-led session

Private sail for up to 6 guests beyond Marblehead Harbor

Private 4-hour sail from Marblehead Harbor for up to 6 guests

Private sailing with coastal views along Boston's North Shore

Walk downtown Salem with a kid-focused guide and hear true Witch Trials stories

Family-friendly spooky stories and Salem history beyond the usual route

Trace Salem's hauntings through history, gothic tales, and an evening walk

Carry a spirit orb through Salem's haunted folklore

Craft a personalized Salem broom with colors, charms, and hands-on instruction

Explore Salem's sinister stories on an adults-only haunted walk

Hear Salem’s dark history with a local paranormal investigator

Enjoy a small-group, behind-the-scenes museum tour with expert docent and complimentary digital photos.

See authenticated pirate treasure from the Whydah shipwreck at Real Pirates Salem

Explore the brewery and taste four flagship and seasonal beers with a taproom guide

Walk Salem’s Witch Trials sites in 1 hour with a guided group tour

Walk downtown Salem and trace 400 years of military service in 1 hour