Best 268 things to do in Chestnut Hill, MA

Paddle Lake Cochituate in a stable canoe built for easy exploration

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

Build sailing skills with a private instructor-led session

Explore Lake Cochituate with a sailboat rental for family-oriented time on the water

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

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Sail Salem Sound with your group of up to 40 and enjoy a private, hands-on experience

See 3D Salem and Halloween exhibits year-round

Shop Wynotts Wands on weekend mornings with skip-the-line entry and in-store photos

Walk Salem’s Hocus Pocus filming spots with stories and local lore

Trace Salem's Hocus Pocus scenes with local lore and film trivia

Charter a classic yacht for a relaxed Salem sunset sail

A private classic-yacht sail along the North Shore

Experience a calm private winter paddle with dry suits and an expert guide on sheltered New England waters

Paddle Beverly Harbor and Salem Sound at your own pace

Explore Beverly Harbor and Salem Sound at your own pace

Build confidence on the water with personalized paddling instruction

Build paddling skills with private instruction tailored to your experience

Reel in haddock and bring home your eligible catch

Chase giant bluefin tuna on a hands-on offshore fishing trip

Battle New England sharks on light tackle

Join the crew for hands-on giant bluefin tuna fishing

Bottom fish for haddock with bait and tackle included