Best 128 things to do in Bolton, MA

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

30-minute semi-private riding lesson with a 1:2 instructor ratio

Private horse-drawn ride with campfire, hot chocolate, and s’mores

Book a private forest trail ride for your group of 2–10

Plan a ranch birthday party with a horse-drawn tour and pony rides

Ride forest trails with a professional wrangler guide

Ride a horse-drawn wagon and enjoy ice cream at the ranch

Practice walk-trot skills with an instructor in a 1-hour group lesson (ages 8+)

Ride horseback through the forest with a guided wrangler-led trail ride

Practice walk, trot, and canter with expert instruction in a group setting

Learn to harness, hitch, and drive a horse-drawn vehicle

Take a 15-minute pony ride with expert handlers at Cornerstone Ranch

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

Soak in a 104°F hot tub boat with Boston skyline views and plane watching

Taste your way through Union Square with 4 food stops and local history

Taste your way through Harvard Square on a 90-minute chocolate walk

Sample diverse donuts and a coffee pairing while exploring Harvard Square.

Eat your way through Harvard Square with stories and local landmarks

Savor Quincy's presidential history on a guided walk with all food included

Walk Beacon Hill to Boston Public Market with 5 chocolate tasting stops

Taste french fries and pairings on a Harvard Square walking tour

Walk Boston’s North End for pizza, beer stops, and Paul Revere history