10 TOP Things to Do in Middlesex County August 2026

A gazebo in a park with a sign reading "Stoneham Town Common".

A statue of a man on a pedestal with a date inscription, surrounded by trees and a pathway.

A field of numerous horse-drawn carriages in a rural setting with a backdrop of trees and a distant white building.

A modern architectural building with unique geometric shapes and a curved glass facade.

A collection of various beetles pinned on display.

Things to do

Boston Old Town Trolley Hop-on Hop-Off City Tour

£36

per adult

90% of travellers recommend

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£34

per adult

80% of travellers recommend

Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

£27

per adult

92% of travellers recommend

Boston: Scenic Harbor Cruise (Dog-Friendly)

£23

per adult

100% of travellers recommend

Boston Harbor Sunset Cruise

£51

per adult

86% of travellers recommend

City Cruises Boston: Sunset Cruise

£42

per adult

82% of travellers recommend

Go City: Boston All-Inclusive Pass with 45+ Attractions

£52

per adult

80% of travellers recommend

Boston's Freedom Trail: A Revolutionary Walking Tour

£23

per adult

98% of travellers recommend

Dog Day of Summer Harbor Cruise in Boston

£21

per adult

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Most fun & popular experiences in Middlesex County

Tours & day trips

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Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Private & custom tours

See all 97 activities

Boston North End Food Tour with Authentic Local Flavours & Dishes

Free cancellation available

Food, drink & nightlife

See all 55 activities

Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Classes & workshops

See all 18 activities

Boston: Sunset Tall Ship Harbour Cruise

Free cancellation available

Attractions

See all 14 activities

Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

What to do in Middlesex County

Stay near popular Middlesex County attractions

A nighttime street scene with a historic building, street lamps, and a church spire.

Harvard Square

9.0/10 (3,936 reviews)

With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

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