Thing to do
1. Freedom Trail
A 2.5-mile marked walking route linking 16 official historic sites, from Boston Common through downtown and the North End to Bunker Hill Monument in Charlestown.
View details — Freedom TrailMany of the best experiences in Boston are about walking and eating rather than ticketed attractions. The Freedom Trail is the obvious starting point: a 2.5-mile route marked in the pavement that links 16 historic sites between Boston Common and Bunker Hill. It is free to follow on your own, and the Freedom Trail Foundation runs guided tours with costumed guides if you want more background.
Food markets are close to the trail. Faneuil Hall Marketplace, with the Quincy Market food hall at its centre, has more than 25 places to eat and street performers through the day, while Boston Public Market on Hanover Street gathers more than 30 New England producers under one roof. Both work well for a quick lunch, and the market keeps later hours from Wednesday to Saturday.
In the Fenway, a tour of Fenway Park, the oldest active ballpark in Major League Baseball, runs all year and takes in the Green Monster and the stories behind the stadium; check the Red Sox schedule first, since game days change the timings. For an overview of the whole city, View Boston occupies the top floors of the Prudential Tower, with indoor and outdoor decks and a rooftop bar. Sunset is the most popular time there, so book ahead.
5 places · Updated October 27, 2026
Our top 3 things to do in Boston
Thing to do
A 2.5-mile marked walking route linking 16 official historic sites, from Boston Common through downtown and the North End to Bunker Hill Monument in Charlestown.
View details — Freedom TrailThing to do
A historic marketplace of four buildings around Faneuil Hall, centred on Quincy Market's food hall, with more than 80 businesses and daily street performers.
View details — Faneuil Hall MarketplaceThing to do
Guided tours of Fenway Park, Major League Baseball's oldest active ballpark, opened in 1912 and home of the Boston Red Sox and the Green Monster wall.
View details — Fenway Park ToursThing to do
The observation deck on the top three floors of the Prudential Tower, with indoor and outdoor viewing areas, interactive exhibits and the Stratus rooftop bar.
View details — View BostonThing to do
An indoor, year-round market on Hanover Street where more than 30 New England farmers, artisans and food producers sell groceries, prepared food and drinks.
View details — Boston Public Market