The Route
Day 1: Boston to Worcester, MA, 50 miles.
Day 1 map
If you don't know Boston, take some time to visit the downtown and Freedom Trail sites such as the Old State House and Boston Common, Faneuil Hall Marketplace and the Financial District and City Hall. It's a very walkable city, full of history and charm.
Once you start biking, enjoy the Charles River Bike Path, which hums all day with fellow cyclists and runners and walkers. You'll head west from Boston and enter the western suburbs, including a stretch of the Mass Central Rail Trail that takes you from Weston to Wayland. Ride along Lake Quinsigamond, home to rowing championships, before ending in downtown Worcester. You'll find a number of reasonable hotels around Main Street, close to the Greenway. Thirsty? Locals recommend a cold Be Hoppy at Wormtown Brewery. You'll find beer AND food just up the street at Brew City Grill and Brew House.
Day 2: Worcester, MA, to Providence, RI, 57 miles
Day 2 map
You'll be riding along the Blackstone Valley today, including more than 12 miles of the Blackstone River Bikeway from Woonsocket to Lincoln, Rhode Island. The area is part of the "cradle of the Industrial Revolution" — you'll enjoy views of historic mills and factories.
Providence is a handsome small city where the arts and new industry are thriving. Book a hotel near downtown or check out Airbnbs downtown or on the East Side. Take a walk or ride through downtown and the striking campuses of Rhode Island School of Design and Brown University on the East Side. Close by, Geoff's has been serving superlative sandwiches, just as they claim, for decades. Sip a happy hour cold drink at the Hot Club on the Providence River. Great dining options about. For a splurge and classic Providence dining experience, try Al Forno for grilled pizza and other artisan Italian dishes.