Your pup will enjoy a leisurely walk down the streets of Wellesley Square as they are lined with many boutique shops and small restaurants, especially along Central Street. There are even a few pet-friendly places where pets can accompany you on patios! Wellesley Square is also the site of several community events throughout the year. One of the most notable is July Jubilation, a day-long event where the town shuts down Central Street for a festival featuring a dunk tank, circus performers, and, of course, sidewalk sales.
Although it's set in a small suburb away from the bustling city of Boston, the square can become crowded depending on the time of day. If your dog isn't a fan of lots of people around, head out for your walk early in the morning, especially before the stores open. You will have all the streets for yourself to enjoy a quiet and peaceful walk.
Just above Washington Street is Morton Park, home to Wellesley Town Hall as well as walking paths around pretty trees and creeks. It also offers access to Wellesley's walking trails that offer you the chance to walk through 43 miles of the town's wooded areas. The adjacent Simons Park, set behind the library, is another park offering a place to enjoy a natural setting away from the hustle and bustle of the square. If your pet loves people, head west on Central Street to Wellesley College where students lounging on the quad will happily give your pup attention.