1. Walk the Freedom Trail Now that the weather is cooler and the foliage is dazzling, walk the 2.5 miles to explore the Freedom Trail. This unique collection of churches, homes, museums, burial grounds and a ship will give you a glimpse into what life in Boston was like in the 18th century. Best of all, it’s free! So slip on your best Harvard (or BU) sweatshirt and comfy shoes and see all that the Freedom Trail has to offer.
2. Check out a hockey or basketball game at TD Garden Since it’s opening in 1995, more than 30 million fans have cheered on their favorite teams at TD Garden. Root for the Celtics and the Bruins this October. New England’s premier sports teams are going to be busy at the Garden all month, so be sure to book your tickets (and your parking) in advance.
3. Cheer on the Columbus Day Parade Show your Italian pride by celebrating the Columbus Day Parade on Sunday, October 11th. This year, the parade is going to wind through Boston’s North End hitting Hanover Street, Cross Street and Atlantic Avenue. Fun for the whole family, the (free!) parade will have a brass band, vintage cars and members of the armed forces and of course, Boston’s most esteemed elected officials. Wear your green, white and red and enjoy the parade!
4. Halloween Pumpkin Fest Deck yourself out in your spookiest Halloween costume and head to Boston Common’s Frog Pond to celebrate the Halloween Pumpkin Fest 2015. Free for the whole family and great for little ones, Halloween Pumpkin Fest will boast music, sweet treats and best of all, pumpkins lit and floating on the Frog Pond (don’t worry – it won’t be too spooky).
5. Boston Burial Grounds This one WILL be spooky. Boston is bursting with creepy, terrifying, downright thrilling Halloween activities, and exploring the Boston Burial Grounds is a great way to get into the Halloween spirit. The tour is open throughout the entire month of October, from 9 a.m. to 5p.m. (or feel free to visit cemeteries on your own, if you dare!). Visit the grave sites of Boston’s most influential historical figures – Paul Revere, Samuel Adams and the five Boston massacre victims. Park at Church Street and walk around on foot to be closest to the action.