10/03/2025
Fall Festival on The Greenway
Food trucks, artisan vendors, live tunes from DJ JayVibes, inflatable obstacle course, crafts and pumpkin decorating.
When: Friday, Oct 3, 4:30pm to 8:30pm
Where: Rowes Wharf Plaza, Boston
Harpoon Octoberfest
Flowing taps, live oompah music, stein-hoisting competitions, pretzel eating contests, chicken dancing, and more will be waiting for you at our largest festival of the year.
When: Friday to Saturday, Oct 3 to 4, Various Times
Where: Harpoon Brewery, 306 Northern Ave, Boston
Lawn on D Fall Festival
Enjoy a day of family festivities, including classic favorites such as face painters and a fall photo opp!
When: Saturday, Oct 4, 12pm to 5pm
Where: Lawn on D, 420 D St, Boston
Huge Outdoor Vintage Clothing Thrift Festival
Two days with 60+ Vendors each day, 50k SQ FT of Vintage, Y2k, $10 Piles, Food & Drinks, temp tats, tooth gems, free drinks, and so much more!
When: Saturday to Sunday, Oct 4 to 5, 1pm to 6pm
Where: The Yard, 100 Hood Park Drive, Boston
Finery: a Fall Fashion Festival at Faneuil Hall
For one weekend only, over 90 vendors will sell fabulous ‘fits, jewelry, accessories, & more!
When: Saturday to Sunday, Oct 4 to 5, 11am to 7pm
Where: Faneuil Hall, Quincy Market Building, Boston
