Abstract blurred people in street market

The autumn weather in Philadelphia is a refreshing, crisp cool, which makes it an ideal time to hang outside eating and drinking. Here are some street fairs that are going to light up Philly this September.


Manayunk is known for its lively and diverse dining scene, and the biannual StrEAT food festival highlights this local token. Foodies rejoice for the rolling out of over 50 of the city’s top food trucks, local vendors, and Manayunk shops to a close-to-traffic section of Main Street. Visitors can stroll down the historic street and enjoy BBQ, pizza, tacos, waffles, donuts, tater tots, and ice cream. Gourmet food vendors peddle fresh produce, oils, spices, and jams.

September 18
Main Street, Manayunk


Philly’s rich roots in jazz history come to life in this live music event. Five days of jazz at four different venues (South Jazz Parlor, Relish, Warmdaddy’s, and Paris Bistro) bring top-notch local talent into the spotlight. The 4th annual festival will feature the talents of the Eric Mintel Quintet, the US Army Jazz Ambassadors, Bria Marie, and Alita Moss. Don’t miss the chance to experience some of the best jazz music in the city.

September 14-18
Various locations


Founded in 1928, the Rittenhouse Square Fine Art Show is the nation’s oldest outdoor original artwork show. The 89th annual festival will take over Rittenhouse Square with works by over one hundred artists from across the continent. Techniques and mediums vary noticeably, with paintings, drawings, and mixed medium pieces taking the forefront. Unique original pieces highlight the event, with compelling pieces at every turn.

September 16-18
210 W Rittenhouse Square


This annual OktoberFest street festival is held on the 700 block of South Street in front of restaurant Brauhaus Schmitz. The festival promises a Bavarian buffet (think bratwurst, pretzels, and schnitzel) and ten different German beers on draught. Guests can also enjoy face painting, flower crowns, oom-pah music, and German dancers from 12:00 p.m. to 8:00 p.m. If you can’t make it for the street fare, check out the celebratory events occurring the week leading up to the event.

September 17
718 South Street