Picklesburgh. Photo courtesy of the Pittsburgh Downtown Partnership.

7. Picklesburgh in Downtown Pittsburgh: August 20 & 21

Nothing can sour this summer’s pickle party. The biggest dill Downtown will be when this savory sensation makes its triumphant and tasty return. A brand new 35-foot Heinz pickle balloon will fly high over the 7th Street Bridge and the briny fun will extend along Ft. Duquesne Boulevard. Way more than just gherkins, the beloved culinary celebration will showcase dill-ectable international dishes and artisan cocktails featuring pickled ingredients, the farm-to-table movement and the rising popularity of canning. Watch pickle juice drinking contests (gulp), join DIY cooking demos and relish all the fun with pickled-themed merch and live music. You’ll soon discover why Americans consume 26-billion pickles a year (aka nine pounds of pickles per person)!


Pittsburgh Juice Company bottles. Photo by Kate Hellett courtesy of VegFest.

8. Pittsburgh VegFest in Allegheny Commons Park: August 21

Experience — and taste — the power of plants when this one-of-a-kind Pittsburgh foodie fest returns to the North Side. The collective hunger has been growing since the event was canceled last year due to the pandemic, and now VegFest’s vendors are ready to host this herbivore’s paradise. Showcasing the city’s best vegan cuisine, the free event also features live music and a small business market with local artisans, nonprofits and wellness organizations. Plus, lots of quality time with some very cute animals, thanks to Pigsburgh Squealers, Misfits Coven, Great Pyrenees Club and Biggies Bullies. You’ll feel so good when you consume from purveyors such as Onion Maiden, Pittsburgh Juice Company, Allegro Hearth Bakery, Viridis, Shado Beni and Sugar Spell Scoops.


PedalPGH. Photo by Murphy Moschetta courtesy of BikePGH.

9. PedalPGH: August 26-29

Pennsylvania’s largest bike ride rolls again. Whether you’re hopping on two wheels for the first time ever, or are a cycling warrior, PedalPGH has a route for you. From a leisurely loop along flat riverfront trails to an epic 62-mile challenge, the event’s four fantastic routes showcase Pittsburgh’s neighborhoods, topography, landmarks and views. As a hybrid event, in-person riders can join the festivities on August 29, or ride virtually anytime between August 26 and 29. The event raises funds for BikePGH. So choose the route that’s best for you, and receive your limited-edition gear, digital ride guide with audio navigation and sweet giveaways. Register here.

Party at the Pier

Party at the Pier. Photo by Maranie Staab.

10. Haute on The Highline Party at the Pier: August 28

Your wardrobe misses you. Don your finest summer chic, reboot your social life and get “hautedoors” to help protect Pittsburgh’s riverfronts. For the much-anticipated return of one of the summer’s hottest parties, Riverlife is taking the celebration to higher ground. One of the Burgh’s coolest new mixed-use developments, the converted train terminal features an acre of outdoor space, an elevated park overlooking the Mon and an office and retail complex on the South Side. While looking and feeling fab, you’ll be supporting Riverlife‘s Completing the Loop project — which is connecting a 15-mile, 1,055-acre Downtown riverfront amenity. The main event heats up with riverside music, dancing and festivities, boxed treats, libations from Sly Fox Brewing and cocktails from Wigle. Buy tickets.

Rock, Reggae & Relief

Photo by Scott Kostelnik courtesy of Rock, Reggae & Relief.

11. Rock, Reggae & Relief in Downtown Pittsburgh: August 28

Global and local musicians are banding together to lend a helping hand at a time when Pittsburgh needs it most — after the pandemic has devastated the region’s hospitality industry while also causing countless families to face food insecurity. A lineup of reggae icons and local luminaries will bring feel-good vibes — and a do-good spirit — to rock out along Forbes Avenue. Featured performers include legendary Jamaican band, The Wailers, and Grammy-winning musician, farmer and philanthropist Jason Mraz. Joining them for the outdoor fest will be Michael Glabicki’s Uprooted, Johnny Jensen and Roots of Creation. Don’t miss the after-party with Ras Prophet. Proceeds will benefit the Community Takeout program, a partnership between the Pittsburgh Downtown Partnership, 412 Food Rescue and the Piatt Family Foundation. Buy tickets.

For more events go here.