Explore the Best October Events in Philadelphia this week: From Pickleball to Oktoberfest and Halloween Fun!

Welcome to this week’s roundup of exciting events happening around Philadelphia! Whether you're a sports enthusiast, a foodie, or a lover of unique experiences, there’s something for everyone to enjoy. From the energetic pickleball matches at Dilworth Park to the thrilling Army-Navy Cup showdown, the city is buzzing with activity. Plus, immerse yourself in culinary delights with the Sisterly Love Collective or join the city-wide Hamilton scavenger hunt for a chance to win tickets to the iconic musical. And as the fall season unfolds, don’t miss out on the cozy charm of the Fall Sky Fireside at Tyler Arboretum or the lively Oktoberfest celebration. Grab your friends, family, and a sense of adventure as we dive into all the fun Philadelphia has to offer this October!

Pickleball at Dilworth Park

Get ready to rally at Dilworth Park! Join through Sunday, October 13, for exciting pickleball matches on two pop-up courts right in front of City Hall. Whether you’re a novice or an advanced player, there’s something for everyone. Reserve your court online and enjoy discounted rates for students, or rent a paddle for just $6.

With clinics limited to four players and organized open play sessions, it’s the perfect way to meet new friends and sharpen your skills. Don't miss out on the fun—let’s play pickleball!

Join the Adventure: Hamilton City-Wide Scavenger Hunt in Philadelphia

Calling all Hamilton fans! Ensemble Arts invites you to embark on a thrilling city-wide scavenger hunt through Monday, October 21. Use the Hamilton app and clues shared on social media to explore seven iconic locations around Philadelphia. Snap photos with the HamCam filter and post them with #HamInPHL for a chance to win free tickets to the hit musical.

Don’t throw away your shot—join the hunt and discover the magic of Hamilton in our city!

Savor the Flavor: Cookbooks & Convos with The Sisterly Love Collective

Join a culinary journey like no other with the Sisterly Love Collective’s Cookbooks & Convos series! Through Tuesday, October 22, talented chefs and cookbook authors will collaborate with Philadelphia’s finest to create inspirational dining experiences.

This Friday, enjoy Caribbean-inspired bites from Von Diaz, Mariangeli Alicea Saez, and Amy Rivera Nassa at La Placita Cherry Street Pier. Bring your appetite and curiosity for a night of food, culture, and conversation—don’t miss out!

Autumn Evenings: Join the Fall Sky Fireside at Tyler Arboretum

Embrace the fall season at the annual Fall Sky Fireside at Tyler Arboretum this Friday! From 5-9 p.m., enjoy lawn games, crafts, and storytime for kids while sipping on tisane tea or herbal lemonade. Settle in at picnic tables or cozy up inside the Barn Loft for a delightful evening. Plus, celebrate the arboretum’s 80th anniversary with special history walks and hikes.

This family-friendly event is free for members, so come and make some autumn memories!

Rivalry Renewed: Don’t Miss the 2024 Army-Navy Cup at Subaru Park!

The historic rivalry returns! Join this Friday at 7 p.m. for the 13th annual Army-Navy Cup at Subaru Park, where the Black Knights and Midshipmen face off for bragging rights. With last year's game ending in a draw, both teams are ready to prove themselves. Enjoy entertainment and activities next door at Union Yards, welcoming all veterans and their families.

Don’t miss this thrilling showdown of military pride and sportsmanship!

Cheers! Celebrate at the 6th Annual Oktoberfest at 23rd Street Armory!

Cheers to Philly’s most authentic German fall fest at the 6th Annual Oktoberfest! Join on October 11-12 at the 23rd Street Armory for a lively celebration featuring delicious German food, beer served in one-liter masskrüge, and traditional oompah music. Experience the festive atmosphere transformed into a Munich-style tent with long tables and benches straight from Bavaria.

General admission includes your first liter of beer—don’t miss out on the fun!

Unmasking Philly's Spooktacular Halloween Pop-Up Bars!

Get ready for a spooktacular time at Philly’s Halloween pop-up bars! From Tinsel’s Nightmare Before Tinsel to the Beetlejuice-inspired Afterlife at Amor, there’s something for every ghost and goblin. Experience the ghoulishly gourmet at Craftsman Row Saloon and the circus-inspired Freak Show at Uptown Beer Garden.

Join in celebrating the spooky season with creative cocktails and festive decor at these bewitching venues—come for the thrills and chills!

As October unfolds, Philadelphia is brimming with exciting events and unique experiences that promise to make this fall unforgettable. Whether you’re diving into the thrill of the Army-Navy Cup, savoring delicious bites at the Sisterly Love Collective, or enjoying cozy evenings at the Fall Sky Fireside, there’s something for everyone to enjoy. So grab your friends and family, and make the most of these vibrant happenings around the city. We can’t wait to see you out there soaking in all the fun! Happy October!