As Halloween (Friday, October 31) approaches and the city fills with haunted pop-ups, themed cocktails, and festive happenings, Philadelphia offers countless ways to celebrate. From rooftop parties to cafés serving up ghostly sips, standout spots across the region are embracing the season with creativity and flair. Whether it’s a lively night out, a seasonal tasting menu, kid-friendly racquet sports, or Halloween-inspired bites, destinations including Flight Club, Front Street Cafe, Red Owl Tavern, Shake Shack, Stratus Rooftop Lounge, The Bakery, The Hayes, The Twisted Tail, and VIVA Padel & Pickleball Club are bringing plenty of thrills to the table this October.
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Flight Club, the world’s first Social Darts® experience in the heart of Center City Philadelphia, is turning up the spooky factor this Halloween season with the Mischief Night Manhattan ($17) — a dark, sultry cocktail featuring Averna Amaro, angostura, and black walnut bitters. Created in collaboration with Four Walls Irish American Whiskey, this seasonal take on the classic Manhattan is the perfect sip for a night of friendly competition and festive fun.
On Halloween Day, guests who arrive in costume will be automatically entered into the Bullseye Challenge for a chance to win prizes, making Flight Club the ultimate destination to celebrate with friends, cocktails, and a little mischief.
Hours of operation: Monday through Thursday from 3 PM—11 PM, Friday from 12 PM—1 AM, Saturday from 11 AM—1 AM, Sunday from 11 AM—10 PM.
1417 Walnut St, Philadelphia, PA 19102 | 215.923.2267 | Website | Instagram
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Front Street Cafe, the all-day café, restaurant, and bar known for its commitment to fresh, farm-to-table ingredients, is embracing the Halloween spirit with the Cyclops ($13) blending vodka, pomegranate, lime, and club soda to deliver a crisp, tart finish that’s both refreshing and hauntingly delicious. Ideal for friends looking to toast the season together, the Cyclops pairs perfectly with Front Street Cafe’s vibrant, community-focused atmosphere, making it a must-try sip for celebrating spooky season.
Hours of operation: Breakfast/brunch from 8am—4pm; Dinner served on Sunday and Tuesday through Thursday from 5pm—9pm, Friday and Saturday from 5pm—10pm; Happy hour Tuesday through Sunday from 4pm—7pm.
1253 N Front St, Philadelphia, PA 19122 | 215.515.3073 | Website | Instagram | Facebook
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Red Owl Tavern, a modern kitchen and bar just steps from Independence Hall in Old City, is conjuring a spellbinding lineup of Halloween-inspired cocktails perfect. Highlights include the Witch’s Brew ($17), a vibrant mix of Singani 63, falernum, pea flower, pomegranate, and lime; and the Zombie Luau Clarified Punch ($17), a silky blend of Diplomático Rum, banana, cinnamon, ginger, and grapefruit clarified with whole milk. Guests can also sip the Blood Moon ($20), featuring Don Julio Blanco, damiana, hibiscus, and blood orange with a cinnamon-sugar rim, or opt for a zero-proof option with the Monster Smash ($17), made with Seedlip, huckleberry, lime, and ginger beer. With its imaginative cocktails and lively atmosphere, Red Owl Tavern offers a perfect haunt for group outings this spooky season.
Hours of operation: Monday through Friday 7:30am—10:45am, Saturday and Sunday 8am—10am (breakfast); Monday through Friday 11:30am—4:30pm (lunch); Monday through Friday 4:30pm—10pm, Saturday 5pm—10pm (dinner); and Saturday 10am—4pm and Sunday 10am—2pm (brunch)
433 Chestnut St., Philadelphia, PA | 215.923.2267 | Website | Instagram
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Shake Shack, known for its made-to-order 100% Angus beef burgers, chicken sandwiches, and hand-spun shakes, is bringing spooky-season fun to fans this October with a monthlong lineup of BOGO-from-Beyond deals.
- October 1–11: BOGO SmokeShack
- October 12–21: BOGO Chicken Shack
- October 22–31: BOGO Double ShackBurger
Guests can redeem these limited-time offers using code SPOOKY in the Shack App or online at checkout. Perfect for sharing with friends, these frightfully good deals offer a delicious way to celebrate Halloween all month long.
Hours of operation: Monday through Sunday 10:30am—10pm (Rittenhouse); Monday through Sunday 11am—10pm (Fishtown); Monday through Sunday 11am—10pm (Midtown Village); Sunday through Wednesday 10:30am—10pm, Thursday through Saturday 10:30am—11pm (University City)
2000 Sansom St., Philadelphia, PA (Rittenhouse); 1359 Frankford Ave., Philadelphia, PA (Fishtown); 105 S. 12th St., Philadelphia, PA (Midtown Village); 3200 Chestnut St., Philadelphia, PA (University City)
Learn more: shakeshack.com | IG: @shakeshack | X: @shakeshack | facebook.com/shakeshack
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Stratus Rooftop Lounge, the chic rooftop bar and lounge atop the Hotel Monaco in Old City, will host Halloween at Stratus on Friday, October 31, from 5 pm to 2 am. Guests can sip spooky-themed cocktails likethe Crimson Fairy, crafted with Don Julio Blanco, cherry, and fresh lime juice, or the Blackberry Smash, made with Monkey Shoulder (or a Rémy Martin), blackberry, and fresh lemon juice.The night will also feature live DJ sets, giveaways, and a costume contest at 10 pm featuring a grand prize for the best-dressed attendee. This event is free to attend, and can be reserved by clicking here.
Hours of operation: Thursday 5pm – 12pm, Friday 5pm – 2am, Saturday 5pm – 2am
433 Chestnut Street, Philadelphia, PA | 215.925.2889 | Website Instagram Facebook
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The Bakery, South Philadelphia’s neighborhood café known for donuts, specialty coffee, and Sicilian pies, is celebrating spooky season with the fan-favorite Ghost Mocha crafted with mocha milk, espresso, and a fluffy marshmallow ghost, available daily from 7am – 2pm in addition to a bevy of hyper-autumnal coffee creations and specialty donuts.
On Halloween night at 6:30pm, Owner Rocco Weiss will host a special edition of After Hours by Rocco, a four-course blind tasting dinner featuring ultra-seasonal, fall flavors in an intimate, festively decorated setting. Reservations for the Halloween installment of After Hours by Rocco go live at 6pm on Friday, October 24 via Instagram. The dinner is priced at $75 per person, and BYOB is encouraged.
Hours of operation: Monday through Friday 7 AM—2 PM, Saturday and Sunday 8 AM—2 PM.
2300 S 3rd St, Philadelphia, PA 19148 | Instagram
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The Hayes, Midtown Village’s new contemporary American tavern and gastropub from acclaimed Chef Townsend Wentz, transforms into The Haunted Hayes this October, featuring spooky décor and a full month of festive programming. Guests can enjoy themed trivia, Battle of the Bands, karaoke, cover nights, and DJ sets throughout the month, leading up to Halloween weekend, headlined by Kiss Me Deadly at 9 pm on October 31 and November 1. With its lively atmosphere and immersive seasonal touches, The Haunted Hayes offers a fun and spirited way to celebrate Halloween in the heart of Midtown Village.
Full programming for The Haunted Hayes, can be found via Instagram.
Hours of operation: Wednesday through Sunday 11:30am – 12am. Kitchen closes at 10:30pm.
1123 Walnut Street, Philadelphia | 215.982.2192 | Website | Instagram
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The Twisted Tail, Headhouse Square’s Southern-inspired restaurant, whiskey mecca and live music venue, invites guests to step back in time for “Ghouls Just Wanna Have Fun,” a 90s/Y2K haunted prom-themed party on Friday, October 31 from 8pm to midnight. The night features live music from Soul Patch Philly, a high-energy local band playing nostalgic throwbacks to set the perfect prom-night tone. When the clock strikes 11pm, Witching Hour Drink Specials begin, offering a new featured cocktail every 15 minutes until midnight. Costumes are encouraged, with prizes awarded for Best Costume, Best Couple, and Prom King and Queen. A themed photo wall with props will also be set up in the Clubroom for guests to capture and share their favorite moments of the night.
Advance tickets are available for $15, which includes guaranteed entry and two drink vouchers redeemable during Witching Hour. Tickets are not required for entry, but strongly encouraged. Purchase HERE.
Hours of operation: Monday – Thursday 4 pm – 10 pm; Friday 4 pm – 12 am; Saturday 11 am – 12 am; Sunday 10 am – 10 pm
509 S. 2nd St. | 215.558.2471 | Website | Instagram | Facebook | Twitter
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VIVA Padel & Pickleball Club, Philadelphia’s premier outdoor destination for racquet sports, is getting into the Halloween spirit with two exciting events designed for both adults and children. On Saturday, October 25 from 7pm-9pm, guests and members can enjoy a festive Halloween Open Play for both padel and pickleball. All levels are welcome, and costumes are highly encouraged. A prize will be awarded for the best costume.
On Friday, October 31 from 4:30pm-6pm, VIVA invites children ages 12 and under to a kid-friendly Trick-or-Treat event. The evening will feature padel and pickleball themed games and activities, along with trick-or-treat style candy and prizes for participation and winners. Costumes are encouraged!
Tickets are $25 for members and $40 for non-members. For more information and to register for these events, visit here.
Hours of operation: Monday-Thursday 7am-9:30pm, Friday 10am-9:30pm, Saturday 7am-9:30pm, Sunday 7am-8:30pm
1300 N. 8th Street Philadelphia, PA | Website | Instagram | Facebook