There are plenty of options in the city for a conventional night out, but why settle for dinner and a movie when the City of Brotherly Love is at your fingertips? If you’re an art fan, exercise enthusiast, or simply a lover of love, you will find no shortage of suggestions to keep you and your significant other occupied.
We’ve dated, been engaged, and gotten married while living here, so we’ve spent plenty of nights out trying different activities. As a result of our experiences, we’ve put together this list of some of our favorite fun date ideas in Philadelphia. Give these a try when you’re looking to do something a little unexpected, whether it’s your first date or your 500th.
Hike Wissahickon Valley Park
Wissahickon Valley Park has been a favorite of ours since we first moved to Philadelphia and had the good fortune to live across the street from a main entrance. It’s one of the best places to get outside in the city.
Walk or hike along Forbidden Drive, a gorgeous path following the contours of the creek, or take on the slightly more challenging Orange Trail. You’ll see some of the best scenery the city has to offer and may even come across the 160-year-old Thomas Mill covered bridge. To make the outing extra special, plan your route to have lunch or dinner at Valley Green Inn, one of the city’s most romantic restaurants, which happens to be in the park.
Picnic in Clark Park
While many parks may offer a good picnic destination, historic Clark Park stands out from the crowd with popular activities like Shakespeare in The Park and bocce. On Saturdays, we love visiting the farmers market here, which makes a great stop for supplies for your meal. If you prefer a full-on barbecue over a packed lunch, there are grills and picnic tables at your disposal.
Experience the Love Letter Train Tour
Love is everywhere, even on the walls. A series of murals by Philly-born artist Stephen Powers, the Love Letters project spans 50 rooftops in West Philadelphia. Stretching from 45th Street to 63rd Street, these murals and images are best viewed while riding the Market-Frankford Line subway. There are love letters from a guy to a girl, from an artist to his hometown, and from local residents to their neighborhood.
The whole ride takes about 15 minutes from City Hall (15th Street Station) to 69th Street Terminal (you can actually get off at 63rd Street and go back into the city as there aren’t any more murals past that point). Do yourself a favor and make the trip with someone you love. You won’t regret it.
Try your hand at candle making
What’s more cozy and romantic than making your own candle? A place where you can also BYOB to toast the fun you’re having. Cork and Candles has four local locations–Midtown Village, University City, Ardmore, and King of Prussia–where chandlers (i.e., candle makers) help you get creative with colors, scents, and crystals while making candles. We were surprised by how much we loved choosing our jar and testing out different aroma combinations from the huge scent wall.
There are fun, seasonal candles that change regularly, or you can go with something more classic. We opted for the 90-minute session and had a great time making two custom candles each. All locations locations are BYO, and King of Prussia offers a selection of flatbreads and cheese and charcuterie boards.
Experience First Fridays
A time-honored tradition in Philly, every first Friday, professional and amateur artists line the streets of Old City displaying their works of art. Stroll the area between Front and Third Streets and Market and Vine Streets to find a casual atmosphere that encourages art appreciation, fantastic food, and mingling with other like-minded art lovers. Peruse the art galleries and boutiques, sip on some free wine, and take in the historic beauty that is Old City.
See a show at Chris’ Jazz Cafe
For a mellow evening out, head to Chris’ Jazz Café. For over 30 years, the venue has been a go-to destination for jazz in the city five nights a week. Enjoy performances from local and internationally-known artists while sampling from the Southern-influenced menu. Hint: get the jambalaya!
Roll at South Bowl
South Bowl is not your mother’s bowling alley. In addition to two floors of bowling lanes, there are arcade games and two full indoor bars, so you don’t have to be a lover of bowling to have a great time here. If that’s not enough, South Bowl has “The Yard,” an outdoor area containing batting cages, bocce courts, shuffleboard, horseshoes, and an outdoor bar and lounge.
Claim a lane or settle in and munch on some tater tots. Insider tip: go on a weekend to catch a live DJ set and don’t forget to bring cash as bowling is cash only.
Pet furry friends at Schuylkill River Dog Park
If your bio reads, “must love dogs,” this one’s for you. Whether you have your own pup or you just want to marvel at their cuteness, the Schuylkill River Dog Park is a great place to bond over your love of furry friends. The bridge that leads to the fenced-in dog park offers the perfect vantage point for dog (and people) watching along the river.
Maybe you’ve arranged a doggie date? The dog park offers two areas, one for big dogs and one for small dogs both with watering areas, plenty of benches, and even kiddie pools. If you want a bite to eat before or after, grab one of the famous pretzel sandwiches at Rowhome Coffee a few blocks away.
Tour Eastern State Penitentiary
While a jail-turned-museum may not scream romance, we find Eastern State Penitentiary fascinating, and it’s one of the more unusual attractions in Philadelphia. The stark space that housed thousands of inmates in its 140-year history is full of stories to explore.
Eastern State’s crumbling walls and dilapidated cell blocks welcome visitors to learn about the people that were incarcerated here and the history of the building. Walking through the corridors is a little eerie and intriguing at the same time. If you love photography like we do, look out for the dentist chair, the barber chair, and the former infirmary wing for unique scenery.
In the summer, Eastern State’s twilight tours let you see the space in a different light. After your visit, grab a drink at the Fair Chance Beer Garden in the courtyard and ponder the history around you.
Hang out at Spruce Street Harbor Park
It’s not summer without a visit to Spruce Street Harbor Park. The park is packed with live music, food stands, vendors with interesting cocktails, and nets that hang right above the water. We love coming on a nice afternoon or in the early evening.
When the sun goes down, a rainbow of twinkling lights illuminates the park. Snuggle up in a hammock and watch the sun set on the Delaware River or enjoy a concert or outdoor movie at this welcoming spot. Finish off your night with a delicious banana split from Somerset Splits or opt for a nightcap and lounge in an Adirondack chair. The park is open seasonally from mid-May through late September.
Take in the Philly skyline at Bok Bar
It’s hard to beat a night at Bok Bar watching the sun go down over the city. Located in a former school that now houses artists workshops, boutiques, and bakeries, Bok rooftop bar is the place to be from April through October.
An evening on the rooftop gives unobstructed views of the incredible skyline. Plus, there is a bar, and an ever-changing list of incredible chefs provide a selection of dishes to snack on or to cobble together a meal. Your date is sure to swoon over the stunning backdrop, and you will get to experience the sheer and utter liberation of drinking in a defunct high school. We visit at least five times a season, which isn’t anywhere close to being enough.
Get weird at the Mutter Museum
The Mutter Museum is not for the faint of heart. You are welcomed by a banner that reads, “Disturbingly Informative,” which checks out given the content of this museum. Anything from (real) gangrenous feet to femurs splintered by bullets to slices of Einstein’s brain can be found in the confines of the Mutter. Romantic? Maybe not, but definitely a conversation starter.
Get creative at East Falls Glassworks
If you’ve ever wanted the excitement of working with 2000-degree molten glass, East Falls Glassworks is your place. This public access glassblowing studio offers multiple beginners’ classes every week. We made water glasses, and they’re offer workshops for ornaments, stemless wine glasses, paperweights, and more.
Just about every project here requires two people working together, so it’s about as perfect a fun date night as you’ll find. Plus, every time we use the drinking glasses we made, we talk about how much fun we had. Tip: if you visit during a First Friday event, rates are discounted compared to the costs of a regular class.
See a Phillies game at Citizens Bank Park
It’s true that one dollar hot dogs are no more, but an evening with the Phillies is still a great time. Enjoy a true Philly night out with a trip to Citizens Bank Park to cheer on Bryce Harper and company.
Don’t miss the fried chicken and donuts at Federal Donuts, and check out Campo’s for a great cheesesteak. If you haven’t visited Ocean City yet this season, Manco & Manco pizza is there to satisfy your pizza craving.
Enjoy Music at the Mansion
Talk about a night to remember! Hamilton Mansion at The Woodlands hosts chamber music evenings every year in a ballroom fit for royalty. Musicians perform classical and contemporary works in the space that was built in the 1780s just for performances like these.
If chamber music isn’t your speed, this unique property hosts all kinds of gatherings year-round. Check out their array of events like outdoor yoga, cultural performances, and seasonal happy hours with this National Historic Landmark District as your backdrop.
Take a tour at Philadelphia Distilling
Take your Friday night to the next level with a peek behind the curtain at Philadelphia Distilling, one of the city’s top distilleries. For $20, you and your date can explore the process behind making their tasty spirits. Sip on a welcome cocktail while you learn the history behind this Philly gem.
Public tours are roughly around 45 minutes to one hour long and run Friday, Saturday, and Sunday every week. If you prefer a more intimate occasion, private tours are also available. You can also grab dinner at the distillery afterward. Don’t want the night to end? Check out a concert at The Fillmore located right next door
Spend an evening at Cira Green
Rumor has it that it’s always sunny in Philadelphia, but the sun tends to shine just a little bit brighter at the top of Cira Green. This self-proclaimed “park in the sky” offers panoramic views of the city from its rooftop spot, a full menu of food and drink, and countless events throughout the summer. It’s one of the most unique spaces in the city and is at the top of our list to visit when the weather is nice.
Cuddle up on a picnic blanket and catch a movie screening or hang out with adorable puppies available for adoption—just a few of the happenings hosted by Cira Green. Before you start planning your outing, check out the website for more information on upcoming events. If you’re driving, it helps to know that the park is on the top floor of a parking garage.
Stroll around Morris Arboretum
Roses are red, violets are blue, at Morris Arboretum, love is abloom. Surround yourself with the beauty of the gardens on a visit to this gem in Chestnut Hill. Complete with sprays of seasonal flowers, towering sculptures, and koi-filled ponds, a visit here may be one of the most romantic things to do in Philadelphia.
With a general admission ticket, guests are free to roam the arboretum unguided, but if you would prefer to learn more about specific aspects of the gardens, check the website for guided tour times and special events. We’re members here, so we admit to being a bit biased.
Play around at Five Iron Golf
Whether you’re a total novice or an expert on the back nine, Five Iron Golf is a fun place for an outing. Play on one of over 100 simulated golf courses or just be a spectator and nosh on items from their restaurant and full bar. There’s plenty of space to hang out plus other games to play and TVs to watch all the sports you can manage.
Spray your initials at Graffiti Pier
Embrace your nostalgic side at the waterfront urban art gallery known at Graffiti Pier. At the intersection of E. Cumberland Street and Beach Street, find the decades-old public art exhibit featuring years of local graffiti artists. Commemorate your love on these historic concrete walls and take a cute pic or two while you’re at it.
Take a food tour
They say the stomach is the way to a lover’s heart. Thank goodness Philadelphia is a foodie’s paradise! A range of companies in the city offer food tours, but City Food Tours is among the most popular. Pick the city neighborhood you wish to explore or decide based on your preferred cuisine.
Rent a paddleboat at Penn’s Landing
Choose your fighter: paddleboat edition! Select between a swan, flamingo, yellow duck, or dragon boat and cruise the Delaware River with your cutie. Hours for paddleboat rentals are weather dependent. For information on hours, boat options, special discounts, and seasonal events, visit the Paddle Penn’s Landing website
Take a day trip
Searching for a quick getaway? Step outside the city limits to explore all that the suburbs have to offer. Just an hour drive from Philadelphia sits culture-rich Doylestown which is known for the Mercer Mile, the impressive belt of historical attractions comprised of Fonthill Castle, Mercer Museum, and The Moravian Tileworks. The Castle is the unusual former home of archaeologist Henry Mercer, and the Mercer Museum showcases thousands of items from Pre-Industrial America that Mercer collected over the years. The Moravian Tileworks is still a working tile factory that produces artistic tiles of the style Mercer developed over a century ago. On Tuesdays, you can even take a class to make your own.
While you’re in Doylestown, check out the great restaurants and shops or head just a little further to New Hope. You’ll find covered bridges, the beautiful Washington Crossing, and the charm of Delaware Canal State Park.
Cork and Candles sponsored our candle-making experience. All opinions of the fun experience are our own.