Welcome to Proposal Season in Philadelphia!
All the inspiration you need for popping the question.
Francesca Benitez and Nolan Vesey at their LOVE Park proposal / Photograph by Sandra Vesey
If you’re thinking of popping the question over the next few months, you’ve come to the right place. Right now, we’re celebrating all the best Philadelphia proposals to get you in the “I do” spirit. Why? Well, we love a good proposal, after all, and right now is one of the best times to pop the question. (There’s something about the festive time of year, right?)
RELATED: Get your copy of the latest issue of Philadelphia Wedding
Over the next month, we’ll be sharing everything you need to make the most of your proposal in Philly. We’ll feature real stories from local couples who’ve pulled off only-in-Philly approaches. We’ll deliver guides to get you prepped for the big moment. And we’ll pepper in some of our favorite engagement photo shoots, too. So keep on coming back, because we’ll add content here as it publishes. And if you’re interested in seeing your proposal story and photos on this page, instructions on how to submit to our editorial team can be found right here.
Read on for some of the stories we’ve covered this year.
Proposal Stories
Just a Picture-Perfect Addison Street Proposal
Rob Skalicky and Hannah Beck on Addison Street / Photography by RingShot Photography
A fake work dinner was the decoy. Read more here.
Behind-the-Scenes of Eagles Wide Receiver DeVonta Smith’s Stunning NYE Proposal
Eagle DeVonta Smith and Mya Danielle / Photograph by Angela Gaspar Photography
Photographer Angela Gaspar shares how the big moment at the W Philadelphia played out. Read more here.
This Couple Got Engaged, Then Ran the Patriot Challenge Together
Elyse Delph and Shawn Carpenter at the LOVE statue / Photograph courtesy of the couple
A half-marathon followed by an 8K is quite the way to celebrate. Read more here.
An Impromptu Rainy-Day Proposal at Race Street Pier
Angela Marcucci and Karim Boyd Jr. following his Race Street Pier proposal / Photograph by Angela Gaspar Photography
The groom-to-be scrapped his plans to pop the question during a winter vacation. “I couldn’t wait any longer.” Read more here.
A Heartwarming Rooftop Proposal in Old City
Kelly Hollis (left) and Allie Millevoi at their Old City engagement / Photograph by Jennifer Syl Photography/ Photograph by Jennifer Syl Photography
“Philadelphia is a place that has allowed us to love openly and proudly.” Read more here.
A Festive LOVE Park Proposal in Christmas Village
Francesca Benitez and Nolan Vesey at their LOVE Park proposal / Photograph by Sandra Vesey
A guitarist serenaded the couple while the groom-to-be proposed. Read more here.
A Very Philly Proposal at Johnny Brenda’s
The groom-to-be popped the question after a War on Drugs concert. Read more here.
The Sky-High W Philadelphia Proposal of Pro Golfer Matthew Wolff
Matthew Wolff and Kim Lloyd / Photograph by Jordan Brian Studios
He popped the question on a balcony overlooking the city. Read more here.
A First Date in Florida, a Move to Philly and a Proposal in Rittenhouse Square
Molly Fullam and Brian Kronowitz / Photograph by Sweetpeashots Photography
The couple relocated in the middle of winter and during the pandemic, but were “ecstatic” to take this step together. Read more here.
A Holiday McGillin’s Olde Ale House Proposal Almost 40 Years in the Making
Ivy Jackson and Joseph Scott / Photograph courtesy of McGillin’s Old Ale House
The couple initially met in 1985 while working at the historic tavern. Read more here.
How a Very Extra “Yes” Made This Philly Proposal Go Viral on TikTok
This Bourse Philadelphia proposal went viral after John Denning (right) popped the question and Anthony Tufano’s hilarious reaction was caught on video. / Photograph courtesy of the couple
“The best part … is the outreach we’ve gotten from the younger queer community.” Read more here.
This New Jersey Christmas Tree Farm Proposal Is Straight Out of a Holiday Rom-Com
Stevie Snyder’s (left) New Jersey Christmas tree farm proposal completely surprised Casey Hoffmann. / Photograph by Heather McBride Photography
Stevie Snyder DM’d Taylor Swift to see if she’d participate in the proposal. When the singer didn’t answer, Plan B was put into place. Read more here.
Engagement Sessions
Just a Casual NoLibs Engagement Photo Session
Kelsey Robins and Spencer Stokes / Photograph by Magdalena Studios
The couple met during the Mummers Parade in 2019. Read more here.
Enswell Set the Scene for These Fancy, Fun Engagement Photos
Maya Patton and Max Orr / Photograph by Anna Claire Photography
“Our wedding is going to be small and intimate, but also centered around enjoying good food and drinks throughout Philly,” says the bride-to-be. Read more here.
This Lifestyle Blogger and Her Groom-to-Be Took Engagement Photos on a Vintage Picnic Boat
Jasmine Nguyen and Aidan Hamilton / Photograph by Minh Cao of du soleil photografie
Jasmine Nguyen chose Sea Philly’s Argonaut for a different look at the city skyline. Read more here.
This Couple Turned Their Engagement Photos Into an Excuse to Shop for Vinyl Records
Abigail Scott and Cameron Colbath / Photograph by M2 Photography
They chose Long in the Tooth because it has a “stellar vibe.” Read more here.
These Summer El Techo Engagement Photos Will Take Your Mind Off Winter
Caroline Dellipriscoli and Edvin Worley / Photograph by Cheryl Betances Photography
he couple loves exploring rooftop bars in Philly. Read more here.
Guides
Need an Over-the-Top Way to Pop the Question? Try One of These Gorgeous Philly Hotels
These destinations are offering packages perfect for proposing. Read more here.
14 Philly Spots for Holiday-Cheer-Filled Engagement Photos
Photograph by Cheryl Betances Photography
Now all we need is some mistletoe. Read more here.
19 Super-Scenic Spots to Propose Around Philadelphia
Photographs by RingShot Photography (left) and Jessica Manns Photography
From parks to rooftops, here’s where Philly’s pro photographers suggest popping the question. Read more here.
Proposals: The Best of the Rest
- The Festive Peddler’s Village Proposal of a Philly Fitness Pro
- Look at All of the Sweet Rescue Puppies at This Proposal
- We Held Our Wedding Two Years Before Getting Engaged
- A Philly Ice-Cream Shop Made a Custom Sundae for This Surprise Proposal
- They Met as College Roommates. Twelve Years Later, They Got Engaged at Paxson Hill Farm
- A Live Painter Captured This Sweet Ridley Creek State Park Proposal
- This ER Doctor’s Addison Street Proposal Is Straight Out of a Movie
- A Pair of ER Nurses Got Engaged During a Holiday Stroll Down Miracle on South 13th Street
- Flyers Host Andrea Helfrich Got Engaged in a Made-For-TV Proposal at the Four Seasons
- After a Decade Together, He Proposed to His High-School Sweetheart at ONE North Broad
Proposal News: The Best of the Rest
- Best of Philly Spotlight: 10 Vendors for an Unforgettable Wedding
- From Handkerchiefs to Monogrammed Jean Jackets, This South Jersey Embroiderer Has Your Wedding Details Covered
- Charter a 1961 Picnic Boat on the Delaware
- The Four Seasons Spa Just Added a Super-Romantic Late-Night Couple’s Package
Engagement-Shoot Inspiration: The Best of the Rest
- A Purple Royalty-Themed Engagement-Photo Session at Philly Landmarks
- A Cherry Street Pier Proposal and Cira Green Engagement Sesh That Set the Mood for Summer
- We Took Engagement Photos on Our Favorite Stoops in Rittenhouse
- Just a Really Pretty Longwood Gardens Engagement-Photo Session
- We Booked Our Wedding Venue a Month Before Getting Engaged
- These Philly Fitness Pros Snapped Engagement Photos at Their Fave Outdoor Workout Spots
- Real Talk: We Chose Diamond Engagement Bands Because Rings Have No Gender
- This Couple Wore Indian Attire and Casual Fall Looks for Their Barnes Foundation Engagement Photo Shoot
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