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?)

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

A Heartwarming Rooftop Proposal in Old City

Kelly Hollis (left) and Allie Millevoi at their Old City engagement / Photography 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

Kate McCann and Matteo Petrera at their Johnny Brenda’s engagement

The groom-to-be popped the question after a War on Drugs concert. Read more here.

A Horticulture Center Proposal That Began as a Photo Shoot

Jie Yi Kuang and Benjamin S.L. Wong at their Horticulture Center proposal / Photograph by Carsten Schlag Photography

The bride-to-be thought the day was an absolute blast: “We danced around and did some unconventional posing.” 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.

Just a Touching Proposal Amid the Garden at Shofuso Japanese Cultural Center

Sonia Panchal and Raghav Sahni’s Shofuso Japanese Cultural Center proposal / Photograph by Jessica Plasha

The groom-to-be carried a fresh handkerchief in case his beloved started to cry when he popped the question. 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.