Welcome to Proposal Season in Philadelphia!

All the inspiration you need for popping the question.

proposal one

Matthew Wolff and Kim Lloyd at the W Philadelphia / Photograph by Jordan Brian Studios

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 Winter/Spring 2024 issue of Philadelphia Wedding

In addition to our real weddings, Real Talk, vendor and venue guides, we’ll be sharing everything you need to make the most of your proposal in Philly. We’ll share 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 keeping adding 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 Festive LOVE Park Proposal in Christmas Village

LOVE Park proposal

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

Horticulture Center proposal

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

W Philadelphia

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

rittenhouse square proposal

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

McGillin's Old Ale House proposal

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

Shofuso Japanese Cultural Center proposal

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

Bourse Philadelphia proposal

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

Christmas tree farm proposal

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.

Just a Really Romantic Candlelit Addison Street Proposal

Addison Street engagement

Leigh Kurtzman and Lee Goldberg’s Addison Street engagement took place in the fall. / Photograph by Rachel Rosenstein Photography

The bride-to-be works at L. Priori Jewelry and helped design her own ring. Read more here.

Engagement Sessions

Enswell Set the Scene for These Fancy, Fun Engagement Photos

Enswell 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.

A Classic Chevy Gave These Engagement Photos a Retro Spin

Cairnwood Estate engagement photos

Georgianna Neuber and DJ Mulhern / Photograph by Raylynn Photo

Cairnwood Estate set the romantic scene. Read more here

This Lifestyle Blogger and Her Groom-to-Be Took Engagement Photos on a Vintage Picnic Boat

sea philly engagement photos

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

Long in the Tooth

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

el techo engagement photos

Caroline Dellipriscoli and Edvin Worley / Photograph by Cheryl Betances Photography

he couple loves exploring rooftop bars in Philly. Read more here

What Do Wheel of Fortune, Superpowers and the Rodin Museum Have in Common? These Engagement Photos

Rodin Museum engagement photos

Zainep Mahmoud and Shawn Jones’s Rodin Museum engagement photos were glamorous. / Photograph by Terri Baskin Photography

The couple wanted to set the tone for the wedding day with elevated attire, games and a nod to their past. Read more here.

This Gorgeous Bucks County Engagement Session Was Inspired by Priyanka Chopra and Nick Jonas

bucks county engagement photos

Nikki James and Jamison Hoffman’s Bucks County engagement-photo-session attire was inspired by a celebrity couple. / Photograph by Helena Raju

“In one of Priyanka’s events, she was wearing so much color and looked happy and beautiful,” says the bride-to-be. Read more here.


Everything You Need to Know About Buying Engagement Rings and Wedding Bands

Photograph by Grace & Ardor Co.

Philadelphia-area jewelers give you an inside look at custom designs, vintage styles, lab-grown diamonds and more. Read more here.

14 Philly Spots for Holiday-Cheer-Filled Engagement Photos

The Dandelion

Photograph by Cheryl Betances Photography

Now all we need is some mistletoe. Read more here. 

Proposals: The Best of the Rest

Proposal News: The Best of the Rest

Engagement-Shoot Inspiration: The Best of the Rest