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Welcome to Proposal Season in Philadelphia!
All the inspiration you need for popping the question.
Delivering the latest in style, inspiration, helpful tips and tricks, and everything else you need to know to plan the perfect Philly wedding.
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
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.
A Horticulture Center Proposal That Began as a Photo Shoot
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
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
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
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
How a Very Extra “Yes” Made This Philly Proposal Go Viral on TikTok
“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 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
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
“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 set the romantic scene. Read more here.
This Lifestyle Blogger and Her Groom-to-Be Took Engagement Photos on a Vintage Picnic Boat
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
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
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
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
“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.
Guides
Everything You Need to Know About Buying Engagement Rings and Wedding Bands
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
Now all we need is some mistletoe. 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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