Proposal Old City Philadelphia



Headhouse Square Proposal Philadelphia

This proposal in Old City Philadelphia was a huge success! Despite the rain showers, this was such a truly heartwarming and sweet proposal. This couple ducked under the welcome cover of Headhouse Square to pop the question and between tears and smiles she said “yes!” What a perfect moment. Next, it was off to take some couple’s photos together.




Woman proposing to girlfriend in Old City Philadelphia Two women hugging and happy crying after old city philadelphia proposal Philadelphia couple kissing in Headhouse Square after proposal Two women holding hands and smiling in old city philadelphia proposal session by Heidi Roland Photography



Proposal Old City Philadelphia 

Once the rain let up for a bit we were about to get out from under cover to grab some photos of the newly engaged couple down a nearby sidestreet that had lush greenery and a cute cobblestone street. We wandered the neighborhood stopping along the way to capture this couple’s love and the charm of the Old City neighborhood. We came across beautiful pink blossoms and colorful doorways. You never know what you might find in the quaint streets of this Philadelphia neighborhood. We did have to pull out the umbrella one more to keep dry, but we were pretty lucky as the sun did eventually come out to shine.




Newly engaged women holding hands and smiling in the rain in old city philadelphia Newly engaged women kissing under umbrella in philadelphia Engaged couple holding hands and smiling in Philadelphia Newly engaged woman smiling and showing off engagement ring in Old City Philadelphia Engaged couple on steps of house in Old City Philadelphia

Merchant Exchange Couples Photos

Old City Philadelphia is full of history and impressive architecture. We ended their photo session at the historic Merchant Exchange Building which is always a great location for photos.




Women walking and holding hands at Merchant Exchange Building in Philadelphia Engaged women smiling outside of Merchant Exchange Building in Old City Philly



Champagne Toast!

Once we got to the Merchant exchange building, the couple opened up a bottle of Champagne to celebrate this amazing moment. Their celebration definitely deserved a toast and they were prepared! Together they opened up the bottle and filled their cups to celebrate their love and the lifetime they will spend together.




Couple celebrating new engagement with a bottle of champagne outside of the Merchant Exchange Building in Philadelphia Newly engaged women toasting to their engagement with champagne in old city Philadelphia Engaged women drinking champagne outside of Merchant Exchange Building in Old City Philadelphia by Heidi Roland Photography



Want to See more Philadelphia marriage proposals like this?

Wedding proposals are so special and planning the moment can take a little bit of brainstorming and thinking ahead. If you are looking for tips and inspiration, check out the links for the marriage proposals below for more ideas and great locations around Philadelphia and beyond!

Proposal Photography Philadelphia

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Elfreths Alley Proposal Philadelphia

Don’t hesitate to reach out if you want to chat about photography for your Philadelphia marriage proposal – click here if you want to connect. I would love to hear from you!