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Best Proposal Places in Baltimore, Maryland

Updated: Apr 8

Whether your perfect date includes an iconic art exhibit, beautiful waterfront views, or a walk around a charming neighborhood, Baltimore is the perfect place to get engaged. If you’re passing through Maryland or consider yourselves to be locals, here are some of the best proposal places in Baltimore to consider.

Since Baltimore is Maryland’s largest city, there are a plethora of options to choose from to create the proposal of their dreams. And yes, there will be crab cakes…

Engagement Ideas for Foodies in Baltimore

If you think your partner would appreciate an engagement with food and drinks as a staple in the memory being created, here are some of the best proposal places in Baltimore for the foodies!

Engagement ring photo captured by Joy Photo and Video in Baltimore

Get engaged over crab cakes at Mama’s on the Half Shell. One of the local favorites, Mama’s on the Half Shell, is a classic seafood restaurant which can be the backdrop to a casual proposal. Order the crab balls or fried crab cakes with mustard and then ask your soon-to-be fiancé the big question. (How could we start a list with the best proposal places in Baltimore WITHOUT including crab cakes?) Learn more.


Say cheers over “Natty Boh” beer after they say “yes” at Brewer’s Hill Complex. Looking for a proposal that feels laid back, includes beer, and helps get you connected to history? Brewer’s Hill Complex: check, check, and check. For our brew connoisseurs—the first six pack was invented in the 1940’s at the National Brewing Company with its flagship National Bohemian beer (which the locals refer to as “Natty Boy”). Even though the company headquarters have since moved away, this historic site is now home to multiple breweries which are all located in one complex. Visit the breweries, get to know about the labels that are cherished locally, and then propose when the moment feels right. Cheers! Learn more.

Engagement photography in Baltimore, Maryland

Hit the right note at Great Frogs winery. If wine suits your palette more, take a short ride to Annapolis and pop the question at Great Frogs winery. Featuring award-winning wines and beautiful outdoor scenery, you can enjoy a simple afternoon with wine tasting, a stroll around the vineyard—and yes, even games. Once you get engaged at the winery, go downtown and enjoy being part of the quaint community. As the home of the United States Naval Academy, Annapolis is incredibly clean, with many waterfront dining options and charming streets for shopping. Check the calendar for the winery in advance. Reservations recommended for indoor wine tasting. Learn more.


Combine art and fine dining at Gertrude's Chesapeake Kitchen. Located in the Baltimore Museum of Art, Gertrude's is perfect for any foodies who also happen to be fans of art. Enjoy observing world-renowned art collections and walking around the sculpture garden at this century-old museum. Then visit the restaurant and share a decadent, mouth-watering seafood platter. Find the right time during the meal to propose and celebrate afterward with a special cocktail. Plan your museum visit in advance. Reservations for the restaurant are recommended. They also host weddings and special events (this could be a great spot for a rehearsal dinner!) Learn more.


Create a sweet engagement memory over dessert from Fresh Bakery. If the love of your life has a sweet tooth and you were hoping for a more private engagement experience, consider Fresh Bakery. Order one of their square-shaped cupcakes and put the ring in the box, along with the sweet treat. Take it back home and prepare a home-cooked meal for an intimate night in. Bring out the dessert at the end of the meal and then get down on one knee. (Go back to the bakery as you begin to plan the big day, and order one of their wedding cupcake towers to help bring back memories from your engagement!) Learn more.


Proposal Places Near the Water in Baltimore

With 5 public ports positioned around the city, our list with the best proposal places in Baltimore has a few dreamy water-themed marriage proposal ideas in tow!


Take a twilight cruise from Fell’s Point Water Taxi Landing. Baltimore has impressive waterfront taxi routes that meander around the city. The nighttime, also called twilight cruises, start at 8pm and deliver on some of the most romantic views. The building lights scamper across the water so that you’ll feel closer to the city, and to each other. If you prefer earlier, try a sunset cruise! (This is our personal favorite on our list of recommendations because it’s such a unique way to experience the city.) Book in advance for $16/person. Learn more.


Propose with 360 degrees of Baltimore surrounding you at the Boston World Trade Center. Make your significant other feel like they’re on top of the world at the Top of the World Observation Level of the Baltimore Trade Center. From 27 floors up, you will see one-of-a-kind views of the city skyline, waterfront reflections, and beautiful parks. (Make sure to hide the ring in a safe place, because there’s a security check point you must go through!) We recommend visiting at dusk and then celebrating with a reservation somewhere special at Inner Harbor nearby. Tickets cost $8. Check their schedule in advance. Learn more.

Best proposal places in Baltimore, Maryland featuring an engagement photo session

Have nature as the backdrop at Lake Roland Park. Get encompassed by Mother Nature amidst 500-acres of land at Lake Roland Park. Rent a canoe or kayak and propose on the water, take in their man-made waterfall, or find a spot to stop on the Red-Trail two-mile hike and propose near the water. Check out their activities ahead of time so that you can plan your perfect day at the park. Learn more.


Plan a romantic weekend at Celie’s Waterfront Inn. If you want your engagement memory to last for longer than just a few hours, plan a weekend getaway to commemorate a special event (like a birthday or dating anniversary). Celie’s Waterfront Inn is a charming bed and breakfast which features private waterfront decks. Ask about their room add-ons—including long-stemmed roses and fine wine, to help set the stage for an epic “will you marry me?” moment! One of the other big perks? It’s within walking distance to many local establishments at Fells Point (like Thames Street Oyster House where you can enjoy some of the best mid-Atlantic seafood around.) Learn more.


Get a Free Engagement Session in Baltimore and DC

If you’re in Baltimore or the Washington DC area, we have professionals based in Maryland to help document your love story. And for a limited time, if you purchase a wedding package with us then you can get a free engagement session! Learn about all the details here.

Proposal ideas in Baltimore, Maryland

Looking for the best proposal places in Washington DC? Check out this blog.


[Photoshoot in the spotlight: Brooke and Dylan in DC+Baltimore.]

Choose Joy,

The Joy Team