Washington, DC Winter Surprise Proposal Locations
The holiday season is an extremely popular time to plan a sunrise proposal in Washington, DC! December is the busiest month of the entire year for surprise proposal photography bookings. Here is a list of popular locations in DC that have holiday decor and work great for a winter proposal! If you’re planning to propose in DC during the winter months, get in touch to learn more! The Jon Fleming Photography teams has photographed over 1,200+ surprise engagements as of 2025
La Vie: Consider a rooftop winter surprise proposal in Washington, DC at La Vie or other restaurants in DC that offer enclosed spaces like an igloo! La Vie has Igloos that can be reserved during the winter on their penthouse rooftop for a dinner reservation with a view of the Wharf.
City Center DC: This location has a large Christmas Tree along with other various lights and decor! City Center DC is surrounded by lots of shopping and restaurants as well! If you are looking for Christmas decor consider this option!
Ice Skating Rinks: Consider planning your surprise proposal around a fun winter activity like ice skating! Washington, DC has a few ice skating rinks including: The National Gallery of Any Sculpture Garden, Washington Harbour Ice Rink, and The Wharf. View the websites for hours and tickets! Below is a surprise proposal from the ice skating rink at the National Gallery of Art Sculpture Garden:
Christmas Tree outside the Willard Hotel: The Willard Hotel is just a short walk from the White House and the National Mall. It’s Christmas Tree and Wreath outside tend to be less busy compared to the other Christmas Tree’s that draw more tourist like the National Christmas Tree and Capitol Christmas Tree:
National Christmas Tree: The National Christmas Tree is directly in front of the White House and has views of the White House and the Washington Monument right off of the National Mall!
Capitol Christmas Tree: For an iconic view of the US Capitol and it’s Christmas Tree!
A hotel room: stay warm inside and have some privacy by proposing inside your hotel room! This surprise proposal was at the Ritz Carlton in Georgetown in one of their suites!
National Harbor: National Harbor just outside of DC in Maryland has some holiday decor and it’s Ferris wheel that lights up at night! National Harbor is a quick 20 minute drive outside of Washington, DC!
Indoor Locations: To avoid the cold in DC during the winer, consider proposing at an indoor location! Indoor locations in DC that are friendly with professional photography include: The National Gallery of Art, Portrait Gallery, and Library of Congress.
Learn more about planning a surprise proposal in Washington. DC using the contact form or emailing jonflemingphotography@gmail.com
Surprise Proposal Photography includes detailed planning & advice, photography session to capture the proposal moment, portraits afterwards, and your online gallery of your beautifully processed high-resolution images delivered in 3 days. Highlight images delivered within 24 hours. The online gallery is easy to share with friends and family!
