On a crisp winter evening, with the New York City skyline shimmering in the background, Kaleb brought Stella to their rooftop—a place filled with shared memories and dreams. Bundled against the 20-degree chill, the city’s lights provided a warm embrace as Kaleb knelt to propose. Capturing this intimate moment was an honor, and I’m thrilled to share that she said yes.

For couples planning a similar rooftop proposal in the Flatiron District, celebrating afterward is essential. Here are five top-rated restaurants and bars in the area to consider:

1. Gramercy Tavern: A New American restaurant located at 42 East 20th Street, offering seasonal menus in a rustic yet elegant setting.
2. Cosme: Situated in the Flatiron District, Cosme is renowned for its contemporary Mexican cuisine, blending traditional flavors with modern techniques.
3. The Flatiron Room: Located at 37 W 26th St, this bar offers an extensive whiskey selection and live jazz, creating a cozy and intimate atmosphere.
4. The Lobby Bar at Ace Hotel: Found at 20 W 29th Street, this bar provides a spacious setting with comfortable seating and a variety of cocktails, making it a favorite spot in the Flatiron area.
5. Boqueria Flatiron: Located in the Flatiron District, Boqueria offers Spanish and Basque cuisine, providing a vibrant atmosphere for post-proposal celebrations.

Planning a proposal is a deeply personal journey, and choosing the right spot to celebrate afterward can make the day even more memorable. These establishments in the Flatiron District offer a range of atmospheres and cuisines to suit any couple’s preferences.

Congratulations to Kaleb and Stella on their engagement! May your journey together be filled with love, joy, and countless cherished moments.