Get competitive (or even double date) at Board Room
The bar that's obsessed with board games -- Board Room -- is a great spot if you and your date are looking to test your teamwork skills or compete against each other. It's also a fun double date idea, and you'll make a great team playing any of the many, many board games that are available for rent for a flat $2 fee. Step in from the cold, grab Scrabble or Cards Against Humanity, buy some $4 drinks, and let the games begin. (And if Board Room won't do, try any of these other great bars with games.)
Immerse yourselves in art, live music, and drinks at the "Phillips After 5"
While the museums on the National Mall are always a great option, the smaller galleries off the beaten path have worthwhile gems you might never see elsewhere. Impress your date with a trip to the Phillips Collection, America's first modern art museum, on the first Thursday of the month for their “Phillips After 5” events. Tickets typically go for $12 and sell out, so purchase in advance and prepare to enjoy rotating lineups of live music, food, and a cash bar.
Get brunch and peruse books at The Potter's House
Skip the bar and instead meet your date at the local favorite The Potter's House, a nonprofit cafe, for a great selection of books, food, and coffee that you can feel good about. According to its site, the space has been a “key place for deeper conversation, creative expression, and community transformation,” since opening in 1960.
Drink on the roof at the Watergate Hotel
Grab some cocktails for you and your date at the Watergate Hotel -- which happens to be blessed with one of the best rooftop bars in town. If you want to go bigger, splurge on a pricier $75 per person pairing of a burger, whiskey, and cigars.