Sadly, my first visit to this tiny Georgetown bakery was cookie-less. The woman inside the shop (who appeared to be the only baker there at the moment) informed me she'd just sold the last chocolate chip cookie for the day. Thankfully, I secured a freshly baked one the next morning, right after they were baked. I can understand this medium-sized cookie's popularity: crisp edges, a chewy center, and clusters of rich chocolate come with every bite. High quality chocolate makes this cookie ($2.50 each) easily one of the best in the District.
Tryst Coffeehouse Bar & Lounge
Tryst's cozy atmosphere invites you to sink into an oversized armchair, sip a cup of coffee, and munch on one of their tasty chocolate chip cookies. This laid-back Adams Morgan coffee house offers an attractive, golden brown cookie stuffed with big, soft chunks of chocolate. The cookies ($2.20 each) are baked all the way through, giving them a cake-like rather than chewy consistency.
Sticky Fingers Sweet & Eats
Well-known for its cupcakes, this 100% vegan bakery in Columbia Heights also bakes a quality chocolate chip cookie. What makes a chocolate chip cookie vegan? Chocolate is made from cacao beans, so naturally, it is vegan. However, additives such as milk or other animal products can make chocolate a poor choice for vegans.
I tried two varieties of chocolate chip cookies: vegan and gluten-free vegan. Both were freshly baked, but I preferred the regular vegan cookie ($1.99 each). Chocolate that doesn't overpower combined with a slightly under baked, chewy center and crisp edges make this cookie one of the most well-balanced on my list.
The Blind Dog Cafe at Darnell's
Filled with high quality Guittard milk and dark chocolate chips, this is truly the chocoholic's cookie. Break one apart and you'll find continuous layers of melted, chopped chocolate. Black Strap Bakery, which operates from inside the tiny but cozy cafe near Howard University, bakes their cookies ($2.00 each) throughout the day to ensure freshness. Have a pile of napkins nearby, though, because this is one of the messiest cookies out there. It's more chocolate than cookie, and if that's your thing, then it's absolute heaven.
Uncle Chip's Cookies
This bright teal bakery stands out in the surrounding Truxton Circle neighborhood and so does its chocolate chip cookies. Head Baker Shannon Boyle opened Uncle Chip's in 2010, inspired by bakeries in her hometown of San Francisco. Thick, buttery cookies ($2.20 each) filled with soft chocolate chips, a perfectly chewy center and crisp edges make Uncle Chips' a top contender. You can order these cookies online by the dozen and bring them to a picnic or party (or eat them all yourself!).
Captain Cookie & the Milkman
Kirk Francis, a.k.a. Captain Cookie, baked his first cookie when he was four and has been obsessed ever since. Now 27, Francis believes he's found the perfect cookie recipe. Clad in a Cookie Monster winter hat, Francis sells his cookie creations ($1.25 each) and locally made ice cream from his mobile bakery in various spots around the city. Francis' cookies come straight from the oven inside the truck. His chocolate chip reflects his winning formula: a freshly baked cookie with rich, melty chocolate.