My Girl

A late-night cocktail lounge for Post Office Square after dark

If you're wrapping up a dinner in the Financial District and want somewhere to settle into a second drink without committing to a full bar crawl, My Girl at 10 Post Office Square is worth knowing. This is a cocktail lounge with small bites, positioned in one of Boston's more corporate daytime neighborhoods — which works in your favor come evening, when the lunch crowd has long cleared out and the room gets a quieter, more considered atmosphere.

The occasion match here is specific: a couple looking for a low-pressure late-evening option, or a small group that wants cocktails and something to eat without the volume of a full bar scene. If you've been once and ordered the obvious, the second visit is the right time to go deeper into the small bites menu and treat this as a proper pre- or post-dinner stop rather than a destination in itself.

Timing shapes the experience here. Earlier in the evening, the Financial District crowd can tip the room toward a post-work feel. Come later — after 8 PM on weekdays, or any time on weekends when the office traffic has thinned, and the lounge format comes into its own. For the cocktail program specifically, this is a venue that fits better as a late stop than an opener.

Visually, Post Office Square is one of the more handsome addresses in this part of Boston, with the park and surrounding architecture giving the block a different quality from the busier streets nearby. That setting carries some weight when you're choosing between financial district options that can feel interchangeable after dark.

Booking is easy, walk-ins are the norm for a cocktail lounge at this address, and there's no indication that you'll struggle to find a seat outside of unusually busy weekend nights. For comparable nights out in Boston, Equal Measure and Asta operate with more structured programming, so My Girl's low-commitment entry point is a genuine differentiator.

Price range and hours are not confirmed in our data, so verify current details directly before you go. The cuisine type is cocktails and small bites, which sets the expectation correctly: this is a drinking venue with food support, not a kitchen-led room.

For more options in the city, see our full Boston bars guide, our full Boston restaurants guide, and our full Boston hotels guide. If you're exploring further afield, Bar Leather Apron in Honolulu, Jewel of the South in New Orleans, and Julep in Houston represent some of the stronger cocktail-lounge formats in the US right now for comparison. Boston's own Baleia and Abe & Louie's are worth knowing too if your evening calls for more food weight. See also our full Boston wineries guide and our full Boston experiences guide.