PLAN DATE: THURS / JUNE 20
If you want to feel like you’re taking your date over to a friend’s place but with really good food, head over to ole Joseph Leonard. It feels rustic and delightfully crowded with furniture, like a cabin or a mountain diner, with whitewashed brick, unfinished wood bar and shelves stacked with dishware and framed art. On the menu is New American fare like duck breast, stuffing with bacon and gruyere, and fried artichokes. The staff is friendly and chatty and sure to make you feel even more at home.
Whether you’re a jazz enthusiast or just want to try it out in one of the best venues in the city, Village Vanguard will have you purring like the jazz cats that play there. This historic club has hosted legends like Miles Davis and John Coltrane and continues to bring in great acts. The space is small, dark, and intimate, with an audience that really gets quiet and listens to the jazz. Don’t worry if you and your date need to loosen up to get into it—the staff slings cocktails out fast.
170 Waverly Place, Manhattan
idk tip: The place is small so make a reservation.
The Way Station
178 7th Avenue South, Manhattan
idk tip: Grab tickets online to beat door prices.