A date plan
Date · Upper East Side · $$
Start with rustic Italian romance and wine at Felice 64, then cap the night with craft cocktails in vintage charm at The Penrose Bar.
Upper East Side · $$$ · Wine bar · Bar
Felice 64 nails the date-night formula: warm lighting, a thoughtful Italian wine list, and the kind of intimate rusticity that makes you want to linger. Order something shareable—their small plates are built for two—and let the vintage details and relaxed sophistication set the mood.
~1.0 mi — consider a cab or the subway. Both spots sit comfortably on 1st Ave, just a short walk apart. As you head north toward The Penrose, notice how the neighborhood's quiet charm intensifies—you've left the busier commercial stretch behind for UES's genuine neighborhood feel.
Upper East Side · $$ · Cocktail bar · Bar & grill
The Penrose Bar is where the evening takes a turn toward nostalgia and craft. Reclaimed wood, vintage wallpaper, and old-fashioned cocktails create a cozy, lived-in vibe that feels a world away from the bustling avenue outside—perfect for lingering over a nightcap.