Best Romantic Restaurants in Gramercy & Flatiron (10010)
9 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
Eleven Madison Park
A three-star-level tasting experience defined by choreography and detail.
Essential Picks
9.0
A formal, art-deco tasting-menu institution where precision and pacing are the product as much as the food. The room is built for milestone nights and high-stakes hospitality, with a choreographed service style that rarely slips.
Must-Try Dishes:
Seasonal tasting menu (chef’s full progression), House bread + cultured butter service, Dessert course progression
What makes it special: A three-star-level tasting experience defined by choreography and detail.
Notable Picks
8.8
A grand, supper-club-leaning steakhouse with a dim glow, plush seating, and date-night energy that feels intentionally theatrical. Come for prime rib and classic tableside rhythms, and treat it as a long, conversation-forward meal.
Must-Try Dishes:
Prime rib, Steak frites, Tableside Caesar
What makes it special: A glamorous steakhouse night with French-leaning refinement.
#3
Junoon
8.8
A tasting-menu-driven modern Indian room where the best meals feel like a paced progression—small bites, a tight run of mains, and a composed finish. Big flavors, polished technique, and steady execution make it a destination when you commit to the chef’s arc instead of trying to “sample everything.”
Must-Try Dishes:
Eggplant chaat, Nadru ghost chili korma, Lamb chops
What makes it special: A chef-directed Indian tasting progression with Michelin-level ambition and pacing.
#4
Upland
8.4
A polished Park Avenue South New American room that’s strongest when you order in a tight, shareable arc—one bright starter, one pasta, then a main that anchors the table. It’s a reliable “bring anyone” restaurant with enough energy for nights out and enough comfort for repeat dinners.
Must-Try Dishes:
Cacio e pepe, Little gem salad, Sausage and kale pizza
What makes it special: A crowd-pleasing New American menu that rewards tight, shareable ordering.
8.3
Vibes:
Trendy Table Hotspots
Girls Night Out Approved
Group Dining Gatherings
Instagram Worthy Wonders
A massive, scene-forward dining room where the sushi program shines most when you sit at the counter and treat it like a structured Japanese meal, not a greatest-hits sampler. The experience is built for groups and big nights, with sleek presentation and a menu that rewards keeping your order tight and fish-focused.
Must-Try Dishes:
Assorted nigiri set, Toro-focused sushi course, Uni-forward bites
What makes it special: A high-production Japanese counter inside a huge, nightlife-scale room.
8.3
A polished, crowd-pleasing Italian room that leans into pastas and easy-to-love plates in a bright, modern setting. It’s a reliable move when you want an Italian dinner that feels social and current, with a menu designed for broad appeal rather than deep-niche regional specificity.
Must-Try Dishes:
Cacio e pepe, Rigatoni vodka, Tiramisu
What makes it special: Modern Italian comfort with a menu built for shareable crowd wins.
#7
BLACKBARN
8.1
Vibes:
Trendy Table Hotspots
Business Lunch Power Players
Group Dining Gatherings
Instagram Worthy Wonders
A big, modern American room near Madison Square Park where ribs are a long-cook special: beef ribs with a sweet-heat rub and steakhouse-adjacent sides. The best experience is treating it like a composed entrée—ribs plus one crisp counterbalance—rather than stacking heavy add-ons.
Must-Try Dishes:
Eight-Hour BBQ Beef Ribs, BLACKBARN Burger, Mushroom Ravioli
What makes it special: Slow-cooked beef ribs with a chipotle-orange rub in a big-room setting.
#8
Il Fiorista
8.0
A floral-forward Italian room where the romance is baked into the setting—botanicals, soft lighting, and a steady aperitivo vibe. It shines most when you order lightly and elegantly: one pasta, one vegetable, one dessert, then leave on a high note.
Must-Try Dishes:
House-made pasta, Seasonal crudo, Tiramisu (or seasonal dessert)
What makes it special: A botanical Italian room that feels made for dates.
Worthy Picks
7.9
A seasonal rooftop greenhouse that wins on visuals, not quiet intimacy—best for a playful, photo-forward romantic night. Treat it like a shared-plates date: one spritz-style drink each, one pasta, one protein, then call it.
Must-Try Dishes:
Seasonal pasta, Charred vegetables, Tiramisu (seasonal)
What makes it special: A rooftop greenhouse scene that turns dinner into an event.