Upper East Side First Date Ideas

Some say it's the new WV. It's not, but cool spots are popping up and you can keep it north of 72nd st.

Best First-Date Bars in Upper East Side

Be wary soldier, it's a first date

Casual first drink 🍸

The Jeffrey: Website

Address: 311 E 60th St

Happy Hour: 4-7pm Mon-Fri

Expected Check: $50-70 (2 drinks each)

Reservations: Recommended - Resy

Move to light bites? 🥟

Uva: Website

Address: 1486 2nd Ave

Happy Hour: 4-7pm Mon-Fri

Expected Check: $70-90 (1 drink/pp + apps)

Reservations: Recommended - Resy

Ditch 'n Drink 🍺

Ryan's Daughter: Website

Address: 350 E 85th St

Happy Hour: Daily specials

Expected Check: $40-60 (2-3 drinks each)

Reservations: Not necessary

📍 Venue Locations & Walking Directions

Hinge match out of my league, step it up

Fancy dinner 🍽️

Piccola Cucina: Website

Address: 1042 Lexington Ave

Happy Hour: No HH

Expected Check: $100-150 (dinner + drinks)

Reservations: Recommended - OpenTable

keep it tight 🍸

The Penrose: Website

Address: 1590 2nd Ave

Happy Hour: 4-8pm Mon-Fri

Expected Check: $60-80 (2 cocktails pp)

Reservations: Not necessary - Resy

📍 Venue Locations & Walking Directions

Walkable First-Date Flows

🔮 Upper East Side date vibes

Walkable streets, plenty of backup options, and spots for every vibe from dive bars to fancy dinners. The Jeffrey and Uva have solid happy hours, Piccola Cucina steps it up, The Penrose is the dive move if you need to bail.

💸 How much will this neighborhood set me back?

Reasonable with happy hour options. The Jeffrey and Uva both have 4-7pm Mon-Fri happy hours that keep drinks under $10. Piccola Cucina can get pricier ($100-150 for dinner). The Penrose is dive prices. You can do a full night for $70-120, or keep it under $60 if you stick to happy hours.

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