Upper West Side First Date Ideas

Underrated first date neighborhood. There are a few great staples, good happy hours and rarely too crowded. Also very accessible from anywhere on the west side.

Best First-Date Bars in Upper West Side

Be wary soldier, it's a first date

Casual first drink 🍸

e's BAR: Website

Address: 255 W 84th St

Happy Hour: 4-7pm Mon-Fri

Expected Check: $45-60 (2 drinks each)

Reservations: Not necessary

Move to light bites? 🥟

Vin Sur Vingt – UWS: Website

Address: 2398 Broadway

Happy Hour: 4-7pm Mon-Fri

Expected Check: $65-85 (1 drink/pp + apps)

Reservations: Recommended - Resy

Ditch 'n Drink 🍺

Amsterdam Ale House: Website

Address: 340 Amsterdam Ave

Happy Hour: 4-8pm Mon-Fri

Expected Check: $55-75 (4-6 beers)

Reservations: Not necessary

📍 Venue Locations & Walking Directions

Hinge match out of my league, step it up

Fancy dinner 🍽️

The Milling Room: Website

Address: 446 Columbus Ave

Happy Hour: No HH

Expected Check: $120-180 (dinner + drinks)

Reservations: Required - OpenTable

Seal the Deal

Prohibition: Website

Address: 503 Columbus Ave

Happy Hour: 4:30-6:30pm Tue-Fri

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

Reservations: Recommended - Resy

📍 Venue Locations & Walking Directions

Walkable First-Date Flows

🔮 Upper West Side date vibes

Suburban NYC, quiet, less crowded but still some lively spots. One good option is to go Museum of Natural History, then happy hour. What's more romantic than looking at exhibits of various waterfowl native to North America?

💸 How much will this neighborhood set me back?

Mid-range with options. The Milling Room can get pricey ($100-150 for dinner), but e\, Vin Sur Vingt, and Amsterdam Ale House keep it reasonable. Prohibition is dive prices. You can do a full night for $80-120, or keep it under $70 if you stick to the cheaper spots.

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