Date night in Upper West Side
Where to eat, drink and end the night in Upper West Side.
41 spots · Jump to the list
Planning a date night in Upper West Side? We track 41 spots here — places for dinner, bars and things to do outdoors — and the best-rated of them are below, editors' picks first.
For one kind of night, the Upper West Side guides plan the whole evening: wine bars, cocktail bars, live music venues, special-occasion restaurants, activities and arcades & games, each with dinner and a last stop within walking distance.
Nights people planned here
Published date nights with a stop on this list.
The best date spots in Upper West Side
Editors' picks first, then by rating.

The Wallace Lounge
4.3(19)Upper West Side · $$$$

The Owl's Tail
4.3(18)Upper West Side · $$

Smoke Jazz Club
4.3(7)Upper West Side · $$$

Old John's Diner
4.3(4)Upper West Side · $$

Tarallucci e Vino - Upper West Side
4.2(23)Upper West Side · $$

Ashford & Simpson’s Sugar Bar
4.2(19)Upper West Side · $$

Caledonia
4.2(18)Upper West Side · $$

TESSA
4.1(23)Upper West Side · $$$

Tatiana
4.1(20)Upper West Side · $$$$

Dive 75
4.0(13)Upper West Side · $

Raku It’s Japanese ll
3.7(26)Upper West Side

Jake's Dilemma
3.7(18)Upper West Side · $

Riverside Park
Upper West Side · $

Vin Sur Vingt Wine Bar - Riverside Blvd
Upper West Side · $$

Beacon Theatre
Upper West Side

Nine Cases
Upper West Side · $$

Le Vin Coeur
Upper West Side · $$
Showing 25–41 of 41 spots
Good to know
- What are the best date spots in Upper West Side?
- Our top pick is The Wallace Lounge, rated 4.3 out of 5. The Owl's Tail and Smoke Jazz Club are close behind.
- Where should we eat in Upper West Side?
- Try Smoke Jazz Club, Old John's Diner and Tarallucci e Vino - Upper West Side for dinner.
- Where can we get a drink in Upper West Side?
- Try The Wallace Lounge, The Owl's Tail and Ashford & Simpson’s Sugar Bar for cocktails.
- What's the most romantic spot in Upper West Side?
- TESSA, Raku It’s Japanese ll and Nine Cases are the most romantic on this list.
