
Date night in Little Italy / Middletown
Where to eat, drink and end the night in Little Italy / Middletown.
56 spots · Jump to the list
Planning a date night in Little Italy / Middletown? We track 56 spots here — places for dinner, bars and spots for dessert — and the best-rated of them are below, editors' picks first.
For one kind of night, the Little Italy / Middletown guides plan the whole evening: rooftop bars, cocktail bars, live music venues, special-occasion restaurants, restaurants with a view, dessert spots and activities, 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 Little Italy / Middletown
Editors' picks first, then by rating.

Olala Crepes and Sweets
Little Italy / Middletown · $

Chocolate Cafe
Little Italy / Middletown · $

Kettner Exchange
Little Italy / Middletown · $$$

TopSail
Little Italy / Middletown · $$

Sabre Champagne & Wine Bar
Little Italy / Middletown · $$$

Frost Me Cafe and Bakery
Little Italy / Middletown · $$

The Pool House
Little Italy / Middletown · $$
False Idol
Little Italy / Middletown · $$
Showing 49–56 of 56 spots
Good to know
- What are the best date spots in Little Italy / Middletown?
- Our top pick is Olala Crepes and Sweets. Chocolate Cafe and Kettner Exchange are close behind.
- Where should we eat in Little Italy / Middletown?
- Try Kettner Exchange and TopSail for dinner.
- Where can we get a drink in Little Italy / Middletown?
- Try Kettner Exchange, The Pool House and False Idol for cocktails.
- Where can we get dessert in Little Italy / Middletown?
- Try Olala Crepes and Sweets, Chocolate Cafe and Frost Me Cafe and Bakery for something sweet.


