Date night in Little Italy / Middletown
Where to eat, drink and end the night in Little Italy / Middletown.
53 spots · Jump to the list
Planning a date night in Little Italy / Middletown? We track 53 spots here — 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, special-occasion restaurants, restaurants with a view and dessert spots, 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.
Sabre Champagne & Wine Bar
Little Italy / Middletown · $$$
The Pool House
Little Italy / Middletown · $$
Frost Me Cafe and Bakery
Little Italy / Middletown · $$
Olala Crepes and Sweets
Little Italy / Middletown · $
Chocolate Cafe
Little Italy / Middletown · $
Showing 49–53 of 53 spots
Good to know
- What are the best date spots in Little Italy / Middletown?
- Our top pick is Sabre Champagne & Wine Bar. The Pool House and Frost Me Cafe and Bakery are close behind.
- Where can we get a drink in Little Italy / Middletown?
- Try The Pool House for cocktails.
- Where can we get dessert in Little Italy / Middletown?
- Try Frost Me Cafe and Bakery, Olala Crepes and Sweets and Chocolate Cafe for something sweet.