Inspiration

Best Date Spots in Connecticut

last updated: March 2025

Coming up with a date idea is no easy feat – whether you’re planning a first date, third date, a big anniversary, or something special with that special someone. To ease the stress, we've put together a list of stellar CT date spots guaranteed to impress !

First Date

So you have the jitters, you’re a little nervous and you can’t figure out what to wear. Let’s face it, first dates can be intimidating, so it’s great to go out and do an activity together to help break the ice. Get a complete guide to first dates in Connecticut here.

Firehouse 12, New Haven

This venue has its own music studio, food, and a full-service bar.

Little Barn, Westport

Share a bite and enjoy live music at this colorful spot along the Post Road.

Bar Trivia, Statewide

Show your smarts, share some laughs, and sip a drink at a bar trivia night.

Newly Dating

You’ve been “official” for 31 days, 12 hours and 15 minutes – so now what? If you’re looking for something fun to do on a weeknight or even a weekend, check out:

Black-Eyed Sally's Southern Kitchen & Bar, Hartford

Black-Eyed Sally’s, Hartford

It's Hartford’s go-to place for Cajun cuisine & more.

Willimantic Brewing Company, Willimantic

Enjoy a casual bite & a craft brew from "Willibrew," found in a former 1909 post office building.

Mohegan Sun, Uncasville

Mohegan Sun Casino, Uncasville

One-stop spot for endless entertainment, terrific restaurants and more ways to play.

Foxwoods Resort Casino, Mashantucket

Enjoy a night jam-packed with dancing, dining, concerts or fun at the tables.

Special Date for Mom & Dad

When was the last time you went on a real date since becoming parents? Take a night off from being masters of the universe to enjoy each other. We recommend a wine tasting at one of Connecticut’s beautiful vineyards. Below are a few options to consider.