Inspiration

Date Spots in Connecticut for Valentine’s Day & Beyond

last updated: October 2024

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 for Valentine’s Day. To ease the stress, we’ve put together a list of some of our favorite Connecticut date spots, broken down by what kind of date you’re planning.

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.

Firehouse 12, New Haven

Firehouse 12

This venue in New Haven has its own music studio and live performances with a full service bar.

City Steam Brewery Cafe, Hartford

City Steam Brewery Café

Let the comedians on stage do all the talking! Here’s a great place in Hartford for live comedy...

Infinity Music Hall (Norfolk), Norfolk

Infinity Music Hall & Bistro

Located in the town of Norfolk, this award winning concert hall and restaurant offers more than 200...

Newly Dating

You’ve been “official” for 31 days, 12 hours and 15 minutes – so now what? If you’re looking for something fun for Valentine’s Day weekend or any weekend – check out:

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

Black-Eyed Sally’s

Hartford’s go-to place for live jazz and blues music, Cajun cuisine and a southern juke joint in an...

Mohegan Sun, Uncasville

Mohegan Sun Casino

Mohegan Sun Casino in Uncasville is the spot for endless entertainment options, terrific restaurants...

Foxwoods Resort Casino, Mashantucket

Foxwoods Resort Casino

Similarly, it’s Foxwoods for a night jam-packed with entertainment – from clubbing, dining, concerts...

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. If you're not up for wine tasting, how about heading to the theater? Take a look at performance calendars at The Bushnell or Hartford Stage to plan a fun night out on the town.