The best and most memorable dining experiences I've had in Connecticut has been the omakase at Otaru sushi in New Haven. The quality of the meal and service is a bargain when compared to similar offerings in New York City, where the chef and owner worked before starting his own place here. I've eaten at Union League, Millwrights, Tavern in State, and many of the other places listed in the comments. Otaru bests them all, in my opinion.

Winvian is one of the only places I haven't been to that sits atop my list.

I loved on20.

Big fan of present company too. But it's not 20 minutes from new haven.

I recently ate at millwrights and was wildly disappointed.

I’m a chef by trade so let me first say I really respect Tyler Anderson for being a huge proponent of keeping his businesses alive during covid and acknowledge all the accolades he and his team have received.

But man, just overall “meh” experience at Millwrights, over seasoned steak frites, over toasted focaccia app, RARE borderline raw (and I like my salmon mid-rare) salmon. Out of 6 dishes I was pleased with 2, but not the experience I expected.

Union League Cafe

If you're looking to spend nothing is as expensive as NYC around here. But I believe New Havens restuarants are quite close for a fraction of the price. Cast Iron & Union Leauge are great options. Olea as well.

Tyler of Millwright’s was chef at Hamilton Park in New Haven for a minute. Not sure what happened there. They can’t seem to keep a chef long.

One more important consideration. Daycare can be very expensive, if you need it. You can enroll in the public preschool program for ages 3-4, and then start kindergarten if you decide to stay. It is free but you need to enter the lottery system to get in. There are different options for families living in New Haven or in the suburbs, but opportunities for both. Applications are due at the end of February. This was a great experience for us.

https://www.newhavenmagnetschools.com/

I agree, its nothing to write home about...just a decent restaurant on the nicer side, the dishes are hit or miss. Personally I always get the Steak Frites and it has never disappointed. Their Espresso Martini's are on point too.

I forgot about RSVP and also Community Table.

William and Lyon streets are honestly the best-kept secret in New Haven. They’re an often forgotten part of Wooster Square.

Lower rents, same walkability, plus a community garden.

Il Palio Ristorante in Shelton

I found Artisan just OK. Better spots in New Haven. I’d like to try Winvian and also RSVP.

Good to know. I haven’t been yet but it’s on my list.

Union League is always top notch.

No budget = Winvian

Other amazing options in no particular order: Arethusa al Tavolo, Millwrights, Swyft, Shipwrights Daughter

All have amazing food and a great atmosphere. Honorable mention is Artisan which has locations in West Hartford and Fairfield, not quite the same tier but a place where you can go a little more often.

Haven’t tried Luke yet but heard great things

It’s good but Fair Haven is several steps above IMO. And more reasonably priced.

I’d add Rockfish to that.

Also Hachiroku, though I wish they’d get their service figured out.

I’ve heard great things about Luke from friends.

Millwrights in Simsbury, Arathusa in Litchfield, Max Downtown in Hartford

RIP On20, I hope it comes back

Came here to say this

Olea - tasting menu

ION restaurant in Middletown. Vegan, but super delicious even if you're not. Amazing specials, and good cocktails too. Afterward, shuffle across the street to Eli Cannons to pound some beers from their awesome tap selection.

In New Haven, definitely Zinc, followed by Ordinary. A perfect evening.

Second Sayulitas and also consider Millwrights in Simsbury. Do the tasting menu with the wine pairing. My husband and I still talk about our meal we had there in 2020.

I would also add Shell and Bones to this list. I thought the food was fantastic and it has a great view.