Tavern at Gray Barns

A gorgeous spot for a romantic date night, festive girls’ night, or dinner with parents or in-laws. The decor is stunning (and particularly cozy around the holidays), the cocktails are amazing, and I’ve never had a meal I didn’t love. Make a reservation — it’s worth the drive.
La Tacqueria

Will and I were excited when this new Mexican restaurant opened on the Post Road in Darien. The casual menu and relaxed atmosphere are suitable for families with young kids, but there are always plenty of people enjoying margaritas at the bar too.
La Plage

Waterfront dining in Westport located within the Inn at Longshore. A casual spot for fresh seafood or weekend brunch with beautiful views and a large outdoor patio.
Rosina’s

This cozy Italian restaurant in Greenwich reminds me of some of our favorite restaurants in New York — a loud bar scene with tables packed closely together and some of the best pizza we’ve had outside the city.
Restaurant at Rowayton Seafood

Our all-time favorite spot where we love the fish tacos, lobster spring rolls, and hot lobster roll, but you really can’t go wrong — everything on the menu is delicious. Eat dinner while you watch the boats go by, then walk to Brendan’s 101 for an ice cream cone.
Nomade

Yummy small plates in a stunning interior in downtown Westport. Their pretty patio with hanging rattan light fixturse is the best spot for an outdoor lunch!
AUX DELICES

An easy place to pick up a salad, sandwich, or veggie sides on days you don’t feel like cooking. I love their quinoa and kale salad shaker with sweet potato and maple vinaigrette! There are two locations in Greenwich, one in Darien, and one in Westport.
Sweet Pea’s Baking Company

The perfect spot to grab a bite with a girlfriend with or without little ones in Old Greenwich. I love their caprese panini but they’re known for their homemade cinnamon rolls which are out of this world.
Rosie

A popular brunch spot in downtown New Canaan that’s great for families with young kids. Think standard breakfast fare like breakfast burritos, chocolate chip pancakes, and build-your-own omelettes.
LUGANO

An Italian wine bar with great tapas and pasta dishes in a chic interior in Old Greenwich. Fun for a double date or drinks at the bar with live music on Thursday nights.
Rowayton Market

Where else can you pick up a baguette and fruit or a sandwich and sit on a covered patio overlooking the water? It’s the best spot for a weekend coffee date watching paddle boarders and boats go by.
Roost

A go-to spot for us on weekend mornings on the Post Road in Darien. I love their avocado toast with a side of sweet potato fries.