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Things To Do

Southport Beach

Southport Beach

1505 Pequot Ave, Southport, CT 06890

The spot where we got engaged! It’s a beautiful place to take a walk, or relax by the water. In the mornings, The Tasty Yolk parks their food truck nearby—grab a Fatone (our favorite) and enjoy the view. We recommend ordering ahead online!

Harborview Market

Harborview Market

218 Harborview Ave, Bridgeport, CT 06605

One of Megan’s favorite spots in the area, Harborview Market is tucked into a residential neighborhood and has a cozy, homey feel. It’s especially popular on weekends, so we recommend getting there early. Grab a Nutella croissant or a chocolate chip cookie, then take a short walk over to St. Mary's by the Sea (about 20 minutes) to enjoy your coffee on the benches and watch the boats come into the harbor.

Downtown Fairfield

Downtown Fairfield

1451 Post Rd, Fairfield, CT 06824

Take a stroll down Post Road to explore local shops, coffee spots, and restaurants. It’s an easy and fun way to spend an afternoon.

Firehouse Deli

Firehouse Deli

22 Reef Road, Fairfield, CT 06824

A go-to for classic sandwiches—quick, casual, and always good. You can't go wrong with their breakfast sandwiches or the Red Gate sandwich.

Downtown Westport

Downtown Westport

59 Post Rd E, Westport, CT 06880

Perfect for a little shopping and wandering, with a mix of local boutiques and well-known brands.