Welcome to Westport

Despite the recent depiction of Westport in the ABC television show “American Housewife” as uber-wealthy and cookie-cutter, in fact this town is rich in history and culture. F. Scott Fitzgerald, Paul Newman, and Joanne Woodward, have all called Westport home. Along with stellar schools, loads of activities, and every sport imaginable, Westport is still a short train ride into the city; there truly is something for everyone in this coastal town.

For the families: It’s no secret that Westport’s public schools consistently rank in the top for Connecticut. Along with a quality education, families have plenty of activities to choose from during their free time – from stellar plays and musicals, sports at Compo or Longshore, walks in the woods, and a nice meal together at the end of a long day. Keep reading to learn more.

For the artsy type: Westport has a long tradition of drawing out the New Yorkers who love arts and culture. The Westport Country Playhouse, is a not-for-profit theater built with the dimensions of a Broadway theater; in fact, many plays produced here have moved on to Broadway. The Levitt Pavilion, recently renovated, features free outdoor festivals in the summer months. Westport Arts Center offers visual and performance art, workshops, classes, and camps.

For the beach enthusiasts: There may be no better public beach along the gold coast than Compo. Adjacent to a marina, the Compo Beach Park includes a boardwalk, pavilion, sand volleyball courts, and a large wooden playscape. If you prefer swimming in a pool, Longshore is just around the corner on the coast, where you’ll also find an 18-hole public golf course, sailing school, and ice rink in the colder months. The restaurant there, Pearl at Longshore, which overlooks the water, is also not to be missed.

For the outdoors-y type: And if nature is your thing, Earthplace Nature Discovery Center maintains 62 acres of walking trails and wildlife sanctuary, and nature center. The annual fall festival is a big draw for families with an apple slingshot competition, corn kernel pits, a Forest Fairyland, obstacle trail and maze, food trucks, and music. Sherwood Island State Park also includes a nature center with displays and experiences with live animals along 283 acres of beach.

For the foodies: Thanks to local restaurateur, Bill Taibi, restaurants like The Whelk and Kawa Ni, are drawing people from all over Fairfield County to Westport for dinner. Both Tarry Lodge and Bar Taco opened outposts here and most recently, Le Penguin from Greenwich recently opened up downtown. It seems like every time you blink there is a new delicious option to choose from – for families, date night, and after dinner drinks.

And if, perhaps, your favorite hobby is shopping – Westport has plenty of that, too, along its Main Street. In fact, the downtown area is currently undergoing a major renovation, which will include more stores and restaurants along with outdoor communal public spaces. We didn’t even touch on Joy Ride spinning, SoulCylce, stand up paddle boarding, as well as the recently opened Bar Method. The list of offerings goes on and on, and it’s constantly growing. Come check it out!


About Cindy Raney

Riverside Realty Group
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