Westport, CT


Westport Compo Beach

Ranked number one in education, as well as the top position overall for all towns in Connecticut of its size (Connecticut Magazine "Rating the Towns", November 2011), Westport boasts a scenic coastline and historic past. The town Westport lies just 47 miles northeast of Manhattan in Fairfield County, and offers a community of country charm and urban sophistication, with nationally-acclaimed public and private schools. Within its small town feel, Westport boasts premier shopping in its bustling downtown center along the banks of the winding Saugatuck River. Nearby, the town’s artistic roots proudly shine with The Westport Country Playhouse, recently-renovated under the leadership of Joanne Woodward. Its red barn structure, built in 1835, is listed on the The Connecticut Register of Historic Places. Plentiful public spaces for Westporter’s enjoyment include the stately brick Westport Public Library, the Levitt Pavilion for the Performing Arts with its renowned outdoor concerts under its amphitheater shell, and the popular Toquet Hall, the town’s teen center where future musical talents showcase their skills. Dining in Westport is a delight, with a plethora of eateries where one can savor the finest fare at exciting restaurants with foods ranging from local organic farms to international haute cuisine.Westport Playhouse and Dressing Room Restaurant

Summertime in Westport brings out the best of its coastline, with the beautiful beaches and calm waters of Long Island Sound. The 29-acre Compo Beach-Longshore Complex includes a concession stand, bath houses with lockers, picnic areas with grills, a huge wooden playscape, basketball and volleyball courts, a softball field, and even “open-skate” areas come winter. If you’re a golf enthusiast, Longshore prides itself with a challenging 18-hole public golf course, along with an array of other sport facilities like tennis, sailing, kayaking, and swimming pools overlooking the Sound. Rounding out the public beaches are Old Mill, Burying Hill, Cockenoe Island Beach, and the expansive Sherwood Island Beach and State Parks.

Westport's Winslow Dog ParkIn town, Westporters enjoy the open space of Winslow Park for peaceful strolls, winter sledding on its gently-rolling hills, and trekking the 2.2 miles of “off-leash” dog walking trails for furry friends and their owners. The Nature Center for Environmental Activities is a 62-acre preserve dedicated to environmental education, conservation, and preservation. Take time to enjoy the interactive educational displays or be “hands-on” at the 250-gallon Marine Tank. There is something for everyone of all ages!

Westporters are also passionate about their community—they get involved—whether marching in the Memorial Day Parade; gathering for the annual Minute Man Race with its one-mile, open water swimming race; or celebrating New Year’s Eve at First Night, with family fun and fireworks over the Saugatuck River. Volunteering is a way of life in Westport, with its myriad opportunities ranging from the PTA, to Sunrise Rotary, the Young Woman’s League, and Wise Men and Wise Women, to name just a few.

Wesport CT Memorial Day Parade Small Town Tradition