- Our list of the best things to do in Westport, Connecticut, features the top 290 nearby activities — including 110 great attractions with user approval ratings of 90% or more!
- Westport, CT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Entertainment & Shows, Museums & Galleries, and Sights & Landmarks.
- The results below include the top 13 things to do within the city of Westport, CT , followed by 277 popular activities in nearby cities, including Norwalk, Stratford, Ridgefield, Fairfield, Bridgeport, Stamford, Danbury, Milford, Port Jefferson, New Haven, Greenwich, White Plains, Trumbull, Smithtown, West Haven, Shelton, Glen Cove, Southbury, Huntington Station, Port Chester, Commack, Plainview, Coram, Cooperstown and Carmel
Showing 1-10 of
1415
0.0 Miles
During the 90-minute class, wine experts teach visitors to distinguish grape variety, vintage, and region
0.2 Miles
Located in Westport, Connecticut, the Westport County Playhouse is a professional theater heavily involved in community outreach and arts education. It is a registered non-profit organization that offers reasonable ticket prices and welcomes interested volunteers
1.3 Miles
Dedicated to sustainable ecology, ethical agriculture and wildlife preservation, Earthplace is a unique attraction in Westport, Connecticut. Its offerings include preschool, after-school programs, summer camps and plenty of volunteer opportunities.
2.4 Miles
Located in Westport, Connecticut, Compo Beach is a municipal beach that is tremendously popular in the spring and summer. In addition to its immaculate beach, the surrounding park offers tennis courts, a skate park, and opening skating zone, a softball field and a large field for other sports.
0.4 Miles
79%
130 votes
Sherwood Island Connector, Westport, CT 06880
MoreLess Info
Westport's Sherwood Island State Park is open throughout the year. This 235-acre park has a gorgeous beach, lush grasslands and an art gallery. Park admission is free, but parking fees are in effect between Memorial Day and Labor Day.
1.0 Miles
100%
14 votes
Imperial Avenue Commuter Lot, Westport, CT 06880
MoreLess Info
Originated with the help of Paul Newman, the Westport Farmers' Market hosts 45 vendors, all offering non-GMO and organic foods. The market also features yoga displays, chef demonstrations, and other events.
2.5 Miles
Situated at the highest point in Westport, the Rolnick Observatory is an observatory dome that sits on the top of an old NIKE radio tower. The site houses a Newtonian reflector.
0.3 Miles
Winslow Park is a spacious community park that features large off-leash area for dogs along with a dog water fountain. There are also walking and biking trails, picnic areas, and gardens.
0.3 Miles
100%
2 votes
40 Jesup Road, Westport, CT 06880
MoreLess Info
The Levitt Pavilion boasts one of the largest and longest free outdoor festivals in the nation. Enjoy a frequently free (sometimes ticketed) event from their graded grass seating, enjoy a snack, beer, or stroll along the river-walk at new pavilion.
0.1 Miles
Music Theatre of Connecticut is a provider of musical theatre performance and training. They produce an annual series of Equity productions featuring New York professionals, six annual student productions, and a conservatory-style school of performing arts with curriculum-based training.
1.1 Miles
Located nearby the Saugatuck River, Longshore Tennis Courts is comprised of nine lighted courts with a Har-Tru playing surface. The facility offers both open and reserved play as well as reservations for parties and private events.