- 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
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44.9 Miles
Shelving Rock Falls is a scenic attraction that is part of the Lake Georgia system. A waterfall accessed by an unmarked hiking trail, it offers impressive views for curious hikers.
44.9 Miles
An ideal place for nature enthusiasts and bird watchers, Wadsworth National Park offers hiking trails that lead to scenic waterfalls. Swimming is also admitted in safe areas of the park.
44.9 Miles
Peter's Memorial Woods is a heavily wooded hiking area for intermediate to experienced hikers. Visitors will find a main trail with six side trails branching off. The trails vary in difficulty - with some being steep, rocky, and relatively challenging.
44.9 Miles
Featuring its own grape presser, Corrado's Wine & Beer Making offers a variety of supplies to get visitors on their way to brewing their own beer. The shop provides hardware in addition to yeast and fruit kits.
44.9 Miles
As an indoor jumping facility, Pump It Up offers an inflatable playground for visitors to bring their children to. Visitors can purchase a party package, such as the Adventure Party package, that includes a private session for jumping.
44.9 Miles
Benmarl Winery is a scenic winery and tasting room nestled in the Marlboro hills. The winery features a wide variety of wines such as vintage merlots, cabarets and whites, as well as an on site bed and breakfast.
45.0 Miles
Visit Brooklyn Bridge Park for a ride on Jane's Carousel, a historic attraction built in 1922 by the Philadelphia Toboggan Company. All ages are welcome to ride.
45.0 Miles
Overlooking the Hudson River Valley, the Benmarl Vineyards & Winery is actually the oldest vineyard in America. Public events are held at the site during the peak summer months, and there is an on-site bed and breakfast.
45.0 Miles
TrBeCa, which stands for Triangle Below Canal, is a rather quiet neighborhood in New York City that features shops, art galleries, and some of the most highly-acclaimed restaurants in New York City. The location is within travelling distance from Wall Street, Little Italy, and Greenwich Village.
45.0 Miles
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199 Chambers St., at Greenwich St., New York City, NY
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The Tribeca Performing Arts Centre offers visitors the opportunity to watch theatre, dance, and music shows. The location also hosts an educational theatre program for school groups, offering performances such as circuses and plays.