- Our list of the best things to do in Bridgeport, Connecticut, features the top 316 nearby activities — including 126 great attractions with user approval ratings of 90% or more!
- Bridgeport, CT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 18 things to do within the city of Bridgeport, CT , followed by 298 popular activities in nearby cities, including New Haven, Norwalk, Stratford, Ridgefield, Fairfield, Hamden, Stamford, Milford, Danbury, Port Jefferson, Branford, Westport, Trumbull, West Haven, Smithtown, Southbury, Shelton, Greenwich, Woodbury, Cheshire, Coram, Commack, Naugatuck and East Haven
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38.3 Miles
The Stonecrop Gardens, offering colorful scenic views that change with the seasons, are a diverse collection of gardens, waterways and woodlands. The gardens are historic, having been the original home of Anne and Frank Cabot
38.3 Miles
The Paramount Hudson Valley is a traditional theatre in every sense of the word. Ornate architecture and grand red velvet curtains take visitors back to another time as they enjoy live operas, concerts, ballets, plays and cinema.
38.3 Miles
Hosting live performances during the weekend, visitors at BeanRunner Cafe can see local musicians perform while enjoying a cup of coffee and baked goods. It also regularly hosts comedy performances.
38.3 Miles
Named for benefactor Chauncey Depew, Depew Park & Pool is situated on 175 acres of mostly wooded terrain. The park provides athletic fields and courts, a swimming pool, nature trails, a fishing lake, picnic facilities and a children's playground.
38.3 Miles
An archive and showcase for the photographic works of internationally renowned artist Victor Gagliardi, the Gagliardi Studio & Gallery features an archive of museum-quality images produced in limited numbers for purchase.
38.3 Miles
The Elmwood Playhouse hosts off-broad way shows of high caliber during their show season. Classes, workshops, and special events are held regularly in the theater complex which includes scene creation, prop and costume work, green room, and rehearsal studios.
38.4 Miles
29 Chestnut Hill Rd, Litchfield, CT 6759
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Enjoy a leisurely stroll through the rolling grounds of Haight-Brown Vineyard in Litchfield, Connecticut, then head to the tasting room or the wine shop. The shop also sells gourmet foods, cookbooks and kitchen utensils.
38.4 Miles
Hudson Highlands State Park is 6,000 gorgeous acres of mostly undeveloped natural land. Frequented by guests most popularly for the extensive offering of hiking trails, the park is also great for sightseeing, kayaking and canoeing.
38.4 Miles
Offering sunset and winetasting cruises, the Trinity Cruise Company offers a romantic getaway on the water. The company invites guest aboard their 'Evening Star' and offers drinks, light fare and scenic views.
38.4 Miles
People, events and objects of historical times in Peekskill and Cortlandt are highlighted at Peekskill Museum. Seven display rooms are offered with exhibits like historic maps, children's toys and cookware from past decades.