Long Weekend of Romance: Bridgeport, Connecticut
Explore the charm of Bridgeport and fall in love all over again.
22 April 2023
Sophie Watts
US Travel Writer
Bridgeport, located in Connecticut, offers a romantic getaway where couples can enjoy sightseeing, dining, and outdoor activities. Couples can explore the unique architecture, visit museums and art galleries, or stroll through the Seaside Park for a picnic. From romantic dining to cozy accommodations, Bridgeport is the perfect destination for couples seeking a getaway.
Travel plan
Getting latest place information
- -Check into the luxurious Housatonic Riverfront Hotel, featuring stunning views of the Housatonic River and stylish modern décor.
- -Stroll hand in hand through Seaside Park, a beautiful waterside retreat with peaceful walking paths and scenic views of the Long Island Sound.
- -Head to Sugar and Olives, a farm-to-table restaurant offering creative and delicious seasonal dishes made with fresh and locally-sourced ingredients.
- -Indulge in a couples massage at the nearby Oasis Spa to start your romantic trip off in the perfect way!
- -Finish the day with a sunset cocktail at the Rooftop Bar, sipping on a delicious cocktail while taking in panoramic views of the city skyline.
- -Visit the newly renovated Barnum Museum, dedicated to the history of P.T Barnum and his circus.
- -Hop over to the Discovery Museum and Planetarium for some interactive science exhibits, including the Challenger Learning Center.
- -Check out the historic Beardsley Zoo, home to over 300 animals from all over the world.
- -Grab lunch at the Main St. Deli, known for its delicious Reuben sandwich and unique peanut butter burger.
- -In the evening, catch a performance at the Klein Memorial Auditorium, showcasing everything from live music to theatrical productions.
- -Head to the Captain's Cove Seaport, a charming marina filled with yachts and sailboats.
- -Charter a boat for a morning of fishing on the Long Island Sound, with local fish like striped bass and fluke up for grabs.
- -Afterwards, grab lunch at the Crab Shell Restaurant, known for its stunning views of the marina and top-notch seafood.
- -Visit Seaside Village, a quaint shopping destination filled with artisanal boutiques and local markets.
- -In the evening, catch the sunset from the top of the unique WPCA Bridgeport, a performing arts venue located inside a historic water treatment plant!
- -Start the day off with a walk through the unique and intricate Park City Mural, a 1,100-foot-long mural covering the wall of a downtown parking garage.
- -Check out the exhibits at the City Lights Gallery, featuring art by regional and national artists.
- -Have lunch at Fire Engine Pizza Company, a family-friendly pizzeria and brewery with an array of creative toppings.
- -End the trip at the Bluefish Stadium, home of the Bridgeport Bluefish Minor League Baseball team. Take in a game and enjoy classic ballgame bites like peanuts and hot dogs!
Length of stay
Type of trip
How to get there
Plane
The best way to get to Bridgeport by plane is to fly into Bradley International Airport, located approximately 50 miles north of Bridgeport, and then drive or take public transportation to Bridgeport.
Car
The best way to get to Bridgeport by car is to drive on Interstate 95 and take the exit for Bridgeport, following the signs to your destination.
Train
One option to get to Bridgeport by train is to take the Metro-North Railroad New Haven Line from Grand Central Terminal in New York City to the Bridgeport Station.
Boat
While there are no direct boat routes to Bridgeport, it is possible to take a ferry from Port Jefferson, Long Island to Bridgeport and then travel by car or public transportation to your final destination.
Bus
Taking a bus to Bridgeport can be done by taking a Greyhound bus from various locations to the Bridgeport Bus Terminal, located in downtown Bridgeport.