Long Weekend of Romance: Bridgeport, Connecticut

Explore the charm of Bridgeport and fall in love all over again.

22 April 2023

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
Day 1

Romantic Arrival in Bridgeport!

  • -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.
Day 2

Discovering Bridgeport's History

  • -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.
Day 3

Outdoor Adventure in Bridgeport

  • -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!
Day 4

Last Day in Bridgeport

  • -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!

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.

More travel plans

Escape to Romantic Bridgeport: A Hidden Gem Guide

Bridgeport, located on the coast of Connecticut, offers a romantic getaway filled with scenic beauty and rich cultural experiences. Visit the Beardsley Zoo, Seaside Park, and the Webster Bank Arena for a memorable trip. Enjoy the intimate ambiance of the Blue Martini Lounge and indulge in delicious cuisine at the historic Captain's Cove Seaport.

The Ultimate 5-Day Budget Adventure in Bridgeport

Bridgeport, located in Connecticut, is a great destination for budget travelers as it offers a range of free activities. Explore Seaside Park, a beach park with stunning views, or visit the Beardsley Zoo, a beautiful park with exotic wildlife, both with free admission. Finish off your trip with a walk through downtown Bridgeport, where you can admire historic architecture and sample delicious local cuisine at affordable prices.

Bridgeport on a Budget: A Day of Adventure

Bridgeport is a small city located in Connecticut with a rich history and cultural sites that can be explored on a limited budget. Visitors can enjoy the Beardsley Zoo, The Discovery Museum, and the Bijou Theatre without breaking the bank. Affordable accommodations can also be found in the nearby town of Stratford, making it an ideal destination for budget travelers.

Romantic Getaway: Bridgeport Day Trip Itinerary

Take your partner on a romantic getaway to Bridgeport and enjoy the scenic beauty of Seaside Park. Explore the vibrant art scene at the Housatonic Museum of Art and catch a show at the Downtown Cabaret Theatre. With a wide range of dining options, Bridgeport promises to be the perfect destination for a romantic trip.