5 Days of Romance and Adventure in Bridgeport

Fall in love with Bridgeport: A romantic getaway like no other.

22 April 2023

Bridgeport offers a romantic escape with its beautiful parks, waterfront views and serene atmosphere. Enjoy a romantic stroll through Seaside Park or indulge in a candlelit dinner at one of the many exquisite restaurants in the city. For a unique experience, take a sunset cruise on Long Island Sound and watch the sun dip below the horizon with your special someone.

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Travel plan

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Day 1

Exploring Downtown Bridgeport

  • Check into the beautiful Delamar hotel in the heart of downtown
  • Take a stroll through McLevy Green and admire the historic Barnum statue
  • Visit the elegant Klein Memorial Auditorium and catch a show or concert
  • Indulge in dinner at the locally loved Ralph 'n' Rich's with romantic low lighting and a delicious Italian menu
Day 2

A Day at the Beach

  • Drive to beautiful Penfield Beach for a day of sun and relaxation on the sand
  • Take a walk on the pier and enjoy the lovely ocean views
  • Rent a kayak or paddle board and get active on the water
  • Enjoy a casual lunch at the laid-back Ripka's Beach Cafe
  • Catch the sunset and head back to the Delamar for a romantic evening of champagne and soaking in the luxurious bathtub
Day 3

A Visit to the Seaside Park

  • Explore the beautiful Seaside Park, filled with lush greenery and ocean views
  • Take a dip in the impressive beachfront pool
  • Walk to the Bridgeport Zoo and visit the adorable animals
  • Have lunch at the charming and picturesque Cafe Tavolini with an Italian menu
  • Spend the evening at the hotel's spa and indulge in a couple's massage
Day 4

Exploring Nature in Connecticut

  • Drive to the stunning Beardsley Zoo and see the exotic species
  • Take a hike and explore the hidden gems of Macedonia Brook State Park
  • Try lunch at the popular vegan restaurant Bloodroot in nearby Bridgeport
  • Head to the scenic Connecticut River and take a boat tour to see the beautiful foliage
  • End the evening with dinner at the hotel's Artisan Restaurant and enjoy delicious locally-sourced cuisine
Day 5

A Taste of Bridgeport's Culinary Scene

  • Explore the trendy Black Rock neighborhood and have brunch at the hip Harborview Market
  • Visit the Bridgeport Art Trail and admire the local artists' creations
  • Satisfy your sweet tooth with a visit to the renowned DiMare Pastry Shop
  • Have a romantic dinner at the upscale Barcelona Wine Bar with tapas and an extensive wine list
  • End the night with a stroll around the city and soak up the adorable charm of Bridgeport.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

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.

Destination

Bridgeport

Welcome to the land of bridges and ports! Where everyone knows how to cross a river in style and sail off into the sunset.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Big Adventures in Bridgeport: A Day Trip Guide

Bridgeport, located in the state of Connecticut, is a perfect travel destination for history buffs and nature lovers. Tourists can indulge in various outdoor activities like hiking, biking, and fishing at nearby places like Seaside Park and Beardsley Zoo. The city also boasts a fascinating maritime history that can be explored through visits to the Barnum Museum and the Port Jefferson Ferry.

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.

Weekend Guide: Explore Bridgeport, CT's Charm!

Bridgeport is a quaint city in Connecticut that offers various attractions to explore. A tourist must visit the Discovery Museum and enjoy a scenic view of the Seaside Park. The food scene in Bridgeport is diverse and offers an array of seafood dishes.

Quirky Bridgeport: An Offbeat Family Getaway in 5 Days!

Bridgeport, located in Connecticut, offers a perfect family-friendly trip for all ages. With its renowned Beardsley Zoo, children can explore and learn about various species in a safe and educational environment. Additionally, families can enjoy outdoor activities at the beautiful Seaside Park, which offers picnic areas, playgrounds, and stunning water views. Lastly, a visit to the Discovery Museum and Planetarium guarantees an interactive experience that will engage and entertain both children and adults, making Bridgeport an excellent destination for a seamless family getaway.