When I lived in NYC for 10 years, I always found that Bridgeport was an easy getaway along Long Island Sound.

If you’re looking for a mix of shoreline charm, local history, and unexpected artsy gems, I always tell people—Bridgeport, Connecticut is worth exploring. I’ve wandered its waterfront parks, ducked into unique museums, and caught live music in spots that feel totally local. It’s the kind of city that surprises you, especially if you take time to explore both its maritime roots and its creative spirit.

Top Things to Do in Bridgeport, Connecticut

  • Spend a day at Seaside Park – I’ve walked this shoreline park more times than I can count. You’ll get sweeping views of Long Island Sound, sandy beaches, picnic areas, and a breezy, laid-back feel. It’s great for families, bike rides, or just catching a sunset.
  • Visit the Barnum Museum – This place fascinated me. If you’re curious about P.T. Barnum—the showman, the legend—you’ll find this museum quirky, educational, and full of surprises. It’s not just for circus fans; it really tells part of Bridgeport’s story.
  • Explore Beardsley Zoo – I’ve brought friends and kids here, and it’s always a hit. It’s Connecticut’s only zoo, and you’ll see tigers, wolves, monkeys, and more. It’s small enough to enjoy in a few hours but packed with great animal encounters.
  • Catch a show at Hartford HealthCare Amphitheater – I’ve seen live music here under the stars, and it’s an awesome venue. You’ll want to check the schedule—big-name acts and local shows alike make for a great night out.
  • Wander around Downtown Bridgeport – I always tell people to check out the downtown district. There’s a creative energy here, with murals, cafés, and spots where you can catch a poetry reading or open mic. It’s got grit and charm in equal parts.
  • Take the ferry to Port Jefferson – I’ve hopped on the ferry across the Sound more than once, and it’s a scenic, relaxing way to spend an afternoon. You’ll get great views and land right in a quaint Long Island town full of shops and restaurants.

Best Time to Visit Bridgeport, CT

I’ve found that late spring through early fall (May–October) is the best time to enjoy Bridgeport. You’ll get mild weather for outdoor festivals, zoo visits, and walks along the beach. Summer brings concerts, food trucks, and farmers markets—plus those classic Connecticut coastal vibes. Winter is quieter, but if you don’t mind bundling up, there are still plenty of museums and indoor performances to keep you busy.

How to Get to Bridgeport, CT

  • By Car: I drive in via I-95 or the Merritt Parkway—it’s an easy route from New York City (about 1.5 hours) or from New Haven in under 30 minutes.
  • By Train: I’ve taken Metro-North’s New Haven Line many times. It’s convenient, affordable, and drops you right in downtown Bridgeport with easy access to attractions.
  • By Ferry: I’ve used the Bridgeport & Port Jefferson Ferry as both a fun outing and a transport option. It’s scenic and connects Connecticut to Long Island in under an hour and a half.

Where to Stay in Bridgeport, CT

  • Holiday Inn Bridgeport-Trumbull-Fairfield – I’ve stayed here when I wanted to be central and close to everything downtown. It’s clean, convenient, and right by the train station.
  • Hotel Hi-Ho (nearby in Fairfield) – I’ve recommended this to friends who wanted a boutique vibe just outside the city. You’ll find modern rooms, a great café downstairs, and easy highway access.
  • Airbnb Options – I’ve also booked a few great stays through Airbnb when I wanted something more local—like a loft downtown or a cozy spot near the beach.

Best Things to Do in Bridgeport, CT

Ignite Curiosity and Explore Space at The Discovery Museum and Planetarium

Courtesy of Martin Capek - Fotolia.com

Ignite Curiosity and Explore Space at The Discovery Museum and Planetarium -  

Meet Wildlife From Around the World at Connecticut’s Beardsley Zoo

Courtesy of nd700 - Fotolia.com

Meet Wildlife From Around the World at Connecticut’s Beardsley Zoo -                                     

Stroll Through Inspiring Collections at the Housatonic Museum of Art

Housatonic Museum of Art

Stroll Through Inspiring Collections at the Housatonic Museum of Art -                                    

Savor Prime Cuts and Classic Flavors at Joseph’s Steakhouse

Joseph's Steakhouse

Savor Prime Cuts and Classic Flavors at Joseph’s Steakhouse -  

Climb, Zip, and Conquer the Trees at The Adventure Park

The Adventure Park at The Discovery Museum

Climb, Zip, and Conquer the Trees at The Adventure Park -  

Grab Quick, Classic Comfort Food at Duchess

Duchess

Grab Quick, Classic Comfort Food at Duchess -  

Step Into the World of Wonders at The Barnum Museum

The Barnum Museum

Step Into the World of Wonders at The Barnum Museum -  

If You’re Craving Italian Classics, Then Dine at Ralph 'n' Rich's

Ralph 'n' Rich's

If You’re Craving Italian Classics, Then Dine at Ralph 'n' Rich's -  

Shop, Dine, and Relax Along the Water at Captain’s Cove Seaport

Captain's Cove Seaport

Shop, Dine, and Relax Along the Water at Captain’s Cove Seaport -  

In Summary...

(and if you want to revisit my photo journey)