Bridgeport Vacations 2026 from CA $590

Bridgeport flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

CA $590

per person

Sep 7 - Sep 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to New Haven (HVN)

Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.

Beechmont - Perfect for Family Retreat!

North End

CA $1,777

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New Haven (HVN)

Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.

Quality Suites Stratford

CA $1,379

per person

Sep 17 - Sep 21

found 1 hour ago

Roundtrip non-stop flight included

Edmonton (YEG) to New Haven (HVN)

Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hartford HealthCare Amphitheater and Perry House are located nearby.

Head of Pond House

CA $1,369

per person

Sep 13 - Sep 16

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to New Haven (HVN)

Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and Shinnecock Hills Golf Course are located nearby.

Liberty Inn

CA $1,211

per person

Oct 3 - Oct 5

found 1 day ago

Roundtrip flight included

Moncton (YQM) to New Haven (HVN)

Stay at this hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.

Stay near popular Bridgeport attractions

A large crowd gathered at a public event, with a stage and tents in the background.

Seaside Park

7.6/10 (4 reviews)

If a restful vacation is part of your travel plans, Seaside Park might be the perfect place to seek out during your trip to Bridgeport. Amble around the area's parks or experience its live music.

See properties

Bridgeport Vacations

Before you race off to Bridgeport on a whim, take the time to learn a few things about it.

To help get you oriented, Bridgeport is 50 miles (80 kilometers) to the northeast of the well-known city of New York.

It won't be hard to make new acquaintances in this corner of Connecticut. It boasts a population of some 140,000 locals.

Places to visit in Bridgeport

It's time to get wild! Take the entire family to Beardsley Zoo and see the amazement in the kids' eyes as they rub shoulders with some of the marvels of the animal kingdom. Want some more ideas? Many say that knowledge is power. With that in mind, you'll definitely feel more powerful after spending a morning at Barnum Museum. But there's more. It's been stated that today's science is tomorrow's technology. Visit Discovery Museum and learn about some of our most remarkable discoveries.

Where do you fly into for Bridgeport?

Pull on your headphones and watch one of the latest in-flight movies. In no time at all, you'll be hitting the runway at LaGuardia Airport (LGA). It's about 45 miles (72 kilometers) from the heart of Bridgeport.

Frequently asked questions

How much are vacation packages to Bridgeport?

CA $590 is all you need to spend for an exciting escape in Bridgeport. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to pile up. With prices this good, there's never been a better time to travel.

How long should my Bridgeport vacation be?

Most sightseers stay in Bridgeport for approximately 2 nights. That being said, traveling is all about discovering hidden gems and losing yourself in the moment — why not book a few more nights so you can do just that?

Where can I get the best vacation package deals for Bridgeport?

With around 400 airline partners and 1,000,000 hotels around the world, it's hard to beat Travelocity. Take advantage of our extensive range and pick up the best package deal to Bridgeport. Isn't it amazing when trip planning is that easy?

Why should I book my Bridgeport vacation bundle via Travelocity?

From our 24/7 support to our range of amazing destinations, we are dedicated to fulfilling your travel dreams. All you need to do is click and book — our Price Match Guarantee will make sure you get the best price.

Will I save money on my Bridgeport car rental if I combine it with a hotel or flight?

Absolutely — bundle your car, flight and hotel into a Bridgeport vacation package and you'll save tons. With so much to uncover in and around Bridgeport, having your own ride will make exploring a joy. Once you've buckled yourself in, crank up the tunes and head to Times Square, a famous sight about 80 kilometers from Bridgeport.

Which airport is best for Bridgeport?

John F. Kennedy Intl. Airport (JFK) (80 kilometers away from the downtown area), Liberty Intl. Airport (EWR) (97 kilometers away from central Bridgeport) and LaGuardia Airport (LGA) (72 kilometers away from central Bridgeport) are all great options for Bridgeport.

What is there to do in Bridgeport?

While veering off the tourist trail is no doubt rewarding, you shouldn't ignore the popular attractions that make a destination famous. Total Mortgage Arena and Beardsley Zoo are just two of them in Bridgeport.

Where should I stay when visiting Bridgeport?

Many visitors check in to the Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel. It's an excellent base for your Bridgeport escape.