Bridgeport Vacations from $516

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Your Bridgeport Vacation

Book a custom vacation package to Bridgeport and prepare to experience this exciting city your way. Think about spending time in the neighborhood of Black Rock Historic District, which is good for history and more. Eager to explore? Hartford HealthCare Amphitheater, Fairfield University and Sacred Heart University are a few of the best places to visit during your trip to Bridgeport. Stop dreaming and start adventuring. Check out the broad range of options on Expedia today and put your Bridgeport vacation plans into action!

The Latest Bridgeport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Jun 28 - Jun 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to New Haven (HVN)
8.4/10 Very Good! (1,009 reviews)
The property was well kept and clean

Reviewed on May 26, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Jun 28 - Jun 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to New Haven (HVN)
8.8/10 Excellent! (999 reviews)
Always stay here when i have a flight out of hartford. They offer extended parking and free shuttle to the airport

Reviewed on May 25, 2024

Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
per person
Jun 28 - Jun 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to New Haven (HVN)
9.2/10 Wonderful! (164 reviews)
Inn looks older than it is, built in 1980. Has a New England colonial look to it. Charming.

Reviewed on May 24, 2024

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
Jun 28 - Jun 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to New Haven (HVN)
9/10 Wonderful! (903 reviews)
Everything was exceptional

Reviewed on May 22, 2024

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
per person
Jun 28 - Jun 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to New Haven (HVN)
8.4/10 Very Good! (478 reviews)
Overall the two room suite was perfect for our needs. However, the room need a bit of updating and a deep cleaning.

Reviewed on Apr 22, 2024

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport
Default Image

West End - West Side

While visiting West End - West Side, you might make a stop by sights like Bridgeport Downtown South Historic District and Longfellow Park.

Find hotel + flight trips in West End - West Side

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Population
147,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Compo Beach and Beardsley Zoo

Bridgeport Hotel Deals

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is $159 per night from Jun 2 to Jun 3
$159
$183 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,239 reviews)
Nice hotel
"Very clean and comfortable room. Bed and pillows were very comfortable. Staff on check in and check out were very nice. Only downside is that there is a charge for parking in the garage next door (approx $25) so need to factor that in when comparing hotel prices."

Reviewed on May 26, 2024

New Haven Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $92 per night from Jun 14 to Jun 15
$92
$107 total
includes taxes & fees
Jun 14 - Jun 15
8.4/10 Very Good! (1,501 reviews)
Great and affordable hotel with friendly staff
"Very comfortable stay with friendly and helpful staff."

Reviewed on May 28, 2024

Amsterdam Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is $114 per night from Jun 5 to Jun 6
$114
$131 total
includes taxes & fees
Jun 5 - Jun 6
7.6/10 Good! (1,005 reviews)
Value
"Great location to New Haven. Wonderful value for amenities. Very clean but definitely needs an update in rooms and lobby area."

Reviewed on May 22, 2024

Hilton Garden Inn Shelton
See all 1,188 properties in Bridgeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Bridgeport vacation package cost?
Starting from as low as $516, a package is your gateway to affordable travel. Create your own Bridgeport escape by selecting from our comprehensive range of airfares, hotels and rental cars.
How do I get a cheap travel package to Bridgeport?
Bundling your hotel and flight with Expedia won’t just save you time — it’ll save you a pretty penny too. A Bridgeport vacation package makes it easy to create the perfect trip. With more than 550 airlines around the world to choose from, finding flights that suit your schedule won’t be difficult. On top of that, we’ve got over 1,000,000 properties globally to choose from. Now that’s choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Bridgeport?
A trip to Bridgeport isn’t complete without stopping by Hartford HealthCare Amphitheater, Total Mortgage Arena and Beardsley Zoo. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Bridgeport?
People visiting Bridgeport often make a booking at Off 95 Highway Ex 26 Remodeled Classic House or Clean And Spacious Room With Relaxation Lounge. You’ll find them in West End - West Side. Another happening neighborhood is Black Rock Historic District. Black Rock Bungalow and Bridgeport Vacation Rental - Walk To Beach are well-liked options in this area.
How far in advance should I book my Bridgeport vacation?
The earlier you book, the better. Airlines generally release flight tickets up to a year prior to departure, and this is a perfect opportunity to pick up some of the cheapest prices. Boss just told you to take your vacation time next month? No problem! Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Bridgeport travel package include?
Expedia has everything you need to organize your Bridgeport trip, but what goes into your package is entirely up to you. Pick from a combination of hotels, rental cars and flights. Searching for some activities or tours to keep you entertained? Once you’ve made your booking, you can add them on too. Whatever your budget, there’s a deal to match your needs.
What should I know before booking a Bridgeport travel package?
Bundling your bookings into a Bridgeport vacation package is the easiest way to organize your trip. Not only that, you’ll save big just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Bridgeport Expedia vacation package?
Yes, the choice is all yours. We offer more than 550 airlines around the world, so you can design your Bridgeport vacation according to your style and budget.
If I'm not able to travel, can I cancel my Bridgeport vacation package?
You can cancel your Bridgeport booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Bridgeport

Image for Bridgeport Downtown South Historic District

Bridgeport Downtown South Historic District

You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.

Bridgeport Downtown South Historic District
Image for Seaside Park

Seaside Park

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.

Seaside Park
Image for Hartford HealthCare Amphitheater

Hartford HealthCare Amphitheater

Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.

Hartford HealthCare Amphitheater

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.