Bridgeport Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Bridgeport Vacation

When a getaway to the city is calling, answer it with a vacation package to Bridgeport. The neighborhood of Downtown Wilmington, which is great for views, culture and dining, makes a wonderful base for your adventures. Searching for some sightseeing ideas for your trip to Bridgeport? Gloucester County Dream Park and Bridgeport Speedway are two popular attractions here. No matter your travel plans or budget, organizing your ultimate tailored Bridgeport vacation is simple with Expedia.

Bridgeport Hotel Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $136 total per night from Jan 6 to Jan 7
$136 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.8/10 Excellent! (4,269 reviews)
Great location. Top notch gym.

Reviewed on Dec 30, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$118 nightly
The price is $138 total per night from Jan 6 to Jan 7
$138 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.6/10 Excellent! (2,448 reviews)
No breakfast available

Reviewed on Dec 27, 2025

The Windsor Suites
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $127 total per night from Jan 25 to Jan 26
$127 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
7.4/10 Good! (4,198 reviews)
It was short and sweet

Reviewed on Dec 29, 2025

Doubletree by Hilton Philadelphia Airport
See all 3,259 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.

Find the Best Bridgeport Vacation Packages

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Population
4,600
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Wagonhouse Winery, Tall Pines State Preserve and Bridgeport Speedway

More vacations you might like

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?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Bridgeport costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Bridgeport?
You can typically find lower prices and greater availability in January, April and December. Take a look at our cheap Bridgeport vacation packages and you could score some great off-season discounts.
How many days is enough for Bridgeport?
Typically, a handful of days is enough to check out the main sights during your Bridgeport vacation. However, if you prefer to have some time to chill out or go on day tours, think about extending your itinerary.
How to find the best Bridgeport package deals?
Start your search for a Bridgeport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Bridgeport package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bridgeport adventure off to a flying start.
Is it cheaper to book a Bridgeport vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays individually. Better still, you can customize your Bridgeport escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Bridgeport?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Bridgeport vacation.
Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Bridgeport trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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