Bridgeport Vacations from $857

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Your Bridgeport Vacation

Take the stress out of travel planning by booking a Bridgeport vacation package. One of the best neighborhoods to base yourself in this vibrant city is Gladwyne, which is great for golfing and more. Make your trip to Bridgeport even more fulfilling by going sightseeing. Villanova University, King of Prussia Mall and Valley Forge National Historic Park are among the big attractions you'll want to explore. Your ultimate Bridgeport vacation is just a few clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Bridgeport vacation packages

Price found within the past 48 hours. Click for updated prices.
YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Save 100% on your flight
Price was $1,401, price is now $857 per person
$857
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.8/10 Exceptional! (69 reviews)
Lovely space to stay!

Reviewed on Oct 26, 2025

Tudor Place

Tudor Place

4 out of 5
Price was $4,445, price is now $2,158 per person
$2,158
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
No reviews
Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was $5,600, price is now $2,774 per person
$2,774
per person
May 23 - May 27
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!

Reviewed on Mar 2, 2026

One Sky Loft

One Sky Loft

2 out of 5
Center City
Save 100% on your flight
Price was $2,756, price is now $1,697 per person
$1,697
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.4/10 Exceptional! (76 reviews)
We loved our stay. Clean, comfortable, quiet. Excellent location. Safe area. Absolutely fantastic and we will be back.

Reviewed on Apr 8, 2026

Orchard Way

Orchard Way

2 out of 5
Save 100% on your flight
Price was $1,863, price is now $1,201 per person
$1,201
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews
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Discover the most popular places to visit in Bridgeport

Philadelphia_LincolnFinancialField_502305_03

Lincoln Financial Field

Catch an event at Lincoln Financial Field during your trip to Philadelphia. Experience the great live music and acclaimed art scene in this vibrant area.

Lincoln Financial Field
Philadelphia_WellsFargoCenter_6078643_03

Xfinity Mobile Arena

Catch an event at Xfinity Mobile Arena during your trip to Philadelphia. Experience the great live music and acclaimed art scene in this vibrant area.

Xfinity Mobile Arena
Architectural details at the Pennsylvania Convention Center in P

Pennsylvania Convention Center

During your trip, find out what's happening at Pennsylvania Convention Center, a top convention center in Philadelphia. Experience the great live music or attend a sporting event in this vibrant area.

Pennsylvania Convention Center

What to do in Bridgeport

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

$25
per adult
LEGOLAND® Discovery Center Philadelphia
Sphinx Gallery

Penn Museum Admission Ticket

$23
per adult
100% of travellers recommend
Penn Museum Admission Ticket
Polaris Slingshot Rental-Philadelphia, PA

Polaris Slingshot Rental-Philadelphia, PA

$250
per traveler
Polaris Slingshot Rental-Philadelphia, PA
See all activities in Bridgeport

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
$139 nightly
The price is $162 total per night from Apr 26 to Apr 27
$162 total
Apr 26 - Apr 27
Total with taxes and fees
9/10 Wonderful! (4,490 reviews)
Great place. Neat. Staff is friendly

Reviewed on Apr 16, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$169 nightly
The price is $197 total per night from Apr 29 to Apr 30
$197 total
Apr 29 - Apr 30
Total with taxes and fees
8.6/10 Excellent! (2,721 reviews)
One of my favorite places to stay. So convenient and clean and very staff friendly. They cater to you and your needs and are quick to take care of you.

Reviewed on Apr 16, 2026

The Windsor Suites
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $193 total per night from Apr 26 to Apr 27
$193 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (2,281 reviews)
Our room was huge and the beds so comfortable. Everything was spotless. The only breakfast option was the coffee shop which wasn't very exciting, best to find a local diner.

Reviewed on Apr 13, 2026

Sonesta Philadelphia Rittenhouse Square
See all 3,030 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
Philadelphia Zoo, Valley Forge National Historic Park and Mann Center for the Performing Arts

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Frequently asked questions

How much does a Bridgeport vacation package cost?
Offering excellent value package deals from $857 on Expedia, you'll be surprised at 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?
If you'd like to score a cheap Bridgeport vacation package, consider visiting in December, January and February. You'll usually find lower rates on airfares and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Bridgeport?
With a well-organized schedule, you can easily hit the top Bridgeport attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Bridgeport vacation for longer.
How to find the best Bridgeport package deals?
Bagging a cheap Bridgeport package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Bridgeport package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Bridgeport vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Bridgeport getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Bridgeport?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Bridgeport break.
Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?
Your Bridgeport break should be a relaxing escape from your busy life, not a source of money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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.