Bridgeport Vacations from $656

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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.
Chic & Cozy Philly Stay in City Center

Chic & Cozy Philly Stay in City Center

3 out of 5
South Philadelphia
Save 100% on your flight
Price was $1,025, price is now $656 per person
$656
per person
May 4 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.6/10 Excellent! (4 reviews)
Very warm and comfy spot! Definitely going to save this stay when coming back. There was extra pillow and blankets. Great place to stay!!

Reviewed on Jun 24, 2025

Tudor Place

Tudor Place

4 out of 5
Save 100% on your flight
Price was $2,226, price is now $1,269 per person
$1,269
per person
May 2 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philadelphia (PHL)
No reviews
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
Southwest Philadelphia
Save 100% on your flight
Price was $1,033, price is now $661 per person
$661
per person
May 4 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
7.4/10 Good! (3,939 reviews)
Nice size room friendly staff

Reviewed on Feb 26, 2026

Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

3 out of 5
Center City
Save 100% on your flight
Price was $1,370, price is now $890 per person
$890
per person
May 4 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.2/10 Very Good! (2,595 reviews)
Breakfast doors closed at 10am even though we had been waiting for eggs since 9:30am. I was granted a late checkout extension from 11am to 12pm, yet three different staff members knocked on my door insistently before noon, which was disruptive. The person who checked us in was also unfamiliar with how street parking in front of the hotel works, which caused us unnecessary stress.

Reviewed on Feb 22, 2026

Orchard Way

Orchard Way

2 out of 5
Save 100% on your flight
Price was $1,801, price is now $1,173 per person
$1,173
per person
May 2 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philadelphia (PHL)
No reviews
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The Annual Vacation Sale

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Discover the most popular places to visit in Bridgeport

Pennsylvania Convention Center, Philadelphia, USA

Pennsylvania Convention Center

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

Pennsylvania Convention Center
Philadelphia_WellsFargoCenter_6078643_03

Xfinity Mobile Arena

Catch an event at Xfinity Mobile Arena during your trip to Philadelphia. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Xfinity Mobile Arena
Aerial of Theme Park

Sesame Place

Bring the kids to Sesame Place and enjoy the excitement of this theme park in Oxford Valley. Attend a sporting event in this family-friendly area.

Sesame Place

What to do in Bridgeport

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
Philadelphia: The Franklin Institute Entry Ticket

Philadelphia: The Franklin Institute Entry Ticket

$29
per adult
Philadelphia: The Franklin Institute Entry Ticket
See all activities in Bridgeport

Bridgeport Hotel Deals

The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$120 nightly
The price is $140 total per night from Mar 2 to Mar 3
$140 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (2,599 reviews)
Great place to stay

Reviewed on Feb 27, 2026

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
$115 nightly
The price is $134 total per night from Mar 30 to Mar 31
$134 total
Mar 30 - Mar 31
Total with taxes and fees
7.4/10 Good! (4,388 reviews)
No water it was broken

Reviewed on Feb 26, 2026

Doubletree by Hilton Philadelphia Airport
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
$127 nightly
The price is $147 total per night from Mar 8 to Mar 9
$147 total
Mar 8 - Mar 9
Total with taxes and fees
9/10 Wonderful! (4,339 reviews)
Professional staff

Reviewed on Feb 26, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
See all 3,085 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 $656 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.

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