Bridgeport Vacations from $362

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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.
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Center City
Save 100% on your flight
Price was $610, price is now $362 per person
$362
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.8/10 Excellent! (4,159 reviews)
Loved this place. Great location, safe, quiet, and friendly staff. As they say, everything you need, and nothing you don’t.

Reviewed on Oct 23, 2025

Moselem Springs Golf Club

Moselem Springs Golf Club

2 out of 5
Save 100% on your flight
Price was $1,873, price is now $952 per person
$952
per person
Dec 2 - Dec 7
found 16 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Philadelphia (PHL)
No reviews
Tudor Place

Tudor Place

4 out of 5
Save 100% on your flight
Price was $1,038, price is now $568 per person
$568
per person
Nov 24 - Nov 27
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews
Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Center City
Save 100% on your flight
Price was $708, price is now $427 per person
$427
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.2/10 Wonderful! (1,868 reviews)
Beautifully decorated with a super friendly and helpful staff! Walkable to many fun areas - Reading Terminal Market only a few blocks away, and Washington Square and Rittenhouse Square not to far. The train station & airports (both Philly & Newark) are easy to get to on public transport as well. But again, the customer service and the way they checked in on us and were available even after check-out through their text chat for me was above and beyond. Special shout out to Felicia for helping me get back some left property!

Reviewed on Oct 16, 2025

Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Save 100% on your flight
Price was $2,253, price is now $1,363 per person
$1,363
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
10/10 Exceptional! (1 review)
The place was nice and clean and the host was very accommodating.

Reviewed on Sep 29, 2025

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Discover the most popular places to visit in Bridgeport

Rittenhouse Square which includes street scenes and a park

Rittenhouse Square

4.5/5(1,315 reviews)

Relax on grassy lawns, browse interesting sculptures and attend vibrant festivals at this historic square and popular city gathering point.

Rittenhouse Square
Pennsylvania Convention Center

Pennsylvania Convention Center

4.5/5(875 reviews)

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

Pennsylvania Convention Center
If you can, get club box seats at the Flyers game for a great view and intimate bar and private restrooms, away from the crowds.

Wells Fargo Center

4.5/5(824 reviews)

Catch an event at Wells Fargo Center during your trip to Philadelphia. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Wells Fargo Center

What to do in Bridgeport

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

$25
per adult
82% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Philadelphia: Museum of Illusions Timed Entrance Ticket

Philadelphia: Museum of Illusions Timed Entrance Ticket

$31
per adult
98% of travellers recommend
Philadelphia: Museum of Illusions Timed Entrance Ticket
Sphinx Gallery

Penn Museum Admission Ticket

$18
per adult
100% of travellers recommend
Penn Museum Admission Ticket
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
$140 nightly
The price is $163 total per night from Nov 2 to Nov 3
$163 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (4,142 reviews)
Loved this place. Great location, safe, quiet, and friendly staff. As they say, everything you need, and nothing you don’t.

Reviewed on Oct 23, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
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
$112 nightly
The price is $131 total per night from Nov 2 to Nov 3
$131 total
Nov 2 - Nov 3
Total with taxes and fees
7.2/10 Good! (3,822 reviews)
I waited a long time for the shuttle. I had to call and then they came within 10 minutes

Reviewed on Oct 20, 2025

Doubletree by Hilton Philadelphia Airport
Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

3 out of 5
1301 Race St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $142 total per night from Nov 2 to Nov 3
$142 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (2,538 reviews)
Clean hotel, good customer service and restaurants are within walking distance.

Reviewed on Oct 20, 2025

Hampton Inn Philadelphia Center City-Convention Center
See all 2,927 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 $362 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.