Bridgeport Vacations from $316

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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.
New Season Royals

New Season Royals

2 out of 5
Price was $472, price is now $316 per person
$316
per person
Jan 15 - Jan 17
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Philadelphia (PHL)
9.2/10 Wonderful! (157 reviews)

Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Price was $6,902, price is now $3,615 per person
$3,615
per person
Jan 2 - Jan 6
found 23 hours ago
Roundtrip flight included
Orlando (MCO) 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 $11,781, price is now $6,706 per person
$6,706
per person
Jan 7 - Jan 14
found 23 hours ago
Roundtrip 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

Tudor Lux

Tudor Lux

4 out of 5
Price was $2,618, price is now $1,620 per person
$1,620
per person
Jan 15 - Jan 17
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Philadelphia (PHL)
No reviews

Orchard Way

Orchard Way

2 out of 5
Price was $1,733, price is now $1,130 per person
$1,130
per person
Jan 15 - Jan 17
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Philadelphia (PHL)
No reviews

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What to do in Bridgeport

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

$25
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

$49
per adult
94% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
Behind Independence Hall

The Constitutional Walking Tour of Philadelphia

$30
per adult
100% of travellers recommend
The Constitutional Walking Tour of Philadelphia
See all activities in Bridgeport

Bridgeport Hotel Deals

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
$98 nightly
The price is $114 total per night from Nov 23 to Nov 24
$114 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (323 reviews)
"Staff was very helpful"

Reviewed on Nov 15, 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
$97 nightly
The price is $112 total per night from Nov 30 to Dec 1
$112 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (4,894 reviews)
"The room felt more like a closet than an actual room. The small window was in the corner of the room, partially obstructed by another wall, im pretty sure is a fire hazard. The toilet seat was tightly fastened to the bowl, the shower head kept dripping all night. There definitely wasnt adequate ventilation ..."

Reviewed on Nov 15, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$159 nightly
The price is $185 total per night from Nov 30 to Dec 1
$185 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (3,440 reviews)
"Good price, right in the city, and spacious!"

Reviewed on Nov 15, 2026

The Windsor Suites
See all 2,899 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 $316 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.