Bridgeport Vacations from $1,129

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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.
W Oxford St Gem 2b Apartmnt Central City

W Oxford St Gem 2b Apartmnt Central City

3 out of 5
North Philadelphia
Save 100% on your flight
Price was $1,631, price is now $1,129 per person
$1,129
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
6/10 (3 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 $6,225, price is now $3,159 per person
$3,159
per person
Jun 27 - Jun 29
found 6 hours ago
Roundtrip flight included
Boston (BOS) 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

Orchard Way

Orchard Way

2 out of 5
Save 100% on your flight
Price was $1,951, price is now $1,264 per person
$1,264
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
No reviews
Tudor Place

Tudor Place

4 out of 5
Save 100% on your flight
Price was $2,353, price is now $1,552 per person
$1,552
per person
Jun 18 - Jun 20
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Philadelphia (PHL)
No reviews
Patio Paradise Central City 2BR Philly

Patio Paradise Central City 2BR Philly

3 out of 5
North Philadelphia
Save 100% on your flight
Price was $1,670, price is now $1,154 per person
$1,154
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
5/10 (2 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Bridgeport
View all trips

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 fascinating museums and great live music in this vibrant area.

Xfinity Mobile Arena
Aerial of Theme Park

Sesame Place

Enjoy the rides and games at Sesame Place and find out why this is a popular theme park in Oxford Valley. Attend a sporting event in this family-friendly area.

Sesame Place

What to do in Bridgeport

Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

$59
per adult
88% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

$49
per adult
100% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

$25
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
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
$129 nightly
The price is $150 total per night from May 10 to May 11
$150 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (4,543 reviews)
Amazing stay! Clean, kind staff, but you do have to peak in a public parking garage.

Reviewed on May 7, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $208 total per night from May 24 to May 25
$208 total
May 24 - May 25
Total with taxes and fees
8.6/10 Excellent! (1,962 reviews)
Food in hotel is AWFUL and quite expensive. Overall hotel is clean great location with wonderful helpful staff.

Reviewed on May 7, 2026

Philadelphia Marriott Downtown
The Bellevue Hotel - The Unbound Collection by Hyatt

The Bellevue Hotel - The Unbound Collection by Hyatt

4.5 out of 5
200 South Broad Street Philadelphia PA
$286 nightly
The price is $333 total per night from May 25 to May 26
$333 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
Everything was great! Love how they let me use the gym on both days! This is truly wonderful.

Reviewed on May 6, 2026

The Bellevue Hotel - The Unbound Collection by Hyatt
See all 3,041 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

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 excellent value package deals from $1,129 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.