Bridgeport Vacation Packages

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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.

Top Bridgeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Towneplace Suites Cranbury South Brunswick

Towneplace Suites Cranbury South Brunswick

3 out of 5
Price was CA $781, price is now CA $654 per person
CA $654
per person
Aug 22 - Aug 25
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.2/10 Wonderful! (507 reviews)
Everything was was clean and tidy as you would expect, the staff were always very helpful and accommodating, our room was pretty good for layout and overall decor, the bed was comfortable, use of on site washing machines and tumble dryers was good at $1.50 for a cycle with $10 rolls of quarters available at the reception, I couldn't complain at anything really, especially not for the price we paid.

Reviewed on Jul 7, 2026

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $2,107, price is now CA $1,613 per person
CA $1,613
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.6/10 Exceptional! (1,002 reviews)
We really enjoyed the hotel, which has an excellent location, very friendly stuff and provided a very comfortable stay.

Reviewed on Jul 13, 2026

The Logan Philadelphia, Curio Collection by Hilton

The Logan Philadelphia, Curio Collection by Hilton

4.5 out of 5
Center City
Price was CA $1,272, price is now CA $1,031 per person
CA $1,031
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
8.8/10 Excellent! (1,560 reviews)

Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was CA $1,184, price is now CA $975 per person
CA $975
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.2/10 Wonderful! (1,879 reviews)

YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Price was CA $1,375, price is now CA $1,148 per person
CA $1,148
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philadelphia (PHL)
9.8/10 Exceptional! (73 reviews)
Really unique hotel in a great area

Reviewed on Jun 10, 2026

Ready to book your vacation to Bridgeport?

 

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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
The price is CA $167 per night from Aug 16 to Aug 17
CA $167
CA $195 total
Aug 16 - Aug 17
includes taxes & fees
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
The price is CA $264 per night from Aug 13 to Aug 14
CA $264
CA $308 total
Aug 13 - Aug 14
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is CA $366 per night from Jul 30 to Jul 31
CA $366
CA $478 total
Jul 30 - Jul 31
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"IRA is the best part of this hotel!! The WiFi was spotty but the place is beautiful and well located. The new supper club is insanely gorgeous!! And the gym!!!!!"

Reviewed on Jul 2, 2026

The Bellevue Hotel - The Unbound Collection by Hyatt
See all 3,092 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.
All Inclusive Vacations
All Inclusive Vacations
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What to do in Bridgeport

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

CA $35
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

CA $84
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $84
per adult
88% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
See all activities in Bridgeport

Frequently asked questions

How much does a Bridgeport vacation package cost?
Offering excellent value package deals from CA $654 on Expedia, you'll be thrilled with how little a vacation to Bridgeport costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Bridgeport?
If you're looking to book a cheap Bridgeport vacation package, consider planning a trip in January, February and March. You're likely to find lower rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Bridgeport?
We recommend booking a Bridgeport vacation for a minimum of 2 days. This will allow you time to check off popular sights including Valley Forge Military Academy and Arnold's Family Fun Centre, as well as check out neighbourhoods like West Conshohocken and Trooper. You might even be able to fit in a day trip or two from Bridgeport.
How to find the best Bridgeport package deals?
Finding a cheap Bridgeport package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Bridgeport package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Bridgeport vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Bridgeport escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Bridgeport?
If you've got your Bridgeport travel dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Bridgeport?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Bridgeport.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Bridgeport.
  3. Decide how long to go away for: Now that you're up to speed on Bridgeport, you can figure out the ideal length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Bridgeport vacation package that brings all your bookings together.

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.