Bridgeport Vacation Packages

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Your Bridgeport Vacation

When a getaway to the city is calling, answer it with a vacation package to Bridgeport. The neighborhood of Downtown Wilmington, which is great for views, culture and dining, makes a wonderful base for your adventures. Searching for some sightseeing ideas for your trip to Bridgeport? Gloucester County Dream Park and Bridgeport Speedway are two popular attractions here. No matter your travel plans or budget, organizing your ultimate tailored Bridgeport vacation is simple with Expedia.

Top Bridgeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
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)

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)

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

Red Carpet Inn - Bridgeton Vineland

Red Carpet Inn - Bridgeton Vineland

2 out of 5
Price was CA $1,159, price is now CA $980 per person
CA $980
per person
Aug 15 - Aug 22
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
6/10 (251 reviews)
Convenient downtown location- cool historic building - friendly staff

Reviewed on Jun 27, 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
9/10 Wonderful! (4,753 reviews)
".."

Reviewed on Jul 15, 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
The price is CA $264 per night from Jul 29 to Jul 30
CA $264
CA $307 total
Jul 29 - Jul 30
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 3,183 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
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Stay near popular Bridgeport attractions

Raccoon Island

Commune with nature and explore the great outdoors at Raccoon Island during your travels in Bridgeport.
See properties

Frequently asked questions

How much does a Bridgeport vacation package cost?
You'll find cheap prices from CA $975 on Expedia for your Bridgeport escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Bridgeport costs.
What are the cheapest months to go to Bridgeport?
If you're hoping to score a cheap Bridgeport vacation package, consider planning a trip in January, February and November. You'll usually find lower prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Bridgeport?
Typically, a handful of days is enough to visit the main attractions during your Bridgeport vacation. But if you want to have some time to chill out or go on day trips, think about extending your itinerary.
How to find the best Bridgeport package deals?
Use Expedia's handy filters to find some unbeatable Bridgeport package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Bridgeport package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Bridgeport vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can customize your Bridgeport trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Bridgeport?
If you're considering a spontaneous Bridgeport getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Bridgeport?

  1. Choose when to get away: Check your schedule and get packing. Your preferred time of year and the available activities will also help you decide when to visit Bridgeport.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your hotel will probably be the largest expense during your trip to Bridgeport.
  3. Decide how many days away: Start by listing all the activities and sights you'd like to get to in Bridgeport. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Bridgeport vacation package.

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.