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.
Wingate by Wyndham Vineland/Millville

Wingate by Wyndham Vineland/Millville

2.5 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
8.8/10 Excellent! (483 reviews)
Great and easy stay, no hassle room smells good and looked clean.

Reviewed on Jul. 20, 2025

Anna & Bel

Anna & Bel

4 out of 5
North Philadelphia
per person
Sep 15 - Sep 18
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
9.6/10 Exceptional! (44 reviews)
Exceptional hotel. Inner courtyard with pool is amazing. I used the gym area and appreciated the space/equipment. This spot is great for couples or a quiet retreat for adults, but perhaps not the best for kids. My teen was not enthusiastic to visit Bastia, which has a glorious menu but doesn't translate well to picky eaters with limited adventurous spirits. Parking is a challenge-I could not figure out where the secure lot is located and managed to parallel however parallel parking in Philadelphia requires skills not easily maintained living in Atlanta.

Reviewed on Jul. 15, 2025

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Philadelphia (PHL)
9.6/10 Exceptional! (847 reviews)
The staff was friendly, attentive and helpful. We reserved two rooms, and they were able to place them close to each other. Surprisingly difficult in more hotels.

Reviewed on Jul. 21, 2025

Howard Johnson by Wyndham Blackwood Near Philadelphia

Howard Johnson by Wyndham Blackwood Near Philadelphia

2 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
7.6/10 Good! (1,006 reviews)
Typical motel looks better in pictures than in person

Reviewed on Jul. 25, 2025

Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
8.2/10 Very Good! (1,009 reviews)
It ok but hope any hotel keep clean is the best

Reviewed on Jul. 25, 2025

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 $150 per night from Aug 3 to Aug 4
CA $150
CA $174 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (4,034 reviews)
"Absolutely loved my stay! The staff was amazing ESPECIALLY NORMA!!!!! I will definitely stay again!"

Reviewed on Jul. 25, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 10 to Aug 11
CA $151
CA $208 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,822 reviews)
"The staff at this hotel was incredibly friendly and helpful! The employees at the Art Bar, bell services, valet, front desk and especially one maintenance staff member in particular; Karl. I had a problem with the deadbolt in my door, and Karl was so helpful in the entire process of eventually moving ..."

Reviewed on Jul. 23, 2025

Sonesta Philadelphia Rittenhouse Square
Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
201 S. Christopher Columbus Blvd, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Aug 7 to Aug 8
CA $208
CA $243 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,254 reviews)
"Perfect"

Reviewed on Jul. 23, 2025

Hilton Philadelphia at Penn's Landing
See all 2,889 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Bridgeport

Rittenhouse Square

Rittenhouse Square

Rittenhouse Square is just one of the places to see in Philadelphia, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed theater scene in this vibrant area.

Rittenhouse Square
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

One of the country’s largest museums, with hundreds of thousands of objects, a Rodin Museum, renowned impressionist art and a sculpture garden.

Philadelphia Museum of Art
Reading Terminal Market featuring signage, interior views and markets

Reading Terminal Market

An enclosed market where you can sample Philly cheesesteaks, shoofly pies, soft pretzels and other local treats, or stock up on organic produce and handmade crafts.

Reading Terminal Market

What to do in Bridgeport

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

CA $80
per adult
80% 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 $81
per adult
80% 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 $676 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.