Bridgeport Vacation Packages

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Your Bridgeport Vacation

Put together a custom vacation package to Bridgeport and get ready for your next epic adventure. Consider basing yourself in the neighborhood of Elm Grove, which is good for walking and history, for a true taste of this exciting city. Imperial Glass Museum and Toy and Plastic Brick Museum are just two of the key attractions to visit during a trip to Bridgeport. Whoever you're taking a break with and whether your budget is big or small, your dream Bridgeport vacation is just clicks away with Expedia.

Top Bridgeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
The hotel is in an excellent location. You can easily walk to the downtown area where there are lots of restaurants, to PNC Park, and to football stadium. It is also conveniently located for access to highways and to public transportation. BUT the rooms are old and need updating, the beds are NOT comfortable and the tub/ shower is very small. There is a prominent musty funk through- like the damp smell when you leave something wet for too long.

Reviewed on Jul. 24, 2025

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Only parking options are valet for $32 extra or park in the street on some very sketchy streets

Reviewed on Jul. 23, 2025

Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
per person
Sep 8 - Sep 15
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Pittsburgh (PIT)
9/10 Wonderful! (1,003 reviews)
The hotel was nice, and it was date night. The staff at check-in and check-out were knowledgeable of the area and of the hotel. This is the second time we stayed at this facility. The first time was a wedding block and this time because I found a good price on Expedia.

Reviewed on Jul. 21, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
Practical and accessible

Reviewed on Jul. 12, 2025

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,529 reviews)
Enjoyed the breakfast of following morning

Reviewed on Jul. 24, 2025

Ready to book your vacation to Bridgeport?

 

Choose your dates

Bridgeport Hotel Deals

Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
675 Fort Henry Rd, Triadelphia, WV
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Jul 28 to Jul 29
CA $108
CA $121 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very Good! (919 reviews)
"Very nice"

Reviewed on Jul. 15, 2025

Comfort Inn & Suites
Microtel Inn & Suites by Wyndham Wheeling at Highlands

Microtel Inn & Suites by Wyndham Wheeling at Highlands

2 out of 5
85 Fort Henry Rd, Triadelphia, WV
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 27 to Jul 28
CA $132
CA $148 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,071 reviews)
"Convenient for shopping/restaurants/coffee"

Reviewed on Jul. 21, 2025

Microtel Inn & Suites by Wyndham Wheeling at Highlands
Americas Best Value Inn & Suites St. Clairsville Wheeling

Americas Best Value Inn & Suites St. Clairsville Wheeling

2 out of 5
51260 National Road East, St. Clairsville, OH
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Aug 14 to Aug 15
CA $73
CA $82 total
Aug 14 - Aug 15
includes taxes & fees
8.4/10 Very Good! (868 reviews)
"Welcoming staff, clean and well maintained rooms, good location."

Reviewed on Jul. 21, 2025

Americas Best Value Inn & Suites St. Clairsville Wheeling
See all 82 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

Frequently asked questions

How much does a Bridgeport vacation package cost?
You'll find cheap prices from CA $658 on Expedia for your Bridgeport break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Bridgeport costs.
What are the cheapest months to go to Bridgeport?
To pick up cheap Bridgeport vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Bridgeport?
With a well-organized itinerary, you can easily hit the main Bridgeport attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Bridgeport vacation for longer.
How to find the best Bridgeport package deals?
Use Expedia's filter tool to find some great Bridgeport package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Bridgeport package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Bridgeport vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Bridgeport vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Bridgeport?
If you've got your Bridgeport travel dates confirmed, book as early as you can to bag some outstanding deals. With Expedia, you can typically 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 like can all influence your decision on when to go to Bridgeport.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Bridgeport. Then, pick a hotel that works with your budget, whether that's an affordable option or a high-end getaway.
  3. Decide how long to go away for: Now that you know more about Bridgeport, you can figure out the perfect length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Bridgeport vacation package.

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