Bridgeport Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was CA $1,256, price is now CA $1,126 per person
CA $1,126
per person
Dec 18 - Dec 21
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Pittsburgh (PIT)
9/10 Wonderful! (1,003 reviews)

My Place Hotel - Pittsburgh North/Monaca, PA

My Place Hotel - Pittsburgh North/Monaca, PA

2.5 out of 5
Price was CA $1,297, price is now CA $1,129 per person
CA $1,129
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.2/10 Very good! (444 reviews)
Clean room

Reviewed on Oct 29, 2026

Pittsburgh Marriott North

Pittsburgh Marriott North

3.5 out of 5
Price was CA $1,548, price is now CA $1,374 per person
CA $1,374
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (846 reviews)

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

Holiday Inn Express & Suites Pittsburgh North Shore by IHG

2.5 out of 5
North Shore
Price was CA $1,957, price is now CA $1,751 per person
CA $1,751
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,599 reviews)
Great location. Breakfast was very good. Lots to do in the area within walking distance. Hotel was clean, beds were comfy and staff was very friendly and helpful. We would definitely staff here again.

Reviewed on Nov 7, 2026

Courtyard by Marriott Pittsburgh North/Cranberry Woods

Courtyard by Marriott Pittsburgh North/Cranberry Woods

3 out of 5
Price was CA $1,402, price is now CA $1,263 per person
CA $1,263
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (794 reviews)
All good

Reviewed on Nov 8, 2026

Ready to book your vacation to Bridgeport?

 

Choose your dates

Bridgeport Hotel Deals

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 $109 per night from Dec 7 to Dec 8
CA $109
CA $122 total
Dec 7 - Dec 8
includes taxes & fees
Microtel Inn & Suites by Wyndham Wheeling at Highlands
Wingate by Wyndham St. Clairsville/Wheeling

Wingate by Wyndham St. Clairsville/Wheeling

3 out of 5
51130 National Road E St. Clairsville OH
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Nov 13 to Nov 14
CA $94
CA $107 total
Nov 13 - Nov 14
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"The room was clean. The mattress was mediocre at best. The shower was very soft. As for the rest of the hotel: ice machine was broken; pool was closed; breakfast was mediocre but typical hotel breakfast fare; and the elevator smelled like they had released a roach bomb in it 15 minutes before we ..."

Reviewed on Nov 9, 2026

Wingate by Wyndham St. Clairsville/Wheeling
Comfort Inn & Suites Triadelphia - Wheeling

Comfort Inn & Suites Triadelphia - Wheeling

2.5 out of 5
675 Fort Henry Rd Triadelphia WV
Fully refundable
The price is CA $100 per night from Dec 7 to Dec 8
CA $100
CA $112 total
Dec 7 - Dec 8
includes taxes & fees
Comfort Inn & Suites Triadelphia - Wheeling
See all 122 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 $1,126 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.