Bridgeport Vacations from $208

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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.

The Latest Bridgeport vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $259, price is now $208 per person
$208
per person
Mar 26 - Mar 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
8.2/10 Very Good! (1,004 reviews)
Had a very pleasant stay with family. Clean room, nice beds, great breakfast!

Reviewed on Jan 3, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $301, price is now $214 per person
$214
per person
Mar 26 - Mar 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
8.4/10 Very Good! (1,385 reviews)
Room was very clean. Bed was extremely comfortable.

Reviewed on Jan 2, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $835, price is now $636 per person
$636
per person
Mar 26 - Mar 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Extremely helpful front desk staff facilitated early check in, allowing us to rest prior to event

Reviewed on Dec 27, 2025

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was $368, price is now $297 per person
$297
per person
Mar 26 - Mar 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
8/10 Very Good! (1,009 reviews)
It was nice. Parking suck. Me and my Wife enjoyed it though. Valet parts is $50 FOR one day. Parking garage. Price is okay, but any special event that is going on.It will be $40 to park. But room was very clean. Loved it.

Reviewed on Jan 4, 2026

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Bridgeport Hotel Deals

Wingate by Wyndham St. Clairsville/Wheeling

Wingate by Wyndham St. Clairsville/Wheeling

2.5 out of 5
51130 National Road E St. Clairsville OH
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Jan 11 to Jan 12
$78 total
Jan 11 - Jan 12
Total with taxes and fees
9/10 Wonderful! (953 reviews)
We did not eat the breakfast at the hotel and too soon

Reviewed on Dec 30, 2025

Wingate by Wyndham St. Clairsville/Wheeling
Oglebay Resort

Oglebay Resort

3 out of 5
465 Lodge Dr. Wheeling WV
$196 nightly
The price is $220 total per night from Jan 12 to Jan 13
$220 total
Jan 12 - Jan 13
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
The room was very clean. Julio( chef at breakfast) did a fantastic job handling 3 omelet pans and the waffle maker as well as restocking items needed for omelets. I was totally amazed at his efficiency. Our waiters Carlos (breakfast) and Jacob (dinner) were very observant of our needs and extremely ...

Reviewed on Dec 31, 2025

Oglebay Resort
Hampton Inn Wheeling

Hampton Inn Wheeling

3 out of 5
795 National Rd Wheeling WV
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $124 total per night from Jan 11 to Jan 12
$124 total
Jan 11 - Jan 12
Total with taxes and fees
9.4/10 Exceptional! (1,013 reviews)
The room was very clean, cozy. The staff were very friendly and helpful. The hot breakfast was delicious. I loved that a couple of the items were changed out. It's great to get such a wonderful variety of hot and cold food items for breakfast. The eggs, sausages, and oatmeal were the best.

Reviewed on Jan 1, 2026

Hampton Inn Wheeling
See all 97 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.

Find the Best Bridgeport Vacation Packages

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Population
1,800
Top Sights
Memorial Park, Adventure Creek and Ohio Valley Mall

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Frequently asked questions

How much does a Bridgeport vacation package cost?
Offering excellent value package deals from $208 on Expedia, you'll be pleasantly surprised at how much a vacation to Bridgeport costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Bridgeport?
January, October and December are the best times to search for cheap Bridgeport vacation packages. Choosing to travel in quieter months means you can usually find lower prices on accommodations and flights.
How many days is enough for Bridgeport?
The ideal duration for your Bridgeport vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to go to all the leading sights and explore some hidden treasures along the way.
How to find the best Bridgeport package deals?
Use Expedia's handy filters to help you find some fabulous 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 want to save, plan your adventure for midweek, or look for Bridgeport package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
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 you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Bridgeport vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bridgeport?
Score incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Bridgeport vacation.
Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?
Your Bridgeport break is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.