Bridgeport Vacations from $868
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Your Bridgeport Vacation
Enjoy unforgettable adventures when you reserve a vacation package to Bridgeport. Whether you're a foodie, history enthusiast or just a traveler who loves to experience new places, there's something for everyone in this vibrant city. Your trip to Bridgeport has to include a little sightseeing. Red Hills State Park is a great place to kick things off. Whoever you're escaping with and whether your budget is big or small, your ultimate Bridgeport vacation is just clicks away with Expedia.
The Latest Bridgeport vacation packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Evansville North
Price was $911, price is now $868 per person
$868
per person
Apr 3 - Apr 6
just found
Roundtrip non-stop flight included
San Jose (SJC) to Evansville (EVV)
7.4/10 Good! (198 reviews)
Room was hit no air in and when turned it on it takes too long to cool off. The breakfast was not good at all. We passed on it. Friendly people.
Reviewed on Oct 4, 2025
New Harmony Inn Resort and Conference Center
Price was $998, price is now $929 per person
$929
per person
Apr 3 - Apr 6
just found
Roundtrip non-stop flight included
San Jose (SJC) to Evansville (EVV)
9/10 Wonderful! (491 reviews)
Very nice facility. Clean, comfortable, great restaurant on site, and very walkable to downtown.
Reviewed on Feb 16, 2026
Envi Boutique Hotel Henderson-Evansville South
Price was $947, price is now $899 per person
$899
per person
Apr 3 - Apr 6
just found
Roundtrip non-stop flight included
San Jose (SJC) to Evansville (EVV)
8/10 Very Good! (280 reviews)
From the outside, I would call this a Motel rather than a Hotel. But inside, the rooms are updated and clean. We stayed four nights while I was visiting my family in Henderson. It is honestly so much better than I had anticipated based on how it looks from the outside.
Reviewed on Jan 1, 2026
Bridgeport Hotel Deals
Holiday Inn Express Princeton by IHG
2828 Dixon St Princeton IN
Fully refundable
$103 nightly
The price is $116 total per night from Mar 8 to Mar 9
$116 total
Mar 8 - Mar 9
Total with taxes and fees
7.8/10 Good! (348 reviews)
Just a pleasant stay. We had everything we needed.
Reviewed on Jan 12, 2026
Country View Inn & Suites
100 Abraham Lincoln Robinson IL
9.2/10 Wonderful! (291 reviews)
We came to enjoy the pool and it was wonderful, perfectly heated and lots of tables to hang out at. We had pizza delivered and they were cool with us eating but the pool. Also, I love that they have coffee available in the lobby. I feel relaxed after staying at this hotel.
Reviewed on Feb 1, 2026
Comfort Suites Vincennes
2555 Hart St Vincennes IN
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Mar 6 to Mar 7
$109 total
Mar 6 - Mar 7
Total with taxes and fees
8.4/10 Very Good! (550 reviews)
The room was very clean and nice bed pretty quiet and in a good location
Reviewed on Feb 16, 2026
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 |
Max Temp Winter | 40ºF |
Max Temp Summer | 80ºF |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
