Oakland City Vacations from $486
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Your Oakland City Vacation
Our vacation packages to Oakland City let you customize your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fabulous city. Need some inspiration on what to see or do first during your trip to Oakland City? Check off well-known attractions such as Oakland City University. Your perfect Oakland City vacation is only clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.
The Latest Oakland City vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Princeton by IHG
Price was $702, price is now $586 per person
$586
per person
Feb 10 - Feb 15
found 7 hours ago
Roundtrip non-stop flight included
Grand Junction (GJT) to Evansville (EVV)
8/10 Very Good! (335 reviews)
We were disappointed that our bath linens weren’t replenished on the daily, nor the used ones taken to launder. Also, the coffee for the room, toilet paper, and facial tissue ran out as well. I assume they are short staffed and don’t have sufficient staff to make sure the rooms are staying stocked.
Reviewed on Dec 29, 2025
Holiday Inn Express & Suites Evansville North by IHG
Price was $801, price is now $683 per person
$683
per person
Feb 10 - Feb 15
found 7 hours ago
Roundtrip non-stop flight included
Grand Junction (GJT) to Evansville (EVV)
8.6/10 Excellent! (576 reviews)
Clean room good breakfast great parking hollyday Inn love it
Reviewed on Jan 3, 2026
Residence Inn by Marriott Evansville East
Price was $796, price is now $680 per person
$680
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Garden City (GCK) to Evansville (EVV)
8.6/10 Excellent! (508 reviews)
Staff was excellent.we like staying here when we come to town for family .
Reviewed on Nov 8, 2025
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Oakland City University
Explore the campus of Oakland City University, during your trip to Oakland City.
Oakland City Hotel Deals
Oakland Courtyard
1000 W Morton St, Oakland City Oakland City IN
$97 nightly
The price is $109 total per night from Jan 31 to Feb 1
$109 total
Jan 31 - Feb 1
Total with taxes and fees
8/10 Very Good! (7 reviews)
Staff was very nice gave me a tour of my upgraded room. Very clean and well stocked with water and coffee.
Reviewed on Jan 2, 2026
Walk to Ocu, Golf: Updated Oakland City Studio!
Oakland City IN
Drury Inn & Suites Evansville East
100 Cross Pointe Blvd Evansville IN
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jan 8 to Jan 9
$108 total
Jan 8 - Jan 9
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
The staff was very friendly and the breakfast was excellent. The hotel is in good condition and the room/bed was comfortable. My only complaint is that the rooms are not very soundproof and our neighbors and those walking down the hall were extremely loud.
Reviewed on Dec 30, 2025
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 Oakland City Vacation Packages
Oakland City Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Evansville Regional Airport (EVV) |
Population | 2,400 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
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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.
