Oakland City Holidays

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Your Oakland City Holiday

Our holiday packages to Oakland City let you customise 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 holiday is only clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

Oakland City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evansville Regional Airport (EVV)
Population
2,400
Max Temp Winter
4ºC
Max Temp Summer
29ºC

Top hotels in Oakland City

Oakland Courtyard

Oakland Courtyard

2 out of 5
1000 W Morton St, Oakland City Oakland City IN
The price is £124 per night from 9 Jul to 10 Jul
£124
9 Jul - 10 Jul
includes taxes & fees
Oakland Courtyard
Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
91 W CHRISTMAS BLVD Santa Claus IN
Fully refundableReserve now, pay when you stay
The price is £141 per night from 8 Jul to 9 Jul
£141
8 Jul - 9 Jul
includes taxes & fees
8/10 Very good! (340 reviews)
"The whole place was very clean and the staff was incredibly friendly and helpful! It is an older facility but is in pretty good shape, considering. The breakfast was fresh and yummy. Honestly, my only complaint is that the hot tub was not very hot at all. Otherwise, the place was lovely!!"

Reviewed on 29 Jun 2026

Santas Lodge and Resort
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Fully refundable
The price is £121 per night from 5 Jul to 6 Jul
£121
5 Jul - 6 Jul
includes taxes & fees
8.4/10 Very good! (685 reviews)
"The pool was dirty - both the water and the liner. It was like swimming in a pond. Four of stayed two nights - no clean towels or room tidying."

Reviewed on 30 Jun 2026

Comfort Inn Ferdinand
See all 179 properties in Oakland City
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Oakland City attractions

Oakland City University

7.2/10 (47 reviews)
Enjoy the student vibe when you visit Oakland City University during your trip to Oakland City.
See properties

Frequently asked questions

How much does an Oakland City travel package cost?
Be ready to book, because a trip to Oakland City starts from an enticing . When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals.
If I'm not able to travel, can I cancel my Oakland City travel package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Oakland City travel package in the last 24 hours? You may be able to make changes for free. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We're here to help you each step of the way.
How do I get a cheap travel package to Oakland City?
By bundling. Flights, rental cars and hotels — combine whatever you need into an Oakland City travel package and save. Score even more deals when you include extras such as activities or tours to your booking. But that's not the only impressive part. You have the flexibility to tailor your holiday your way. We offer over 550 partner airlines and 1,000,000 hotel options throughout the world, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Oakland City holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that works for you during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying small amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment plan. Simply put down a small deposit on your escape and then start packing your bags.

Where should I stay in Oakland City?
Oakland City is home to several fascinating places to see, like Oakland City University. Stay somewhere near this attraction and make sightseeing stress-free.
What are the top hotels in Oakland City?
If it's your first time staying in Oakland City, book a room at Baymont by Wyndham Evansville North/Haubstadt or Holiday Inn Express Princeton, an IHG Hotel. Both have good amenities and are top options with lots of travellers.
How far in advance should I book my Oakland City holiday?
It can be tricky to know when is the perfect time to book your trip to Oakland City. But typically the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels nearly 12 months prior to departure. If you're eager to escape on a last-minute getaway, no need to worry! There are great deals advertised on Expedia every day.
What does an Expedia Oakland City travel package include?
It all comes down to what kind of trip you're contemplating. Oakland City holiday deals can include hotels, car rentals and flights. You can mix and match to create the package that suits your budget and style. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking an Oakland City travel package?
Locking in all the parts of your trip together is one of the easiest ways to save. Bundle your flights, car rentals and hotels into one little package. But your options don't end at hotels. Expedia features all kinds of properties, including holiday rentals such as beach villas and short-term homes. The list is almost endless!
Can I choose my airline with an Oakland City Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just pick the carrier that suits you and put together the perfect Oakland City getaway.

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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. Flight-inclusive packages are ATOL protected.