Oaktown Vacations from $743

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The Latest Oaktown vacation packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $782, price is now $743 per person
$743
per person
Nov 3 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8.6/10 Excellent! (498 reviews)
Overall, very good. The staff was very friendly. They are in the midst of renovating, and also recovering from a major lightning strike that took out a lot electrical equipment that is very expensive to replace. There is only one ice machine, which is located on the first floor.

Reviewed on Sep 28, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $810, price is now $770 per person
$770
per person
Nov 3 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
9.2/10 Wonderful! (465 reviews)
Nice place to stay. We'll be back.

Reviewed on Sep 26, 2025

Holiday Inn Express & Suites Evansville North by IHG

Holiday Inn Express & Suites Evansville North by IHG

2.5 out of 5
Price was $786, price is now $751 per person
$751
per person
Nov 3 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8.4/10 Very Good! (549 reviews)
It was good. They both of free Wi-Fi but it's a joke don't count on it for anything but your phone

Reviewed on Sep 30, 2025

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $781, price is now $751 per person
$751
per person
Nov 3 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8/10 Very Good! (266 reviews)
Good place to stay for the night while passing through. We had a small pup with us. The room was clean and seemed newly renovated. All was good except for the idiot next door who left his dog in the room to cry and bark incessantly since 6am. Asked the front desk to do something, which they did not. We left earlier than planned because of this poor dog.

Reviewed on Sep 19, 2025

Oakland Courtyard

Oakland Courtyard

2 out of 5
Price was $819, price is now $788 per person
$788
per person
Nov 3 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8/10 Very Good! (1 review)
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Oaktown Essential Information

Language
English
Currency
U.S dollars
Population
600

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Frequently asked questions

How much does an Oaktown vacation package cost?
Offering excellent value package deals from $743 on Expedia, you'll be pleasantly surprised at how much a vacation to Oaktown costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oaktown?
January, February and September are the best times to look for cheap Oaktown vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Oaktown?
With a well-planned itinerary, you can easily visit the top Oaktown attractions in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Oaktown vacation for longer.
How to find the best Oaktown package deals?
Begin your search for an Oaktown package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Oaktown package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oaktown escape underway.
Is it cheaper to book an Oaktown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Oaktown vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oaktown?
If you have your Oaktown travel dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Oaktown vacation packages?
Your Oaktown trip is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any 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.