Deals on vacations and trips to Oaktown

Save when you book Oaktown package deals

Choose two or more items and save on your trip:

Oaktown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $648, price is now $585 per person
$585
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, a picnic area, and dry cleaning are also on offer.
Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $703, price is now $634 per person
$634
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Comfort Inn Henderson - Evansville South

Comfort Inn Henderson - Evansville South

2.5 out of 5
Price was $679, price is now $618 per person
$618
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Sleep Inn Henderson-Evansville South

Sleep Inn Henderson-Evansville South

2.5 out of 5
Price was $671, price is now $611 per person
$611
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Comfort Suites Vincennes

Comfort Suites Vincennes

2.5 out of 5
Price was $895, price is now $858 per person
$858
per person
Jun 5 - Jun 8
found 13 hours ago
Roundtrip non-stop flight included
Lima (LIM) to Evansville (EVV)
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Top Oaktown hotels deals

Days Inn by Wyndham Sullivan

Days Inn by Wyndham Sullivan

2 out of 5
907 W Sr 154 Hwy 41 And 154 Sullivan IN
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Apr 26 - Apr 27
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. The front desk is staffed around-the-clock and free newspapers are on offer.
Comfort Suites Vincennes

Comfort Suites Vincennes

2.5 out of 5
2555 Hart St Vincennes IN
Free Cancellation
$106 nightly
The price is $122 total per night
$122 total
May 17 - May 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Econo Lodge Vincennes

Econo Lodge Vincennes

2 out of 5
600 Old Wheatland Rd Vincennes IN
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $72 total per night
$72 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features a restaurant and free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A computer station and a safe deposit box are also provided.
Baymont by Wyndham Washington

Baymont by Wyndham Washington

2.5 out of 5
7 Cumberland Dr Washington IN
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $125 total per night
$125 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Holiday Inn Express Vincennes by IHG

Holiday Inn Express Vincennes by IHG

2.5 out of 5
2720 Battery Rd Vincennes IN
Free Cancellation
$120 nightly
The price is $138 total per night
$138 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Red Roof Inn Vincennes

Red Roof Inn Vincennes

2.5 out of 5
1800 S Old Decker Rd Vincennes IN
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $67 total per night
$67 total
Apr 25 - Apr 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. An indoor pool and a computer station are also provided.
Don't see what you're looking for?
See all available properties in Oaktown
View all properties
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.

Frequently asked questions

How much are vacation packages to Oaktown?
$585 is all you'll need for a wonderful vacation in Oaktown. Bundle your hotel and flights into a Travelocity vacation package and watch how the savings grow. With these kinds of prices, it's never been easier to travel!
Where can I get the best vacation package deals for Oaktown?
Find your dream escape at Travelocity. With access to 400 airlines and a massive 1,000,000 worldwide properties, finding the perfect Oaktown package deal couldn't be easier.
Why should I purchase my Oaktown vacation package with Travelocity?
We have a destination to suit every kind of globetrotter, excellent service and customer support available 24/7. On top of that, we'll match any better price you come across with our Price Match Guarantee.
Will I save money on my Oaktown car rental if I book it with a hotel or flight?
Bundling your car, flight and hotel into an Oaktown vacation package is an excellent way to score better prices. Plus, having your own car rental gives you freedom to make your way to all those famous sights you'd like to see. Situated 90 mi from Oaktown, Indianapolis Motor Speedway is one place that should be on your must-do list. Put together a driving playlist and make a day trip of it.
What is the best time of year to go to Oaktown?
If you're eager to avoid costly flights, hordes of tourists and unavailable hotels, organize your trip outside of March, May and June. The quietest time to travel through Oaktown is January, February and September. You'll find the highest hotel prices in and the lowest in .
Which airport is best for Oaktown?
Evansville Regional Airport (EVV), the major terminal in Oaktown, is where you'll touch down. It sits 55 mi south of the downtown area.

Photos of local treasures

Browse Oaktown vacation photos for more inspiration