Deals on vacations and trips to Oakland City

Save when you book Oakland City package deals

Choose two or more items and save on your trip:

Oakland City flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Clarion Inn & Suites Evansville Eastland Area

Clarion Inn & Suites Evansville Eastland Area

3 out of 5
Price was $662, price is now $622 per person
$622
per person
Jul 18 - Jul 21
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Evansville (EVV)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $719, price is now $671 per person
$671
per person
Jul 18 - Jul 21
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) 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 $701, price is now $654 per person
$654
per person
Jul 18 - Jul 21
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) 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 $697, price is now $651 per person
$651
per person
Jul 18 - Jul 21
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) 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 Inn & Suites Evansville Airport

Comfort Inn & Suites Evansville Airport

2.5 out of 5
Price was $704, price is now $658 per person
$658
per person
Jul 18 - Jul 21
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Evansville (EVV)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Top Oakland City hotels deals

Oakland Courtyard

Oakland Courtyard

2 out of 5
1000 W Morton St, Oakland City Oakland City IN
$113 nightly
The price is $127 total per night
$127 total
Jun 25 - Jun 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Parking included
Free WiFi
Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
91 W CHRISTMAS BLVD Santa Claus IN
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $197 total per night
$197 total
Jun 24 - Jun 25
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A picnic area and laundry facilities are also provided.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Evansville

La Quinta Inn & Suites by Wyndham Evansville

3 out of 5
8015 East Division Street Evansville IN
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $97 total per night
$97 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Fairfield Inn By Marriott Evansville East

Fairfield Inn By Marriott Evansville East

3 out of 5
7879 Eagle Crest Blvd Evansville IN
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $102 total per night
$102 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. 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.
Pool
Breakfast included
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Free Cancellation
$131 nightly
The price is $147 total per night
$147 total
Jul 12 - Jul 13
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 self-serve breakfast and free self parking.
Pool
Breakfast included
Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

3 out of 5
100 Cross Pointe Blvd Evansville IN
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $140 total per night
$140 total
Jun 22 - Jun 23
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.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Oakland City
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.

Popular places to visit

Oakland City University

4/5(25 reviews)

Explore the campus of Oakland City University, during your trip to Oakland City.

Oakland City University

Frequently asked questions

How much are vacation packages to Oakland City?
Vacation packages, which include flights and hotels in Oakland City, start at just $622. Make your travel dreams a reality and begin your booking with Travelocity today.
Where can I get the best vacation package deals for Oakland City?
There are sensational Oakland City package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Keep this in mind when you're ready to cross another place off your bucket list.
Why should I book my Oakland City vacation package via Travelocity?
Incredible savings, countless amazing destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Oakland City car rental if I combine it with hotels and flights?
Combining your hotel, car and flight into an Oakland City vacation package is an easy way to land the best deal. Plus, having your own wheels gives you the freedom to get to all those landmarks you're itching to check out. Sitting 120 mi away from Oakland City, Indianapolis Motor Speedway is one place that should be on your to-do list. Buckle up and make a day trip of it.
Which airport is best for Oakland City?
Evansville Regional Airport (EVV), the major terminal in Oakland City, is where you'll stroll through arrivals. It's located 25 mi southwest of the center of town.
What is there to do in Oakland City?
Snap up the great photo-ops at Oakland City University, one of the most prominent attractions in Oakland City. There's a whole lot more to discover around this exciting city, so make sure you have enough time to explore some off-the-beaten-path gems.
Where should I stay when visiting Oakland City?
Many travelers opt to hit the hay at the Diplomat Motel. It's a great base for your Oakland City escape.

Photos of local treasures

Browse Oakland City vacation photos for more inspiration