Deals on vacations and trips to Oakland City

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Oakland City flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
PT6 INN

PT6 INN

2.5 out of 5
Price was $420, price is now $407 per person
$407
per person
Feb 28 - Mar 2
found 4 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Evansville (EVV)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Staff at the 24-hour front desk can provide around-the-clock assistance.
Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $470, price is now $450 per person
$450
per person
Feb 28 - Mar 2
found 4 hours ago
Roundtrip non-stop flight included
Washington (DCA) 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.
New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $509, price is now $489 per person
$489
per person
Feb 28 - Mar 2
found 4 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Evansville (EVV)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the sauna and perks like free self parking.
Fairfield Inn By Marriott Evansville East

Fairfield Inn By Marriott Evansville East

2.5 out of 5
Price was $481, price is now $463 per person
$463
per person
Feb 28 - Mar 2
found 4 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Evansville (EVV)
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.
Comfort Inn Henderson - Evansville South

Comfort Inn Henderson - Evansville South

2.5 out of 5
Price was $492, price is now $475 per person
$475
per person
Feb 28 - Mar 2
found 4 hours ago
Roundtrip non-stop flight included
Washington (DCA) 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.

Top Oakland City hotels deals

Oakland Courtyard

Oakland Courtyard

2 out of 5
1000 W Morton St, Oakland City Oakland City IN
$95 nightly
The price is $107 total per night
$107 total
Jan 22 - Jan 23
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
Walk to Ocu, Golf: Updated Oakland City Studio!

Walk to Ocu, Golf: Updated Oakland City Studio!

3 out of 5
Oakland City IN
Get rates
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
Kitchen
Parking 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
$94 nightly
The price is $108 total per night
$108 total
Jan 25 - Jan 26
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
Hampton Inn Evansville

Hampton Inn Evansville

3 out of 5
8000 Eagle Crest Boulevard Evansville IN
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $93 total per night
$93 total
Jan 25 - Jan 26
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. Enjoy the free buffet breakfast each morning.
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
$71 nightly
The price is $82 total per night
$82 total
Jan 23 - Jan 24
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

2.5 out of 5
7879 Eagle Crest Blvd Evansville IN
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $97 total per night
$97 total
Jan 25 - Jan 26
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
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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

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 $407. 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

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