Deals on vacations and trips to Oakland City

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Price found within the past 48 hours. Click for updated prices.
Comfort Inn Evansville East

Comfort Inn Evansville East

2.5 out of 5
Price was $878, price is now $826 per person
$826
per person
Dec 28 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Evansville (EVV)
This hotel features a 24-hour 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 buffet breakfast and free self parking.
Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $1,141, price is now $926 per person
$926
per person
Dec 28 - Jan 4
found 19 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Evansville (EVV)
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $1,182, price is now $1,011 per person
$1,011
per person
Dec 28 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Portland (PDX) 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.
FairBridge Inn Express Mount Vernon

FairBridge Inn Express Mount Vernon

2 out of 5
Price was $946, price is now $868 per person
$868
per person
Dec 28 - Jan 4
found 13 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Evansville (EVV)
Free WiFi in public areas and dry cleaning are available at this motel. Staff at the 24-hour front desk can provide around-the-clock assistance.
Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $1,091, price is now $1,020 per person
$1,020
per person
Dec 28 - Jan 4
found 13 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Evansville (EVV)
This hotel features an indoor pool and a 24-hour 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.

Top Oakland City hotels deals

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
$104 nightly
The price is $116 total per night
$116 total
Nov 11 - Nov 12
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
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
$113 nightly
The price is $130 total per night
$130 total
Nov 19 - Nov 20
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
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
$76 nightly
The price is $87 total per night
$87 total
Nov 12 - Nov 13
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 buffet breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Evansville/Airport

Hampton Inn Evansville/Airport

2.5 out of 5
5701 Highway 41 N Evansville IN
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Dec 11 - Dec 12
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn Jasper South

Comfort Inn Jasper South

2.5 out of 5
1970 Hospitality Drive Jasper IN
Free Cancellation
$102 nightly
The price is $114 total per night
$114 total
Nov 30 - Dec 1
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. Guests will appreciate freebies like buffet 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
$87 nightly
The price is $100 total per night
$100 total
Nov 22 - Nov 23
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.

Stay near popular Oakland City attractions

Oakland City University

7.2/10 (47 reviews)
Explore the campus of Oakland City University, during your trip to Oakland City.
See properties

Frequently asked questions

How much are vacation packages to Oakland City?
Vacation packages, which include flights and hotels in Oakland City, start at just $826. 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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