Hotels in Oakland City

Q: What accommodations do travelers like in Oakland City?

Guests like Oakland Courtyard .

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Dates

November 2026

December 2026

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Where to stay in Oakland City?

An outdoor patio area with a glass table and chairs, potted plants, and a building with large windows.

1. Hampton Inn Princeton

Princeton

$123 total

includes taxes & fees

Nov 21 - Nov 22

A hotel room with a large bed, a desk with a TV, a chair, and two lamps.

2. Baymont by Wyndham Evansville North/Haubstadt

Haubstadt

$87 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a large bed, two bedside lamps, a mirror, and a chandelier.

3. Guest House Motel

Petersburg

$120 total

includes taxes & fees

Nov 29 - Nov 30

A Holiday Inn Express & Suites hotel with a covered entrance, parking lot, and a well-lit facade.

4. Holiday Inn Express & Suites Evansville North by IHG

Evansville

$107 total

includes taxes & fees

Nov 29 - Nov 30

A hotel room with two beds, a nightstand, and a wall-mounted lamp.

5. Super 8 by Wyndham Evansville North

Evansville

$67 total

includes taxes & fees

Nov 27 - Nov 28

A hotel lobby with a patterned carpet, seating areas, a television, a clock, and a bar area with a coffee machine.

6. Quality Inn & Suites Evansville North

Evansville

$87 total

includes taxes & fees

Nov 21 - Nov 22

A reception desk with a stone wall backdrop, a sign for Clarion Pointe by Choice Hotels, and a Dell computer on the counter.

7. Clarion Pointe Evansville North

Evansville

$87 total

includes taxes & fees

Nov 21 - Nov 22

A hotel with a modern design, featuring a spacious parking lot and a well-lit entrance.

8. Comfort Inn Jasper South

Jasper

$114 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a stone wall, a flat-screen TV, a blue-lit fireplace, a dining area with a table and chairs, and a large window with a forest view.

9. Fairfield Inn & Suites Jasper

Jasper

$132 total

includes taxes & fees

Nov 28 - Nov 29

A reception area with a cityscape mural, wooden reception desks, and pendant lights.

10. La Quinta Inn & Suites by Wyndham Evansville

Evansville

$87 total

includes taxes & fees

Nov 3 - Nov 4

A reception desk with a "Welcome to the Hoosier State" sign, two monitors, and a "Hilton Honors" badge.

11. Hampton Inn Evansville/Airport

Evansville

$111 total

includes taxes & fees

Nov 20 - Nov 21

A modern kitchen with a glass ceiling, wooden tables and chairs, and various kitchen appliances.

12. Baymont by Wyndham Washington

Washington

$121 total

includes taxes & fees

Nov 8 - Nov 9

A Howard Johnson hotel with a modern facade, large windows, and a well-maintained garden area.

13. Howard Johnson by Wyndham Evansville East

Evansville

$70 total

includes taxes & fees

Nov 3 - Nov 4

A modern lobby with a reception desk, seating area, and a dining space.

14. Holiday Inn Express Princeton by IHG

Princeton

$115 total

includes taxes & fees

Nov 29 - Nov 30

A hotel room with two beds, a large framed picture of a winding road, a television, and a door leading to another room.

15. Super 8 by Wyndham Jasper

Jasper

$80 total

includes taxes & fees

Dec 1 - Dec 2

A hotel reception area with a reception desk, a chandelier, a green carpet, and a couch.

16. Quality Inn Huntingburg - Jasper

Huntingburg

$74 total

includes taxes & fees

Dec 2 - Dec 3

A hotel room with two beds, a large painting of a waterfall, a desk with a computer, and a patterned carpet.

17. Clarion Pointe Jasper

Jasper

$96 total

includes taxes & fees

Nov 30 - Dec 1

A hotel room with two beds, a desk, and a chair.

18. Stones Motel

Dale

$62 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor patio with a stone fire feature, seating, and a glass enclosure.

19. SpringHill Suites by Marriott Newburgh Evansville

Newburgh

$140 total

includes taxes & fees

Nov 8 - Nov 9

A hot tub in a room with large windows, a door, and a yellow object on the floor.

20. Comfort Inn & Suites Evansville Airport

Evansville

$88 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

Go beyond your typical stay in Oakland City

Top landmarks in Oakland City

Oakland City University

7.2/10 (47 reviews)

If you'd like to get a taste of Oakland City student life, check out Oakland City University, located 0.4 mi (0.6 km) from central Oakland City.

See properties

Check out reviews of Oakland City hotels guests love

Holiday Inn Express & Suites Evansville North by IHG

Evansville

10/10 Exceptional

Jana

Baymont by Wyndham Evansville North/Haubstadt

Haubstadt

10/10 Exceptional

Deb

A Hampton Inn by Hilton hotel with a well-lit entrance, a landscaped lawn, and a clear sky.

Hampton Inn Jasper

Jasper

10/10 Exceptional

Anonymous traveler

Holiday Inn Express Princeton by IHG

Princeton

10/10 Exceptional

I have heard in the past that the hotel was a little less than ideal. Older and in need of some attention to things. That's just not what I experienced. It was like new in many respects. Just the smell of the hallways and rooms was refreshing. Excellent hotel. Staff was just perfect, even the night shift as our 6-10 of our reunion group sat around the lobby. These folks have fresh coffee 24/7. Clean pool, with nice patio area along side. I'm generally pretty hard on hotels having traveled so...

Anonymous traveler

Hampton Inn Evansville/Airport

Evansville

10/10 Exceptional

Elaine

Fairfield Inn & Suites Jasper

Jasper

10/10 Exceptional

We loved our stay here! The location of the hotel is beautiful, situated between a river with a working mill on one side and a train on the other. The train never disturbed our stay, but the location was ideal. We loved walking around downtown and the easy access to restaurants. The hotel itself was clean, comfortable, and modern. Everything was updated and everything about our stay was convenient and easy. We loved staying here!

Grace

Clarion Pointe Jasper

Jasper

10/10 Exceptional

Julie

SpringHill Suites by Marriott Newburgh Evansville

Newburgh

10/10 Exceptional

Santiago

Baymont by Wyndham Washington

Washington

10/10 Exceptional

Marcia

A Holiday Inn Express & Suites hotel with a covered entrance, multiple floors, and a parking lot.

Holiday Inn Express Hotel & Suites Jasper by IHG

Jasper

10/10 Exceptional

stayed here the night before going to Holiday World. It was about a half hour away, but worth it and a very straightforward drive. Pool was comfortable temp and clean. The hot tub water level was low but the staff addressed the problem right away. Beds very comfortable and rooms spacy. The staff was really nice and responsive. Hotel was clean and newer. There is a restaurant/ bar right out front. Easy access to the local town yet quiet and rural at the same time. Breakfast was very good....

william

Quality Inn & Suites Evansville North

Evansville

10/10 Exceptional

Cheri'

La Quinta Inn & Suites by Wyndham Evansville

Evansville

10/10 Exceptional

Jerresa

A courtyard with a fire pit, outdoor seating, umbrellas, and a brick wall.

Holiday Inn Express Evansville by IHG

Evansville

10/10 Exceptional

Lori

Frequently Asked Questions

What accommodations do travelers like in Oakland City?

Guests like Oakland Courtyard.

Can I book a refundable hotel in Oakland City?

If you're looking for the flexibility to change your travel plans to Oakland City, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Oakland City be like during my visit?

July and August are typically the warmest months in Oakland City when the average temp is 74°F. January and February are the coldest months when the average temperature is 38°F. April and May are the months with the most rain.

Why should I book my Oakland City hotel through Hotels.com?

There are lots of reasons to book your Oakland City trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.