Hotels in Oakland City

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Top 5 hotels in Oakland City at a glance

Oakland Courtyard — 2-star hotel in Oakland City. Guest rating: 8.8/10 — Excellent.
Guest House Motel — Located in Petersburg.
Hampton Inn Princeton — 2.5-star hotel in Princeton. Guest rating: 9.2/10 — Wonderful.
Holiday Inn Express & Suites Evansville North by IHG — 2.5-star hotel in Evansville. Guest rating: 8.6/10 — Excellent.
Jasper Inn — 2.5-star hotel in Jasper. Guest rating: 8.0/10 — Very Good.

Where to stay in Oakland City?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Oakland City on Hotels.com. These Oakland City hotels consistently deliver on comfort, location and traveler experience. Last updated on August 19, 2026.

Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

Oakland Courtyard

Oakland City

CNY1,212

CNY1,357 total

includes taxes & fees

Aug 21 - Aug 22

Room, 1 King Bed | Desk, laptop workspace, blackout drapes, WiFi (free)

Room, 1 King Bed | Bathroom | Shower, free toiletries, hair dryer, towels

Guest House Motel

Petersburg

CNY707

CNY792 total

includes taxes & fees

Sep 20 - Sep 21

Hampton Inn Princeton

Princeton

CNY881

CNY986 total

includes taxes & fees

Sep 12 - Sep 13

Holiday Inn Express & Suites Evansville North by IHG

Evansville

Non Smoking Two Queens Kitchenette | Premium bedding, down comforters, desk, laptop workspace

Jasper Inn

Jasper

CNY516

CNY578 total

includes taxes & fees

Sep 11 - Sep 12

Comfort Inn Jasper South

Jasper

CNY651

CNY729 total

includes taxes & fees

Sep 17 - Sep 18

Baymont by Wyndham Washington

Washington

CNY853

CNY989 total

includes taxes & fees

Sep 13 - Sep 14

Desk, blackout drapes, iron/ironing board, cribs (free)

Fairfield Inn & Suites Jasper

Jasper

CNY844

CNY945 total

includes taxes & fees

Sep 2 - Sep 3

Standard Room, 2 Queen Beds, Non Smoking | Hypo-allergenic bedding available, in-room safe, laptop workspace

Clarion Pointe Jasper

Jasper

CNY510

CNY571 total

includes taxes & fees

Sep 11 - Sep 12

SpringHill Suites by Marriott Newburgh Evansville

Newburgh

CNY902

CNY1,010 total

includes taxes & fees

Sep 6 - Sep 7

Pillowtop beds, desk, blackout drapes, iron/ironing board

Comfort Inn & Suites Evansville Airport

Evansville

CNY540

CNY621 total

includes taxes & fees

Aug 30 - Aug 31

Room, 2 Double Beds, Non Smoking | In-room safe, desk, soundproofing, iron/ironing board

Super 8 by Wyndham Jasper

Jasper

CNY509

CNY570 total

includes taxes & fees

Aug 26 - Aug 27

37-inch LCD TV with digital channels, TV

Hampton Inn Evansville/Airport

Evansville

CNY684

CNY787 total

includes taxes & fees

Sep 6 - Sep 7

Premium Room | Desk, iron/ironing board, cribs (free), WiFi (free)

Holiday Inn Express Princeton by IHG

Princeton

CNY875

CNY980 total

includes taxes & fees

Sep 20 - Sep 21

Drury Inn & Suites Evansville East

Evansville

CNY788

CNY906 total

includes taxes & fees

Aug 24 - Aug 25

Towneplace Suites by Marriott Evansville Newburgh

Newburgh

CNY958

CNY1,073 total

includes taxes & fees

Sep 2 - Sep 3

Room, 1 Queen Bed, Accessible, Non Smoking | Desk, iron/ironing board, WiFi (free), alarm clocks

Baymont by Wyndham Evansville North/Haubstadt

Haubstadt

Desk, iron/ironing board, WiFi (free), bed sheets

Suite, 1 Bedroom, Kitchenette | Room amenity

Garner Hotel Evansville East by IHG

Evansville

CNY539

CNY619 total

includes taxes & fees

Aug 30 - Aug 31

The Cowboys Slumber' 2 Mi to Lincoln State Park

Gentryville

CNY929

CNY2,562 total

includes taxes & fees

Aug 24 - Aug 25

Suite, Multiple Beds, Non Smoking | Desk, cribs (free), WiFi (free), bed sheets

Quality Inn & Suites Ferdinand

Ferdinand

CNY498

CNY557 total

includes taxes & fees

Aug 23 - Aug 24

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Go beyond your typical stay in Oakland City

Pet friendly

Pool

Family friendly

Hot tub

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

Jasper Inn

8/10 Good

"parking was okay, breakfast had few choices and was a little disappointing. Room door dead bolt did not work so there was no lock just a chain."

Santas Lodge and Resort

8/10 Good

"Only bad thing was the room didn't have a mini fridge or microwave. Breakfast was on point ."

Drury Inn & Suites Evansville East

10/10 Excellent

"Staff was great! Breakfast was good"

Comfort Inn Jasper South

10/10 Excellent

"Fantastic, was very clean."

Howard Johnson by Wyndham Evansville East

10/10 Excellent

"Staff was friendly and helpful!"

Fairfield Inn & Suites Jasper

10/10 Excellent

"The staff was extremely friendly and very helpful. Breakfast was excellent. The location was great and plenty of places to walk to."

Clarion Inn & Suites Evansville Eastland Area

10/10 Excellent

"I absolutely loved everything about this hotel"

Baymont by Wyndham Washington

10/10 Excellent

"Clean and accessible. Accomodating staff. Did not eat breakfast."

Clarion Pointe Jasper

10/10 Excellent

"Room was clean and nice. good location, and offered free breakfast."

Frequently asked questions

How much does a hotel room cost in Oakland City?

You can choose a great hotel in Oakland City from CNY557 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Oakland City that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Oakland City hotels?

Discover great deals on Oakland City hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Oakland City hotels.

Can I book Oakland City hotels with free cancellation?

It's easy to book a refundable Oakland City hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

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.

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