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 20, 2026.

A bedroom with a wooden bed, a white dresser, and a door.

A modern bathroom with a glass-enclosed shower, a sink with a mirror, and a toilet.

A compact living space with a kitchenette, a grey sofa, a wooden dining table, and a flat-screen TV mounted on the wall.

A modern living room with a round wooden table, a grey sofa, and a flat-screen TV mounted on the wall.

Oakland Courtyard

Oakland City

CNY1,212

CNY1,357 total

includes taxes & fees

Aug 22 - Aug 23

Guest House Motel

Petersburg

CNY706

CNY791 total

includes taxes & fees

Sep 21 - Sep 22

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

A spacious lobby with a stone fireplace, comfortable seating, and a reception area.

A Hampton Inn hotel with a modern facade, a welcoming entrance, and a parking lot.

A reception desk with a "WELCOME TO THE HOOSIER STATE" sign, a clock, and a "Manager On Duty" sign.

Hampton Inn Princeton

Princeton

CNY867

CNY971 total

includes taxes & fees

Sep 12 - Sep 13

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

A coffee station with two coffee machines and a display of coffee products.

A hotel lobby with seating areas, a reception desk, and a bar.

A modern breakfast bar with a coffee machine, yogurt, eggs, and milk dispenser.

Holiday Inn Express & Suites Evansville North by IHG

Evansville

CNY720

CNY828 total

includes taxes & fees

Sep 20 - Sep 21

A Jasper Inn hotel with a modern design, featuring a prominent blue sign and a well-lit entrance.

Jasper Inn

Jasper

CNY515

CNY577 total

includes taxes & fees

Sep 11 - Sep 12

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

A reception desk with a wooden finish, a textured wall behind it, and a tiled floor.

An indoor swimming pool with clear glass walls, a tiled floor, and a ceiling with recessed lighting.

A spacious lobby with a sectional sofa, a reception desk, and a dining area with multiple tables and chairs.

Comfort Inn Jasper South

Jasper

CNY649

CNY727 total

includes taxes & fees

Sep 17 - Sep 18

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

A Baymont hotel by Wyndham with a brick facade, a prominent entrance, and blue accent lighting.

A hotel lobby with blue sofas, a reception desk, and a large mirror.

Baymont by Wyndham Washington

Washington

CNY852

CNY988 total

includes taxes & fees

Sep 21 - Sep 22

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.

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

A reception desk with a wooden finish, a modern light fixture, and a decorative wall piece.

Fairfield Inn & Suites Jasper

Jasper

CNY842

CNY943 total

includes taxes & fees

Sep 2 - Sep 3

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

A coffee station with a coffee machine, water dispenser, and coffee containers on a counter.

A Clarion Pointe hotel with a covered entrance, a parking lot, and a landscaped area with shrubs and flowers.

A modern kitchen area with a coffee machine, a refrigerated display case, and a waffle maker.

Clarion Pointe Jasper

Jasper

CNY509

CNY570 total

includes taxes & fees

Sep 11 - Sep 12

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

A modern bar area with a wooden slat partition, a glass shelf with liquor bottles, and wooden stools.

A modern hotel lobby with a large seating area, a bar, and a dining space.

An indoor swimming pool with clear glass walls, exercise equipment, and green lounge chairs.

SpringHill Suites by Marriott Newburgh Evansville

Newburgh

CNY902

CNY1,010 total

includes taxes & fees

Aug 30 - Aug 31

A modern kitchen with a long counter, built-in appliances, and a wooden floor.

A hotel room with a sofa, a small table, a desk with a chair, a television, and a microwave.

A lobby with orange walls, a large chandelier, and a reception desk.

A hotel room with a brown sofa, a chair, a small wooden table, and a bed with a white headboard.

Comfort Inn & Suites Evansville Airport

Evansville

CNY539

CNY620 total

includes taxes & fees

Aug 30 - Aug 31

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

A Super 8 hotel with a prominent sign, covered parking, and a simple architectural design.

A breakfast bar with cereal dispensers, a coffee maker, a bread display, and a fruit bowl.

A reception desk with a framed welcome sign, a clock, and a television on the wall.

Super 8 by Wyndham Jasper

Jasper

CNY509

CNY570 total

includes taxes & fees

Sep 4 - Sep 5

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

An indoor swimming pool with clear water, surrounded by lounge chairs and tables.

A modern dining area with a long table, multiple chairs, and overhead pendant lighting.

A hotel room with a dining area, a sofa, two lamps, and a patterned carpet.

Hampton Inn Evansville/Airport

Evansville

CNY684

CNY787 total

includes taxes & fees

Sep 6 - Sep 7

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

A reception area with two reception desks, a modern wall design, and a vending machine.

A Holiday Inn Express & Suites building with a parking lot, a covered entrance, and a landscaped area with flowers.

A hotel room with a bed, desk, chair, and a large window offering a view of trees.

Holiday Inn Express Princeton by IHG

Princeton

CNY841

CNY942 total

includes taxes & fees

Aug 23 - Aug 24

A spacious lobby with a high ceiling, large windows, and a reception desk.

A hotel room with a bed, a desk, a chair, a TV, and a lamp.

A spacious dining area with multiple tables and chairs, large windows, and a ceiling fan.

An indoor swimming pool with a capacity sign, a pool ladder, and a seating area with chairs.

Drury Inn & Suites Evansville East

Evansville

CNY787

CNY905 total

includes taxes & fees

Sep 21 - Sep 22

A glass-top fire feature with blue glass pebbles, set in a stone structure.

A modern hotel with a covered outdoor seating area and a sign reading "Wyndham Place Suites Marriott".

A modern hotel lobby with a round table, leather chairs, a laptop, and a large window offering a view of the street.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sunroof ceiling.

Towneplace Suites by Marriott Evansville Newburgh

Newburgh

CNY841

CNY942 total

includes taxes & fees

Aug 30 - Aug 31

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

A reception area with a counter, chairs, a patterned carpet, and a potted plant.

A Baymont Inn & Suites with a central entrance, multiple floors, and a parking lot with red flowering bushes.

A hotel room with a sofa, a small refrigerator, a microwave, a flat-screen TV, a lamp, and a window with curtains.

Baymont by Wyndham Evansville North/Haubstadt

Haubstadt

CNY473

CNY529 total

includes taxes & fees

Sep 1 - Sep 2

A hotel with a prominent 'Garner by IHG' sign, a covered entrance, and a brick facade.

A modern hotel room with a flat-screen TV, comfortable seating, a desk, and a small kitchenette.

A hotel lobby with a central staircase, a reception desk, and a seating area with blue sofas.

Garner Hotel Evansville East by IHG

Evansville

CNY599

CNY688 total

includes taxes & fees

Sep 21 - Sep 22

A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

A bedroom with a bed, a ceiling fan, a TV, wooden walls, and a window with curtains.

A wooden building with a porch, steps, and potted plants.

A wooden interior with a sofa, a recliner, a dining table, and a ceiling fan.

The Cowboys Slumber' 2 Mi to Lincoln State Park

Gentryville

CNY928

CNY2,560 total

includes taxes & fees

Aug 24 - Aug 25

A hotel room with a large bed, a smaller bed, a desk with a chair, a TV mounted on the wall, a blue sofa, and a window with a view of the outdoors.

A hotel room with two beds, a blue sofa, a wooden coffee table, and a large window offering a view.

A reception area with a wooden reception desk, a blue sofa, and a green armchair.

An indoor swimming pool with clear water, a metal pool ladder, and a ceiling with recessed lighting.

Quality Inn & Suites Ferdinand

Ferdinand

CNY497

CNY556 total

includes taxes & fees

Aug 23 - Aug 24

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Go beyond your typical stay in Oakland City

Pet friendly

Pool

Hot tub

Family friendly

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

Comfort Inn Jasper South

10/10 Excellent

"Loved the game room, breakfast was appropriate for the price point, quick ride to holiday world! Clean, friendly staff, zero complaints!"

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"

Howard Johnson by Wyndham Evansville East

10/10 Excellent

"Staff was friendly and helpful!"

Clarion Inn & Suites Evansville Eastland Area

10/10 Excellent

"I absolutely loved everything about this hotel"

Clarion Pointe Jasper

10/10 Excellent

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

La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent

"At check in lady running the desk wad friendly and helpful on my room request. Room was clean. Good shower pressure and hot water. Good size desk. Lamp w/2 110v outlets. Nightstand between beds have outlets and USB ports. 32" TV w/good selection of channels (didn't count how many. They had a printed guide on the desk). WiFi is a ripping 179 dwn/182 up. Breakfast was very good. Brewed coffee For hot there was sausage links, mini egg cheese omelet. scrambled eggs (bag boil but not watery), potato home fries, good biscuits, and a good milk gravy. All the rest standard items; waffle station, cereals, fresh fruits. Lady running breakfast kept coffee urns full, food stocked and spray/wiped down tables after guests left. Plenty of parking"

Fairfield Inn By Marriott Evansville East

8/10 Good

"Clean room and the man at the front desk was very friendly."

Frequently asked questions

How much does a hotel room cost in Oakland City?

You can choose a great hotel in Oakland City from CNY441 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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