Title: Oakland City Vacation Packages & Trips 2025/2026 from CA $659 | Expedia.ca

  

[Hotels in Oakland City](https://expedia.ca/Oakland-City-Hotels.d6283924.Travel-Guide-Hotels)[Vacation Rentals in Oakland City](https://expedia.ca/Oakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals)[Oakland City Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland-City.d6283924.Car-Rental-Guide)

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# Oakland City Vacation Packages

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#### Your Oakland City Vacation

Our vacation packages to Oakland City let you customize your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fabulous city. Need some inspiration on what to see or do first during your trip to Oakland City? Check off well-known attractions such as [Oakland City University](https://www.expedia.ca/Oakland-City-University-Oakland-City.d6281559.Vacation-Attraction). Your perfect Oakland City vacation is only clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

## Top Oakland City Vacation Deals

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

![PT6 INN](https://images.trvl-media.com/lodging/78000000/77860000/77859200/77859197/8f8361f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### PT6 INN

CA $659

per person

Nov 13 - Nov 16

found 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Evansville (EVV)

4.4/10 (94 reviews)

Staff is great, room needs to feel more like home

Reviewed on Jul 17, 2024

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=BUF&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=77859197&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su6xRX_zpU3cGkvrV46mLsrYdMmqZgMfFDVByoUrVZqt5)

![Residence Inn by Marriott Evansville East](https://images.trvl-media.com/lodging/1000000/70000/68000/67972/w4000h2662x0y0-c398ced3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residence Inn by Marriott Evansville East

CA $755

per person

Nov 13 - Nov 16

found 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Evansville (EVV)

8.6/10 Excellent! (498 reviews)

Our room and restroom was very clean. It was a quite room. Staff was nice. Love the pond and walk paths across the road. The pool was out of order. But was supposed to be fixing the next day. Free breakfast was great!

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=BUF&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67972&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su6xRX_zpU3cGkvrV46mLsrbmPPbbSsAQaPW5LjbFSqPL)

![Envi Boutique Hotel Henderson-Evansville South](https://images.trvl-media.com/lodging/1000000/50000/49800/49726/a17cf382_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Envi Boutique Hotel Henderson-Evansville South

CA $756

per person

Nov 13 - Nov 16

found 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Evansville (EVV)

8/10 Very Good! (266 reviews)

Well the outside looked rough, maybe they were remodeling. So I was pretty concerned. The room itself was updated and clean but there were some issues. 1) the hot tub was not the one in the picture and it had a slow leak into the floor. Like water seeped out of the hot tub into the floor around the hot tub and accumulated to 1/8" deep at least 2) no microwave in the room despite the online saying there was 3) no staff really. Check in was with someone in India who speaks to you through a kiosk. I guess that's ok, but pretty impersonal and didn't leave you feeling great. 4) and this was a huge issue. The door between our room and the next was a regular for with a turn lock. We were able to walk right into the next room and if they had the key on the other side they could do the same. Scary! Even more so if we had been in the next room with NO way to lock the door to keep the people in the next room out. There was no lock on that side!!!!

Reviewed on Oct 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=BUF&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49726&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su6xRX_zpU3cGkvrV46mLsrZX3hP_HL2MLGjXIrARGo8D)

![Howard Johnson by Wyndham Evansville East](https://images.trvl-media.com/lodging/1000000/20000/13800/13772/w3837h2571x3y3-fa715d4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Howard Johnson by Wyndham Evansville East

CA $692

per person

Nov 13 - Nov 16

found 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Evansville (EVV)

8.2/10 Very Good! (1,005 reviews)

I enjoyed my stay there. The staff was great. The rooms were clean. The property was clean. It was a very quiet I think I was the loudest one there. Lol Peter was very nice. I’ll definitely stay again.

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=BUF&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13772&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su6xRX_zpU3cGkvrV46mLsra7PtZmGwAKqN14JzUTqQyI)

![New Harmony Inn Resort and Conference Center](https://images.trvl-media.com/lodging/2000000/1410000/1403900/1403845/efde89bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### New Harmony Inn Resort and Conference Center

CA $809

per person

Nov 13 - Nov 16

found 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Evansville (EVV)

9.2/10 Wonderful! (465 reviews)

Nice place to stay. We'll be back.

Reviewed on Sep 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-16/?FromAirport=BUF&Destination=EVV&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1403845&paandie=true&dealMarker=M6lYpVyqY-8qIQUEWY_Su6xRX_zpU3cGkvrV46mLsrbUt_G1x6EgTv3GuNJ9XaJW)

## Ready to book your vacation to Oakland City?

Choose your dates

## Oakland City Hotel Deals

![Oakland Courtyard](https://images.trvl-media.com/lodging/118000000/117630000/117625600/117625584/dbd375da_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Oakland Courtyard

1000 W Morton St, Oakland City, Oakland City, IN

CA $108

CA $121 total

Nov 1 - Nov 2

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&selected=117625584&PinnedHotelID=117625584&HadPinnedHotel=true&regionId=6283924)

![Golf Course Views: Oakland City Retreat](https://images.trvl-media.com/lodging/113000000/112280000/112275800/112275739/2948679c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Golf Course Views: Oakland City Retreat

Oakland City

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F10%2F2025&endDate=26%2F10%2F2025&selected=112275739&PinnedHotelID=112275739&HadPinnedHotel=true&regionId=6283924)

[](https://expedia.ca/Hotel-Search?startDate=25%2F10%2F2025&endDate=26%2F10%2F2025&selected=112275739&PinnedHotelID=112275739&HadPinnedHotel=true&regionId=6283924)

![Half-mi to Oakland City Golf Club: Sleek Apartment](https://images.trvl-media.com/lodging/113000000/112280000/112275800/112275729/d26bd117_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Half-mi to Oakland City Golf Club: Sleek Apartment

Oakland City

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F10%2F2025&endDate=26%2F10%2F2025&selected=112275729&PinnedHotelID=112275729&HadPinnedHotel=true&regionId=6283924)

[](https://expedia.ca/Hotel-Search?startDate=25%2F10%2F2025&endDate=26%2F10%2F2025&selected=112275729&PinnedHotelID=112275729&HadPinnedHotel=true&regionId=6283924)

[See all 172 properties in Oakland City](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=6283924)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Oakland City

#### Oakland City University

Explore the campus of Oakland City University, during your trip to Oakland City.

[](https://expedia.ca/Oakland-City-University-Oakland-City.d6281559.Vacation-Attraction)

## Explore a world of travel with Expedia

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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## Go further with the Expedia app

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![QR code to download the app](data:image/png;base64,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)