Wynona Vacations from $590

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Wynona vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Big Cabin/Vinita Area

Super 8 by Wyndham Big Cabin/Vinita Area

2 out of 5
Price was $810, price is now $590 per person
$590
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
7.6/10 Good! (846 reviews)
It was a decent place.. expedia was very helpful.

Reviewed on Jun 16, 2026

Shangri-La Resort

Shangri-La Resort

4 out of 5
Price was $1,032, price is now $714 per person
$714
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
9/10 Wonderful! (361 reviews)
The golf courses are some of the most beautiful I’ve ever seen. The pool was fun. It was too bad it rained so much, is the only negative.

Reviewed on Jun 24, 2026

WorldMark Grand Lake

WorldMark Grand Lake

3 out of 5
Price was $935, price is now $668 per person
$668
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
9.6/10 Exceptional! (132 reviews)
Clean rooms staff was very nice and helpful

Reviewed on Jun 19, 2026

Redbud Tiny Home Resort

Redbud Tiny Home Resort

2 out of 5
Price was $870, price is now $630 per person
$630
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
10/10 Exceptional! (2 reviews)
Love the tiny home had everything that we needed. Very peaceful.

Reviewed on Aug 31, 2025

Shadow Ridge

Shadow Ridge

2 out of 5
Price was $872, price is now $664 per person
$664
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tulsa (TUL)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Wynona
View all trips

Wynona Hotel Deals

Frontier Hotel Pawhuska

Frontier Hotel Pawhuska

3.5 out of 5
101 W Main St Pawhuska OK
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $169 total per night from Jul 5 to Jul 6
$169 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"I enjoyed the spacious room with 2 beds. Great windows with views of the town. Close to great activities, shopping and dining. Friendly, helpful staff."

Reviewed on Jun 28, 2026

Frontier Hotel Pawhuska
Osage Casino Hotel Pawhuska

Osage Casino Hotel Pawhuska

3 out of 5
1421 John Dahl Ave Pawhuska OK
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $144 total per night from Jun 30 to Jul 1
$144 total
Jun 30 - Jul 1
Total with taxes and fees
9.4/10 Exceptional! (577 reviews)
"Wish had more tv channels"

Reviewed on Jun 24, 2026

Osage Casino Hotel Pawhuska
Osage Casino Hotel - Bartlesville

Osage Casino Hotel - Bartlesville

2 out of 5
1803 US-60 Bartlesville OK
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $122 total per night from Jun 30 to Jul 1
$122 total
Jun 30 - Jul 1
Total with taxes and fees
9.2/10 Wonderful! (330 reviews)
"Wish you could avoid the Casino as you check into the Hotel but excellent place and helpful staff. Enjoyed the stay!"

Reviewed on Jun 25, 2026

Osage Casino Hotel - Bartlesville
See all 82 properties in Wynona
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.

Find the Best Wynona Vacation Packages

Wynona Essential Information

Language
English
Currency
U.S dollars
Top Sights
Bluestem Falls, Osage County Historical Museum and The Pioneer Woman Mercantile

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wynona vacation package cost?
You'll find cheap prices from $590 on Expedia for your Wynona escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Wynona costs.
What are the cheapest months to go to Wynona?
February, March and May are the best times to search for cheap Wynona vacation packages. Opting to travel in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Wynona?
The ideal duration of your Wynona vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to visit all the major sights and discover some hidden gems along the way.
How to find the best Wynona package deals?
Use Expedia's filter tool to help you find some terrific Wynona package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Wynona package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Wynona vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Wynona vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Wynona?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Wynona adventure.
Does Expedia offer Book Now, Pay Later Wynona vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Wynona trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.