Osage Vacations from $653

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The Latest Osage vacation packages

Price found within the past 48 hours. Click for updated prices.
Howard Johnson by Wyndham Gillette

Howard Johnson by Wyndham Gillette

2 out of 5
Price was $700, price is now $653 per person
$653
per person
Oct 2 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Gillette (GCC)
6.8/10 (659 reviews)
Shower was blue...very out dated

Reviewed on Aug 10, 2025

Summit Suites

Summit Suites

2.5 out of 5
Price was $784, price is now $703 per person
$703
per person
Oct 2 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Gillette (GCC)
9/10 Wonderful! (493 reviews)
So many times you do not get what you see in the pictures. This property is as good as the photos provided.

Reviewed on Aug 27, 2025

La Quinta Inn & Suites by Wyndham Gillette

La Quinta Inn & Suites by Wyndham Gillette

3 out of 5
Price was $785, price is now $722 per person
$722
per person
Oct 2 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Gillette (GCC)
9.6/10 Exceptional! (1,000 reviews)
Asked for shower chair handicap room or first floor room and couldn’t get any help

Reviewed on Aug 27, 2025

Arbuckle Lodge

Arbuckle Lodge

3 out of 5
Price was $871, price is now $801 per person
$801
per person
Oct 2 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Gillette (GCC)
9.2/10 Wonderful! (1,007 reviews)
Nice, big room with a whirlpool and a big shower.

Reviewed on Aug 23, 2025

Wingate by Wyndham Gillette

Wingate by Wyndham Gillette

2.5 out of 5
Price was $766, price is now $713 per person
$713
per person
Oct 2 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Gillette (GCC)
8/10 Very Good! (1,004 reviews)
The staff was great. Parking was awesome. I will use this place again

Reviewed on Aug 20, 2025

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Osage Hotel Deals

Serena Inn & Suites - Sundance

Serena Inn & Suites - Sundance

2.5 out of 5
2719 E Cleveland Street, Sundance, WY
$135 nightly
The price is $151 total per night from Sep 1 to Sep 2
$151 total
Sep 1 - Sep 2
Total with taxes and fees
Serena Inn & Suites - Sundance
Arrowhead Motel

Arrowhead Motel

2 out of 5
214 East Cleveland Street, Sundance, WY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Aug 31 to Sep 1
$110 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (821 reviews)
"The rooms were pristine and clean and very up-to-date. The exterior of the motel looks like something out of the 30s, but the rooms had all been redone with new floors, new bathrooms, etc., and work quite nice."

Reviewed on Aug 24, 2025

Arrowhead Motel
Bear Lodge Motel

Bear Lodge Motel

2 out of 5
218 E Cleveland St, Sundance, WY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Sep 8 to Sep 9
$122 total
Sep 8 - Sep 9
Total with taxes and fees
8/10 Very Good! (586 reviews)
"Staff extremely helpful"

Reviewed on Aug 24, 2025

Bear Lodge Motel
See all 47 properties in Osage
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.

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Frequently asked questions

How much does an Osage vacation package cost?
You'll find cheap prices from $653 on Expedia for your Osage escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Osage costs.
What are the cheapest months to go to Osage?
You can usually find reduced prices and better availability in February, November and December. Browse our cheap Osage vacation packages and you could land some great off-season discounts.
How many days is enough for Osage?
With a well-organized itinerary, you can easily tick off the main Osage attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, think about booking your Osage vacation for longer.
How to find the best Osage package deals?
Begin your search for an Osage package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Osage package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Osage escape underway.
Is it cheaper to book an Osage vacation as a package?
You can enjoy significant savings on your Osage getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Osage?
Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Osage adventure.
Does Expedia offer Book Now, Pay Later Osage vacation packages?
Set off on your perfect escape to Osage with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.