Osage Vacation Packages

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Top Osage Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Gillette

Days Inn by Wyndham Gillette

2 out of 5
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gillette (GCC)
8/10 Very Good! (478 reviews)
My only real complaint about the motel was I had no hot water in the bathroom; either in the sink or tub/shower. So I was unable to even wash my face much less take a shower, which I had planned to do. I mentioned this to staff when I checked out.

Reviewed on Jul. 25, 2025

La Quinta Inn & Suites by Wyndham Gillette

La Quinta Inn & Suites by Wyndham Gillette

3 out of 5
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gillette (GCC)
9.6/10 Exceptional! (1,007 reviews)
I see why this place has great reviews. Best stay we had all vacation.

Reviewed on Jul. 17, 2025

Garner Hotel Gillette South by IHG

Garner Hotel Gillette South by IHG

3 out of 5
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gillette (GCC)
8.6/10 Excellent! (1,001 reviews)
Perfect 1 bdrm suite for a family of 4!! The hotel was clean and the staff were very friendly! Biggest highlight for our whole family was the big waterslides, lazy river, and hot tub!! Highly recommend staying here!

Reviewed on Jul. 23, 2025

Fairfield Inn & Suites by Marriott Gillette

Fairfield Inn & Suites by Marriott Gillette

2.5 out of 5
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gillette (GCC)
8.8/10 Excellent! (559 reviews)
Nicest Fairfield I’ve stayed in. Water park was a hit with the kids after being in the car all day. Best hotel breakfast I’ve had in years - waffles and bacon were perfect.

Reviewed on Jul. 9, 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
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jul 27 to Jul 28
CA $210
CA $235 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (978 reviews)
"It was an overall pleasant stay."

Reviewed on Jul. 23, 2025

Serena Inn & Suites - Sundance
Bear Lodge Motel

Bear Lodge Motel

2 out of 5
218 E Cleveland St, Sundance, WY
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jul 27 to Jul 28
CA $134
CA $151 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (570 reviews)
"Hidden Gem"

Reviewed on Jul. 20, 2025

Bear Lodge Motel
Arrowhead Motel

Arrowhead Motel

2 out of 5
214 East Cleveland Street, Sundance, WY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Aug 17 to Aug 18
CA $122
CA $137 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (799 reviews)
"Clean place with a friendly host. Bed was comfortable & shower was good. Still felt like an older motel with some cosmetic fixes. Dated/cheap dresser, fake flowers & blanket at the end of the bed need to go. Change those things to match the wallpaper & flooring to give it an updated, modern feel ..."

Reviewed on Jul. 22, 2025

Arrowhead 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 can pick up a vacation package to this popular destination from CA $1,093 on Expedia. However, how much your vacation to Osage costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Osage?
If you're looking to snag a cheap Osage vacation package, consider planning a trip in January, February and March. You'll typically find better prices on airfares and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Osage?
The ideal duration of your Osage vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to hit all the major sights and explore some hidden treasures along the way.
How to find the best Osage package deals?
Landing a cheap Osage package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Osage package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Osage vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalize your Osage trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Osage?
If you have your Osage vacation dates finalized, book as early as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Osage?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Osage.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Osage.
  3. Decide how long to go for: Now that you're up to speed on Osage, you can work out the right length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find an Osage vacation package that brings all your bookings together.

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