Osage Holidays

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Top hotels in Osage

Jack Pines Resort

Jack Pines Resort

3.5 out of 5
53014 MN-34, Osage, MN
9.6/10 Exceptional! (47 reviews)
Wonderful little resort
"Very nice, small resort. The cabin was clean and beds were comfortable. The resort restaurant food was very good. Staff were all very kind and accommodating. Very close to trails and took our ATV from the resort to the trails. The only downside is the shared fire pits but not that big of a deal. ..."

Reviewed on 17 Aug 2025

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Jack Pines Resort
Quiet Shell River Cabin with Sauna

Quiet Shell River Cabin with Sauna

Osage
9.8/10 Exceptional! (67 reviews)
"It was a great relaxing stay"

Reviewed on 9 Aug 2025

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Quiet Shell River Cabin with Sauna
Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable

Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable

Osage
9.8/10 Exceptional! (61 reviews)
Great Family Place
"This is a wonderful place for family gatherings. Plenty of room for the whole gang. We will be back."

Reviewed on 24 Jul 2025

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Osage Schoolhouse: Renovated, Sleeps 23, Spacious and Comfortable
See all 403 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.

Frequently asked questions

How much does an Osage holiday package cost?
You'll find cheap prices on Expedia for your Osage break. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Osage costs.
What are the cheapest months to go to Osage?
Plan your trip for the shoulder or low season and you're likely to find cheap Osage holiday packages. Remember that public holidays and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Osage?
With a well-organised schedule, you can easily visit the top Osage sights in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Osage holiday for longer.
How to find the best Osage package deals?
Begin your search for an Osage package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Osage package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Osage escape off to a flying start.
Is it cheaper to book an Osage holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a customised Osage holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Osage?
If you've got your Osage holiday dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Osage?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to escape to Osage.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodation will probably be the largest expense during your trip to Osage.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to get to in Osage. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your accommodation and airfare: After you've nailed down your trip dates and duration, book the perfect Osage holiday package for you.

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