Osage Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Osage

Jack Pines Resort

Jack Pines Resort

3.5 out of 5
53014 MN-34, Osage, MN
9.6/10 Exceptional! (42 reviews)
"Excellent communication throughout the process beginning with making reservations to checking out. The cabins were clean, staff friendly, lots of activities to do on site. The breakfast was amazing! I loved the fire pits setup. Highly recommend this place. It was close enough to Detroit Lakes and ..."

Reviewed on 4 Aug 2025

Get rates
Jack Pines Resort
Quiet Shell River Cabin with Sauna

Quiet Shell River Cabin with Sauna

Osage
9.8/10 Exceptional! (65 reviews)
Nice and easy
"Had what we needed to make a meal and relax for a few days. With all the rain and humidity it was a little damp inside, but that's really just part of the Minnesota summer climate."

Reviewed on 31 Jul 2025

Get rates
Quiet Shell River Cabin with Sauna
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!

Updated 2BR, 5.5 acre gem with vista view of Straight Lake!

Osage
9.4/10 Exceptional! (73 reviews)
Vacation
"Very nice cabin on a smaller lake and quiet lake. Good panfish fishing, especially for crappies in the morning and evening. Lots of loons, eagles, and other wildlife. Two fawns in the yard during our stay."

Reviewed on 15 Jul 2025

Get rates
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!
See all 402 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.