Osage Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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

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    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! (67 reviews)
"The staff is always nice and helpful. The rooms are perfect for our family. The Cookhouse is an easy place to eat. The food is great and only about 100 feet from the furthest cabin door. Love the sitting areas and the trail around the property. Close enough to Park Rapids if you need major stores! ..."

Reviewed on 15 Oct, 2026

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Jack Pines Resort
Best Western Premier The Lodge on Lake Detroit

Best Western Premier The Lodge on Lake Detroit

3 out of 5
1200 E Shore Dr Detroit Lakes MN
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 23 Nov to 24 Nov
S$154
23 Nov - 24 Nov
includes taxes & fees
Best Western Premier The Lodge on Lake Detroit
Holiday Inn Detroit Lakes - Lakefront by IHG

Holiday Inn Detroit Lakes - Lakefront by IHG

3 out of 5
1155 Highway 10 East Becker Detroit Lakes MN
Fully refundable
The price is S$124 per night from 13 Dec to 14 Dec
S$124
13 Dec - 14 Dec
includes taxes & fees
8.8/10 Excellent! (749 reviews)
"All as expected."

Reviewed on 14 Nov, 2026

Holiday Inn Detroit Lakes - Lakefront by IHG
See all 400 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.

Stay near popular Osage attractions

Straight Lake

Commune with nature and explore the great outdoors at Straight Lake during your travels in Osage. While you're in the area, wander around the natural setting.
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.