Osseo Vacations from $155

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Your Osseo Vacation

With a vacation package to Osseo, say goodbye to travel planning and hello to an effortless adventure. Every detail of your getaway has been taken care of before you go, so you can spend more time discovering this exciting city. You'll want to do some exploring during your trip to Osseo. Don't miss leading attractions such as Hillsdale College, Baw Beese Lake and Stocks Park. Your ultimate Osseo vacation is a few clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored just for you.

The Latest Osseo vacation packages

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South Beach Resort Hotel
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Bayshore Resort at Put-in-Bay
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Osseo Hotel Deals

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.

Osseo MI
10/10 Exceptional! (36 reviews)
This is a great location for parents visiting kids at Hillsdale College. Patti was very responsive and the home is cozy. Our kids appreciated being able to come over and visit, have a meal with us and enjoy the s'mores and snacks Patti left for us! Would definitely visit again!

Reviewed on Oct 27, 2025

Cozy Lakefront Getaway with 3 kayaks, in Hillsdale County, Bird Lake Michigan.
Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

2 out of 5
3241 W Carleton Rd Hillsdale MI
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $115 total per night from Mar 10 to Mar 11
$115 total
Mar 10 - Mar 11
Total with taxes and fees
7.4/10 Good! (811 reviews)
We paid for a higher price King Suite and were told they didnt have that type of room available so my husband and I received a room with 2 double beds. They stated they would refund $26.00 for 2 nights back to Expedia and that Expedia would have to refund us. Have heard nothing about am adjustment. ...

Reviewed on Feb 21, 2026

Days Inn by Wyndham Hillsdale
# Private Indoor Pool # Sleeps 27

# Private Indoor Pool # Sleeps 27

Brooklyn MI
10/10 Exceptional! (82 reviews)
Everything was more than we expected. The residents was clean and perfect. We all loved it and before we left we already planned another getaway there.

Reviewed on Feb 23, 2026

# Private Indoor Pool # Sleeps 27
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.

Find the Best Osseo Vacation Packages

Osseo Essential Information

Language
English
Currency
U.S dollars
Top Sights
Hillsdale College, Baw Beese Lake and Stocks Park

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Frequently asked questions

How much does an Osseo vacation package cost?
Offering excellent value package deals from $155 on Expedia, you'll be pleasantly surprised at how much a vacation to Osseo costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Osseo?
You're likely to find lower rates and better availability in November, December and January. Take a look at our cheap Osseo vacation packages and you could get some great off-season deals.
How many days is enough for Osseo?
With a well-planned itinerary, you can easily tick off the top Osseo attractions in a few days. But if you prefer to explore off the beaten track or take day trips, consider booking your Osseo vacation for longer.
How to find the best Osseo package deals?
Use Expedia's filters to help you find some unbeatable Osseo package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Osseo package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Osseo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can customize your Osseo escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Osseo?
If you have your Osseo travel dates locked in, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Osseo vacation packages?
Jet off on your perfect trip to Osseo with our Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.