Le Roy Vacations from $464

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The Latest Le Roy vacation packages

Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Ankeny/Des Moines

AmericInn by Wyndham Ankeny/Des Moines

3 out of 5
Price was $543, price is now $464 per person
$464
per person
Jan 15 - Jan 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
8/10 Very Good! (818 reviews)
The room was nice. Staff was very pleasant.

Reviewed on Nov 23, 2025

Wildwood Lodge

Wildwood Lodge

3 out of 5
Price was $665, price is now $541 per person
$541
per person
Jan 15 - Jan 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
9.6/10 Exceptional! (1,194 reviews)
Room was nice, staff was very nice. We would stay there again

Reviewed on Nov 23, 2025

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
Downtown Des Moines
Price was $723, price is now $610 per person
$610
per person
Jan 15 - Jan 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
9.6/10 Exceptional! (1,037 reviews)
This is our second time staying here. It feels like a 5 star hotel. The details in the decor are unique and well designed. The bed and bedding is comfortable. I love the lobby, large and spacious with lots of seating options for gatherings small or large. Great restaurant, Proudfoot and Bird with a bar that has great happy hour from 2-6 daily. The happy hour has great food options, not so much for drinks on special. The HOBNob restaurant for breakfast is ok, but service there is slow. Will definitely stay there again. Great price for the quality of the hotel.

Reviewed on Dec 6, 2025

Hilton Des Moines Downtown

Hilton Des Moines Downtown

3.5 out of 5
Downtown Des Moines
Price was $740, price is now $626 per person
$626
per person
Jan 15 - Jan 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
9/10 Wonderful! (1,000 reviews)
From entry to exit, we felt taken care of and appreciated to being Hilton's guest. Christmas decor and perfect volume to lobby music can always capture the feeling of 'Escape' from hustle & bustle. Thank you, Hilton!

Reviewed on Dec 7, 2025

Holiday Inn Downtown - Mercy Area by IHG

Holiday Inn Downtown - Mercy Area by IHG

3 out of 5
Downtown Des Moines
Price was $611, price is now $519 per person
$519
per person
Jan 15 - Jan 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
8/10 Very Good! (1,001 reviews)
Hotel was good option for walking to Casey Center for Paul McCartney concert. Lobby was filled with concert goers end of evening, and it took hotel over 30 minutes to open stairwell. People were piled up in lobby, security was nowhere to be found, and front desk didn't have keys to open stairwell. People were tired, had to use bathroom, etc, and it took too long to accommodate the guests needs.

Reviewed on Nov 16, 2025

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Le Roy Hotel Deals

Lakeside Hotel Casino

Lakeside Hotel Casino

3 out of 5
777 Casino Dr Osceola IA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Dec 24 to Dec 25
$95 total
Dec 24 - Dec 25
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
We had a great time

Reviewed on Dec 3, 2025

Lakeside Hotel Casino
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 out of 5
111 Ariel Dr Osceola IA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $121 total per night from Dec 26 to Dec 27
$121 total
Dec 26 - Dec 27
Total with taxes and fees
8.8/10 Excellent! (594 reviews)
The facility was very warm and welcoming. The room was very clean and neat.

Reviewed on Dec 1, 2025

AmericInn by Wyndham Osceola
Evergreen Inn

Evergreen Inn

2.5 out of 5
221 West McLane (Highway 34) Osceola IA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $65 total per night from Dec 12 to Dec 13
$65 total
Dec 12 - Dec 13
Total with taxes and fees
8.8/10 Excellent! (688 reviews)
Staff was so kind and welcoming, room was cozy and warm.

Reviewed on Dec 9, 2025

Evergreen Inn
See all 30 properties in Le Roy
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 Le Roy Vacation Packages

Le Roy Essential Information

Language
English
Currency
U.S dollars
Top Sights
Little River Recreation Area and Little River Beach

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Frequently asked questions

How much does a Le Roy vacation package cost?
You can pick up a vacation package to this top destination from $464 on Expedia. However, how much your vacation to Le Roy costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Le Roy?
February, April and December are great times to search for cheap Le Roy vacation packages. Choosing to travel in less busy periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Le Roy?
Typically, a handful of days is enough to see the main attractions during your Le Roy vacation. But if you prefer to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Le Roy package deals?
Use Expedia's filters to find some of the best Le Roy package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Le Roy package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Le Roy vacation as a package?
You can enjoy significant savings on your Le Roy escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Le Roy?
Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Le Roy trip.
Does Expedia offer Book Now, Pay Later Le Roy vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Le Roy trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.