Deals on vacations and trips to Osceola

Save when you book Osceola package deals

Choose two or more items and save on your trip:

Osceola flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Qube Hotel

Qube Hotel

2.5 out of 5
Price was $699, price is now $636 per person
$636
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
A gym, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Hyatt Place West Des Moines Jordan Creek

Hyatt Place West Des Moines Jordan Creek

3 out of 5
Price was $792, price is now $699 per person
$699
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Hampton Inn Des Moines-Airport

Hampton Inn Des Moines-Airport

2.5 out of 5
Greater South Side
Price was $730, price is now $659 per person
$659
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
This hotel features a gym and a seasonal outdoor pool. Free perks include continental breakfast, free self parking, and a roundtrip airport shuttle. You'll appreciate the free area shuttle, 24-hour business center, and free WiFi in public areas.
Wildwood Lodge

Wildwood Lodge

3 out of 5
Price was $748, price is now $679 per person
$679
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Des Moines (DSM)
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.

Top Osceola hotels deals

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham

3 out of 5
777 Casino Dr Osceola IA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and luggage storage are also on offer.
Pool
Pet friendly
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 out of 5
111 Ariel Dr Osceola IA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A business center, a lobby fireplace, and laundry facilities are also on offer.
Pool
Hot Tub
Evergreen Inn

Evergreen Inn

2.5 out of 5
221 West McLane (Highway 34) Osceola IA
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $65 total per night
$65 total
Mar 12 - Mar 13
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out is also provided.
Pet friendly
Parking included
Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA

2 out of 5
720 Warren Avenue Osceola IA
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $82 total per night
$82 total
Mar 12 - Mar 13
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a convenience store are also provided.
Breakfast included
Pet friendly
Quality Inn Osceola

Quality Inn Osceola

2.5 out of 5
710 Warren Ave Osceola IA
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $101 total per night
$101 total
Mar 12 - Mar 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and free newspapers.
Pool
Breakfast included
Serenity Heights - Peaceful Country Acres with beautiful view in every direction

Serenity Heights - Peaceful Country Acres with beautiful view in every direction

Osceola IA
$295 nightly
The price is $309 total per night
$309 total
Mar 16 - Mar 17
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Osceola
View all properties
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.

Popular places to visit

Nature Conservatory Twin Oaks Park located at Osceola County in Central Florida

East Lake County Park

4.5/5(2 reviews)

After visiting East Lake County Park, make a plan to see the other sights and activities in Osceola. Visit the casinos in this family-friendly area, or simply enjoy its restaurants.

East Lake County Park

Lakeside Casino

3.5/5(24 reviews)

Why not roll the dice with a visit to Lakeside Casino during your visit to Osceola? Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.

Lakeside Casino

Osceola Country Club

3.5/5(2 reviews)

Enjoy a round of golf in Osceola at Osceola Country Club. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.

Osceola Country Club

Frequently asked questions

How much are vacation packages to Osceola?
You might be surprised — you can find yourself in Osceola for only $636. Let Travelocity save you money and stress with our amazing vacation packages. With hotels, flights and tours all ready to go, what's holding you back?
How long should my Osceola vacation be?
There's no hard and fast rule for how long your vacation in Osceola should be, but the majority of travelers decide to stay for around 2 nights. Got some leeway with your departure date? Consider extending your trip by a few more nights. Then you'll have plenty of time to check out some lesser-known areas too.
Where can I get the best vacation package deals for Osceola?
For the perfect Osceola package deal, you can't go past Travelocity. Take your pick of 400 air carriers and 1,000,000 properties around the globe to create your ideal escape — the choice is all yours!
Why should I purchase my Osceola vacation bundle with Travelocity?
With our Price Match Guarantee, we'll match any lower price you can find. Add on our 24/7 support and first-rate service and your dream vacation is closer than ever before.
Can I save on my Osceola car rental if I bundle it with a hotel or flight?
With an Osceola vacation package, you can combine your flight, hotel and car bookings and save tons. If you're in the mood to see the best of this wonderful region, why not check out Iowa State Fairgrounds? This renowned attraction is 40 mi from Osceola. With your own rental car, you'll be there soon enough.
Which airport is best for Osceola?
Des Moines Intl. Airport (DSM) is the arrival point for visitors flying to Osceola. Once you touch down, you'll be 35 mi north of downtown.
What is there to do in Osceola?
There is a certain magic in the air as you stroll the streets of Osceola. Lakeside Casino and Clarke County Speedway are just a couple of attractions that entice visitors to this wonderful city, so put them at the top of your travel itinerary.
Where should I stay when visiting Osceola?
If you're after a place to base yourself, consider the Lakeside Hotel Casino. It's the top pick for many visitors.

Photos of local treasures

Browse Osceola vacation photos for more inspiration

Lake Anita State Park, Anita, Iowa looking west from the east end of the lake, camping on the north side.
Lake Anita State Park, Anita, Iowa looking west from the east end of the lake, camping on the north side.