Deals on vacations and trips to Osceola

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Price found within the past 48 hours. Click for updated prices.
Ivy Court Inn & Suites

Ivy Court Inn & Suites

2.5 out of 5
Price was $795, price is now $748 per person
$748
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to South Bend (SBN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
Price was $812, price is now $760 per person
$760
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to South Bend (SBN)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Pool Kayaks Hot Tub Game Rooms Sleeps 16

Pool Kayaks Hot Tub Game Rooms Sleeps 16

2 out of 5
Keller Park
Price was $1,121, price is now $1,064 per person
$1,064
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to South Bend (SBN)
This vacation home includes free WiFi in public areas and barbecue grills.
Pool Hot Tub 5 min to ND Coffee Bar Games

Pool Hot Tub 5 min to ND Coffee Bar Games

2 out of 5
Price was $1,072, price is now $1,021 per person
$1,021
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to South Bend (SBN)
This vacation home includes free WiFi in public areas and barbecue grills.
Hot Tub Outdoor Living Game Room Coffee Bar

Hot Tub Outdoor Living Game Room Coffee Bar

2 out of 5
Price was $944, price is now $906 per person
$906
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to South Bend (SBN)
This vacation home includes free WiFi in public areas and barbecue grills.

Top Osceola hotels deals

Four Winds Casino South Bend

Four Winds Casino South Bend

3 out of 5
3000 Prairie Ave South Bend IN
Free Cancellation
Reserve now, pay when you stay
The price is $124 total per night
$124 total
per night
Nov 8 - Nov 9
This hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy a meal in one of the 5 restaurants and free perks like free self parking and a casino shuttle.
Pool
Spa
The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
53993 Indiana State Route 933 South Bend IN
Free Cancellation
Reserve now, pay when you stay
The price is $164 total per night
$164 total
per night
Nov 22 - Nov 23
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Free airport shuttle
Pet friendly
Morris Inn

Morris Inn

4 out of 5
1399 Notre Dame Avenue South Bend IN
Free Cancellation
Reserve now, pay when you stay
The price is $185 total per night
$185 total
per night
Nov 29 - Nov 30
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a business center, and a terrace are also offered.
Pet friendly
Free WiFi
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
Free Cancellation
Reserve now, pay when you stay
The price is $133 total per night
$133 total
per night
Nov 8 - Nov 9
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Wingate by Wyndham South Bend/Notre Dame

Wingate by Wyndham South Bend/Notre Dame

3 out of 5
52890 State Rt 933 N South Bend IN
The price is $83 total per night
$83 total
per night
Nov 8 - Nov 9
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Baymont By Wyndham South Bend

Baymont By Wyndham South Bend

2.5 out of 5
215 South Dixie Way South Bend IN
Free Cancellation
Reserve now, pay when you stay
The price is $81 total per night
$81 total
per night
Nov 8 - Nov 9
A gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
Breakfast included
Parking included
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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 are vacation packages to Osceola?
With Travelocity vacation packages, you could be living it up in Osceola for only $748. Activities, flights and hotels — we have everything you need. You'll save loads just for combining your bookings. And with all that taken care of before you even set off, you won't have a care in the world.
Where can I get the best vacation package deals for Osceola?
You'll discover a tempting selection of Osceola package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate getaway will be easy.
Why should I book my Osceola vacation bundle with Travelocity?
Incredible savings, loads of breathtaking destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save on my Osceola car rental if I book it with my hotel or flight?
You bet — and booking one of our Osceola vacation packages is the best way to do this. Bundle any combination of a hotel, flight, car and tour and score awesome discounts. The more you book, the more you save. There are loads of landmarks in Osceola to add to your itinerary, including Wrigley Field (85 mi from Osceola). Nothing tops discovering thrilling places like this with the freedom of your own rental car.

Photos of local treasures

Browse Osceola vacation photos for more inspiration

A suspension bridge over a river with autumn foliage and houses in the background.