Osceola Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

River Valley Inn & Suites

River Valley Inn & Suites

2.5 out of 5
1030 N Cascade Street Osceola WI
1.6 km from city center
Book a stay at this business-friendly motel in Osceola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverwood Canoe and Osceola & ...
Water Street Inn

Water Street Inn

3.5 out of 5
101 Water St South Stillwater MN
30.44 km from city center
Book a stay at this business-friendly hotel in Stillwater. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in ...
Hotel Crosby

Hotel Crosby

2.5 out of 5
232 Main St N Stillwater MN
30.3 km from city center
Stay at this hotel in Stillwater. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. ...
Country Inn & Suites by Radisson, Forest Lake, MN

Country Inn & Suites by Radisson, Forest Lake, MN

2.5 out of 5
1954 West Broadway Avenue Forest Lake MN
24.12 km from city center
Book a stay at this business-friendly hotel in Forest Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
AmericInn by Wyndham White Bear Lake St. Paul

AmericInn by Wyndham White Bear Lake St. Paul

3 out of 5
4675 White Bear Pkwy White Bear Lake MN
37.91 km from city center
Book a stay at this business-friendly hotel in White Bear Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Coratel Inn and Suites by Jasper Stillwater

Coratel Inn and Suites by Jasper Stillwater

2.5 out of 5
2190 W Frontage Rd Stillwater MN
33.14 km from city center
Stay at this hotel in Stillwater. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions Lift Bridge Brewing Company and Saint ...
Stillwater Inn & Suites

Stillwater Inn & Suites

2 out of 5
1750 Frontage Rd W Stillwater MN
33.03 km from city center
Book a stay at this business-friendly hotel in Stillwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

2.5 out of 5
636 U.S. 8 Turtle Lake WI
43.62 km from city center
Stay at this hotel in Turtle Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Plus White Bear Country Inn

Best Western Plus White Bear Country Inn

3 out of 5
4940 Highway 61 North White Bear Lake MN
34.83 km from city center
Stay at this hotel in White Bear Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff in our reviews. ...
Hudson Inn & Suites

Hudson Inn & Suites

3 out of 5
811 Dominion Drive Hudson WI
40.14 km from city center
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites Vadnais Heights by IHG

Holiday Inn Express & Suites Vadnais Heights by IHG

2.5 out of 5
1100 County Rd E White Bear Lake MN
40.66 km from city center
Book a stay at this business-friendly hotel in White Bear Lake. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the ...
Country Inn & Suites by Radisson Stillwater MN

Country Inn & Suites by Radisson Stillwater MN

2.5 out of 5
2000 Washington Avenue Stillwater MN
33.03 km from city center
Stay at this hotel in Stillwater. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
AmericInn by Wyndham Hudson

AmericInn by Wyndham Hudson

3 out of 5
2400 Center Dr Hudson WI
40.35 km from city center
Book a stay at this business-friendly hotel in Hudson. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. ...
Royal Inn - Hudson I-94

Royal Inn - Hudson I-94

2 out of 5
1509 Coulee Road Hudson WI
39.77 km from city center
Stay at this motel in Hudson. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Lora

Lora

3.5 out of 5
402 South Main Street Stillwater MN
30.66 km from city center
Stay at this hotel in Stillwater. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Sep 22 - Tue, Sep 29
ORD
O'Hare Intl.
MSP
Minneapolis - St. Paul Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 22 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Tue, Sep 29, priced at $117 just found
Delta
Tue, Sep 22 - Tue, Sep 29
ORD
O'Hare Intl.
MSP
Minneapolis - St. Paul Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Delta flight, departing Tue, Sep 22 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Tue, Sep 29, priced at $117 just found
United
Tue, Sep 22 - Tue, Sep 29
ORD
O'Hare Intl.
MSP
Minneapolis - St. Paul Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select United flight, departing Tue, Sep 22 from O'Hare Intl. to Minneapolis - St. Paul Intl., returning Tue, Sep 29, priced at $117 just found
Frontier Airlines
Fri, Oct 9 - Thu, Oct 29
DEN
Denver Intl.
MSP
Minneapolis - St. Paul Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Oct 9 from Denver Intl. to Minneapolis - St. Paul Intl., returning Thu, Oct 29, priced at $128 found 4 days ago
Sun Country Airlines
Fri, Oct 9 - Mon, Oct 26
DEN
Denver Intl.
MSP
Minneapolis - St. Paul Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Oct 9 from Denver Intl. to Minneapolis - St. Paul Intl., returning Mon, Oct 26, priced at $147 found 1 day ago