Search for Cheap Deals on
Hotels in Osceola

Check Last Minute Osceola Hotel Deals

Tonight Jan 24 - Jan 25Next weekend Jan 30 - Feb 1

Last Minute Hot Rate® Hotel Deals in Osceola

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

Choose from 465 Osceola Hotel Deals

River Valley Inn & Suites

River Valley Inn & Suites

2.5 out of 5
1030 N Cascade Street Osceola WI
  • 21 min walk from Osceola & St. Croix Valley Railway
Book a stay at this business-friendly motel in Osceola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverwood Canoe and Osceola & ...
7.8/10 Good! (429 reviews)
Great value, clean and quiet. Easy parking and standard complimentary breakfast.

Reviewed on Dec 30, 2025

River Valley Inn & Suites
Hotel Crosby

Hotel Crosby

2.5 out of 5
232 Main St N Stillwater MN
  • 44 min drive from Osceola & St. Croix Valley Railway
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. ...
9.4/10 Exceptional! (1,001 reviews)
Nice rooms. Enjoyed rooftop hot tub. Dinner in lobby at Matchsticks excellent

Reviewed on Jan 22, 2026

Hotel Crosby
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
  • 49 min drive from Osceola & St. Croix Valley Railway
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 ...
8.8/10 Excellent! (426 reviews)
all good

Reviewed on Jan 22, 2026

Holiday Inn Express & Suites Vadnais Heights by IHG
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
  • 14 min drive from Osceola & St. Croix Valley Railway
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. ...
7.8/10 Good! (909 reviews)
Staff

Reviewed on Jan 21, 2026

Country Inn & Suites by Radisson, Forest Lake, MN
Hudson Inn & Suites

Hudson Inn & Suites

3 out of 5
811 Dominion Drive Hudson WI
  • 1 hour drive from Osceola & St. Croix Valley Railway
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 ...
8.2/10 Very Good! (811 reviews)
Clean room and very quiet!

Reviewed on Jan 18, 2026

Hudson Inn & Suites
Comfort Inn & Suites St. Paul Northeast

Comfort Inn & Suites St. Paul Northeast

2.5 out of 5
3505 Vadnais Center Dr. White Bear Lake MN
  • 49 min drive from Osceola & St. Croix Valley Railway
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 ...
8/10 Very Good! (1,003 reviews)
The rooms were clean and my kids loved the pool area. The jacuzzi was packed with adults and kids so we didn’t get to enjoy that part of our stay. We had a little hiccup when checking into the hotel. The lady told me that I couldn’t use my wife’s CC to book the room even though I booked the room ...

Reviewed on Jan 19, 2026

Comfort Inn & Suites St. Paul Northeast
Hampton Inn & Suites Lino Lakes

Hampton Inn & Suites Lino Lakes

2.5 out of 5
579 Apollo Dr Circle Pines MN
  • 30 min drive from Osceola & St. Croix Valley Railway
Stay at this hotel in Lino Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
Staff was nice. Did not get a king room as reserved, ended up with 2 queens. Pool and hot tub and surrounding areas were dingy with paint missing in areas. Curtains in room were broken and ripped. Overall it was ok.

Reviewed on Jan 15, 2026

Hampton Inn & Suites Lino Lakes
Water Street Inn

Water Street Inn

3.5 out of 5
101 Water St South Stillwater MN
  • 44 min drive from Osceola & St. Croix Valley Railway
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 ...
8/10 Very Good! (938 reviews)
Great access to all of downtown and a picture perfect spot!

Reviewed on Jan 19, 2026

Water Street Inn
Comfort Suites Hudson I-94

Comfort Suites Hudson I-94

2.5 out of 5
2620 Center Dr Hudson WI
  • 1 hour drive from Osceola & St. Croix Valley Railway
Book a stay at this business-friendly hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,006 reviews)
Breakfast was excellent - good variety - clean

Reviewed on Jan 19, 2026

Comfort Suites Hudson I-94
Northwoods Best Inn -Turtle Lake

Northwoods Best Inn -Turtle Lake

2.5 out of 5
636 U.S. 8 Turtle Lake WI
  • 22 min drive from Osceola & St. Croix Valley Railway
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. ...
9/10 Wonderful! (535 reviews)
The room was clean and comfortable. Though not warm bedding at all. No weight just think blanket and sheet. Breakfast was adequate. Front desk efficient, but definitely, not friendly.

Reviewed on Jan 18, 2026

Northwoods Best Inn -Turtle Lake
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
  • 41 min drive from Osceola & St. Croix Valley Railway
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. ...
8.8/10 Excellent! (1,000 reviews)
How efficient you are

Reviewed on Jan 21, 2026

Best Western Plus White Bear Country Inn
Lora

Lora

3.5 out of 5
402 South Main Street Stillwater MN
  • 44 min drive from Osceola & St. Croix Valley Railway
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 ...
9.2/10 Wonderful! (722 reviews)
Courteous, welcoming and professional. Clean room, simple amenities. Great place to stay

Reviewed on Jan 18, 2026

Lora
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 cheap hotels in Osceola

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Osceola hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Osceola.

Choosing the right hotel in Wisconsin has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Osceola’s 465 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $82. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Osceola hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Osceola. No matter your reason for visiting Osceola, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Osceola hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Osceola for as low as $82.

How many hotels are there in Osceola?

With over 465 hotels in Osceola, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $82.

How to find cheap car rentals in Osceola?

Finding a cheap car rental deal in Osceola is as easy as scoring cheap hotels in Osceola. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.