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Hotels in Osceola

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Last Minute Hot Rate® Hotel Deals in Osceola

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Choose from 462 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! (396 reviews)
"Friendly and accommodating staff. Beds are very comfortable. Rooms, hallways, etc cleaned very well. Price was great."

Reviewed on Jul 14, 2025

River Valley Inn & Suites
Hudson Inn & Suites

Hudson Inn & Suites

3 out of 5
811 Dominion Drive, Hudson, WI
  • 1 hour drive from Osceola & St. Croix Valley Railway
Stay at this 3-star business-friendly aparthotel in Hudson. Enjoy free breakfast, free parking, and WiFi (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (730 reviews)
Good place for an evening stay
"Good place to stop for a nights stay Friendly greeting from employee Nice room I would go there again"

Reviewed on Jun 29, 2025

Hudson 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! (934 reviews)
"Loved the vibe. Very cool. Great location. Wish room had a desk or surface area set up for working and also wish sink/mirror was set apart from toilet/shower so multiple people could get ready at once."

Reviewed on Jul 13, 2025

Hotel Crosby
Stillwater Inn & Suites

Stillwater Inn & Suites

2 out of 5
1750 Frontage Rd W, Stillwater, MN
  • 47 min drive from Osceola & St. Croix Valley Railway
Book a stay at this business-friendly hotel in Stillwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (1,001 reviews)
"Most excellent"

Reviewed on Jul 16, 2025

Stillwater Inn & Suites
AmericInn by Wyndham White Bear Lake St. Paul

AmericInn by Wyndham White Bear Lake St. Paul

2 out of 5
4675 White Bear Pkwy, White Bear Lake, MN
  • 44 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 ...
7.6/10 Good! (817 reviews)
"Everything was good, just need some vending machines or sell pop/water/juice, chips, chocolate bars and such behind the desk!"

Reviewed on Jul 6, 2025

AmericInn by Wyndham White Bear Lake St. Paul
Best Western Plus Hudson I-94

Best Western Plus Hudson I-94

2.5 out of 5
1200 Gateway Blvd, 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 helpful staff in our reviews. ...
8.6/10 Excellent! (527 reviews)
"Found out you have to ask for cleaning. It’s not done daily. We stayed 5 days. I was wondering why they didn’t come in daily to clean. It’s in the fine print and wasn’t told about it. That’s one of the places you have to initial."

Reviewed on Jul 11, 2025

Best Western Plus Hudson I-94
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. ...
8/10 Very Good! (829 reviews)
"Clean good price safe and staff was great"

Reviewed on Jul 3, 2025

Country Inn & Suites by Radisson, Forest Lake, MN
Super 8 by Wyndham Hudson

Super 8 by Wyndham Hudson

2 out of 5
808 Dominion Drive, 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. Popular attractions Seasons on St. Croix Gallery and ...
7.6/10 Good! (97 reviews)
Clean, no frills hotel with great staff.
"Was a decent hotel for a short stay. Staff was great, very helpful. Hotel looked a little rundown/dated but was very clean. Beds were not comfortable, mattresses do not provide back support. Air conditioning worked but was very dated. Eco friendly, no frills stay. Was fairly quiet. Was fine for the ..."

Reviewed on Jul 13, 2025

Super 8 by Wyndham Hudson
Country Inn & Suites by Radisson, Stillwater, MN

Country Inn & Suites by Radisson, Stillwater, MN

2.5 out of 5
2000 Washington Avenue, Stillwater, MN
  • 47 min drive from Osceola & St. Croix Valley Railway
Book a stay at this business-friendly hotel in Stillwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
"The only thing I didn't like is not having a bench out the front door to wait for an uber or whatnot. Please put a bench out there, not hard at all."

Reviewed on Jul 16, 2025

Country Inn & Suites by Radisson, Stillwater, MN
Holiday Inn Express & Suites Hudson I-94 by IHG

Holiday Inn Express & Suites Hudson I-94 by IHG

2.5 out of 5
181 Carmichael Road, Hudson, WI
  • 58 min 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 helpful staff in our reviews. ...
9/10 Wonderful! (417 reviews)
"Excellent and friendly customer service. Clean rooms. Good breakfast options."

Reviewed on Jul 14, 2025

Holiday Inn Express & Suites Hudson I-94 by IHG
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. ...
9.2/10 Wonderful! (396 reviews)
"Very clean property. Pool was nice and warm, hot tub was great! Will stay again."

Reviewed on Jul 15, 2025

Northwoods Best Inn -Turtle Lake
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
Stay at this 3.5-star business-friendly hotel in Stillwater. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in ...
7.8/10 Good! (838 reviews)
"Roof top"

Reviewed on Jul 14, 2025

Water Street Inn
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

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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 462 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 $84. 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 $84.

How many hotels are there in Osceola?

With over 462 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 $84.

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.