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Choose from 466 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! (438 reviews)
Pool was nice and warm, room great. It would have been nice to have tea at breakfast.

Reviewed on Apr 9, 2026

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. ...
9.6/10 Exceptional! (1,003 reviews)
Great location. Nice rooms

Reviewed on Apr 20, 2026

Hotel Crosby
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! (985 reviews)
Clean room, great views, helpful staff, this is a wonderful place to stay for a weekend in Stillwater, we will definitely be back!

Reviewed on Apr 19, 2026

Water Street Inn
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. ...
9/10 Wonderful! (1,001 reviews)
We love going here. The rooms are very nice, the restaurant is excellent with great service. This trip I left my IPad at the front desk and about 10 minutes after getting to my room I got a call from the front desk. I was so thankful that the customer and the staff were so honest and called me right ...

Reviewed on Apr 24, 2026

Best Western Plus White Bear Country Inn
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! (945 reviews)
Traveling for work, but unable to get a receipt for my stay. Company card. Now I may have to pay out of pocket because I can’t get ahold of anyone and no one was willing to give me a receipt at check-in and no one was at the desk on my way out to the airport.

Reviewed on Apr 7, 2026

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

AmericInn by Wyndham Hudson

2.5 out of 5
2400 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 WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (854 reviews)
The best hotel ever! Staff is wonderful! We were here for an extended amount of time. The staff was beyond kind and considerate. Showed such kindness and patience with my four-year-old daughter. I really really can't say enough great things about them. Or the hotel. Room was clean everything works. ...

Reviewed on Apr 20, 2026

AmericInn by Wyndham Hudson
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 ...
8.2/10 Very Good! (1,002 reviews)
Staff were kind of rude when approached at the front desk with questions. The person in charge of operating the waterslide was on her phone the entire time and frequently left the pool area

Reviewed on Apr 21, 2026

Comfort Inn & Suites St. Paul Northeast
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! (570 reviews)
Solid family friendly place to stay in

Reviewed on Apr 19, 2026

Northwoods Best Inn -Turtle Lake
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 ...
9.4/10 Exceptional! (748 reviews)
Na

Reviewed on Apr 18, 2026

Lora
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
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. ...
8.2/10 Very Good! (1,000 reviews)
Sandy was absolutely amazing. She was helpful, friendly and knowledgeable about the area. Her smile lite up the whole room. Kudos for having an employee who was happy to be at her job.

Reviewed on Apr 21, 2026

Country Inn & Suites by Radisson Stillwater MN
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 Circle Pines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,002 reviews)
it was a good 2nd exxperience, housekeeper came in when i was gone and cleaned up the room for me pool and hot tub was nice! always chill never super busy and friendly front desk workers looking forward to my next stay!

Reviewed on Apr 24, 2026

Hampton Inn & Suites Lino Lakes
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 in our reviews. ...
6.6/10 (1,000 reviews)
They took a very long time to get fresh pool towels replaced

Reviewed on Apr 18, 2026

Stillwater Inn & Suites
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 466 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 $78. 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?

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How many hotels are there in Osceola?

With over 466 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 $78.

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