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Hotels in Osceola

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Choose from 463 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! (435 reviews)
Great overall but accommodation in an emergency are very strict

Reviewed on Mar 16, 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. ...
9.4/10 Exceptional! (1,000 reviews)
Fun for a girls weekend! Clean, friendly staff, great amenities (except we didnt have a mini fridge or microwave)!

Reviewed on Mar 24, 2026

Hotel Crosby
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! (1,000 reviews)
The room and facilities were very nice, I will be staying there again if I am in White Bear Lake again.

Reviewed on Mar 25, 2026

Best Western Plus White Bear Country Inn
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! (817 reviews)
Run down and dated

Reviewed on Mar 4, 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 ...
8.2/10 Very Good! (1,002 reviews)
Clean room

Reviewed on Mar 22, 2026

Comfort Inn & Suites St. Paul Northeast
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. ...
8.8/10 Excellent! (619 reviews)
Clean rooms

Reviewed on Mar 24, 2026

Best Western Plus Hudson I-94
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! (973 reviews)
Great stay

Reviewed on Mar 24, 2026

Water Street Inn
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! (555 reviews)
Yes.The best motel I stayed at in years. Quiet,Clean, excellent breakfast, A/C/ Heat worked great. Friendly Staff,Very professional. Wouldn't stay any other place in the area

Reviewed on Mar 21, 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! (739 reviews)
The staff was very friendly! We did have breakfast at Feller and it was very good. Recommend the Forgers omelet- amazing! The bartender was very nice & friendly as well😊

Reviewed on Mar 20, 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
Book a stay at this business-friendly hotel in Stillwater. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (1,000 reviews)
Pool was very warm & hot tub was very hot, loved them both. Room was very big & clean only different thing was no carpet so the floors were cold to walk on. breakfast was ok

Reviewed on Mar 22, 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! (1,000 reviews)
Very nice property. But room was lacking the guest chair. Only one desk chair in the room, no other seating. Inconsistent with the room photos online. Unpleasant for 2 people to have a morning cup of coffee.

Reviewed on Mar 23, 2026

Hampton Inn & Suites Lino Lakes
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! (1,000 reviews)
Place was nice and clean. Rooms were a little dated but overall were nice. Breakfast was good and people were nice. I would stay there again.

Reviewed on Mar 23, 2026

Comfort Suites Hudson I-94
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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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 463 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 $94. 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.

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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 463 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 $94.

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