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Hotels in Osceola

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Choose from 456 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! (432 reviews)
Check in was very pleasant, the young man who checked us in, was very nice and informative. The room was very clean. The thermostat was easy to understand and control. The pool was nice, it was at a good temperature. Unfortunately, the hot tub did not work. ( hasn’t for 2 years)

Reviewed on Mar 11, 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! (1,001 reviews)
Beautiful hotel but no refrigerator in our room. I had to ask for a bucket of ice, which the staff kindly got for us. Also...no hotel room phone? That was different. Otherwise, very cute. Very cool hot tub/rooftop deck.

Reviewed on Mar 11, 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)
Everything was clean. Breakfast was excellent. The attached restaurant (Rudy's) was amazing.

Reviewed on Mar 11, 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
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! (967 reviews)
The room was very dusty and the mattress was smaller than the bed frame.The bathroom needs to be updated bad shower floor is very slippery grout is all cracked.... we had to pay $20 a night to park witch is fine but my husband had to go in an ask him to open gate .

Reviewed on Mar 8, 2026

Water Street Inn
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! (617 reviews)
The staff was excellent. The staff members were very helpful and friendly. Hot breakfast was really good. There was a nice large breakfast area and many options for food. The cheese and sour cream should’ve been refrigerated though. They were left out on the counter. Lots of condiments. There were ...

Reviewed on Mar 10, 2026

Best Western Plus Hudson I-94
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! (1,001 reviews)
Everything was average. The most disappointing this was the hot tub jets were not working. But the waterslide and pool was nice just wish there was more seating near the pool

Reviewed on Mar 11, 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! (552 reviews)
Wouldn't go anywhere else

Reviewed on Feb 24, 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! (735 reviews)
The staff at Lora were professional, competent and very kind to us. We had a great time during our stay. I couldn’t recommend Lora more

Reviewed on Mar 10, 2026

Lora
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! (1,007 reviews)
This was a solid chain hotel for an overnight stay. The room was very clean and comfortable. The bed placement was odd, close to walls

Reviewed on Mar 10, 2026

Comfort Suites Hudson I-94
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)
Recommend this. Did not use gym,, everything very good

Reviewed on Mar 10, 2026

Hampton Inn & Suites Lino Lakes
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! (1,005 reviews)
Loved the breakfast and adult only pool time!

Reviewed on Mar 3, 2026

Country Inn & Suites by Radisson Stillwater MN
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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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 456 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 $87.

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