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Hotels in Osceola

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Choose from 473 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! (442 reviews)
The room was clean. I had to plug everything in when I arrived. I was so excited to go sit in the hot tub after my long trip only to discover it hadn’t worked in over 2 years! Very disappointing so if that is a must for you, don’t book this hotel. The free breakfast was a bunch of cereal that looked ...

Reviewed on May 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! (1,012 reviews)
The room was clean and spacious. I wish there would have been a closet. They did give us a bottle of wine for our anniversary.

Reviewed on May 11, 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 ...
8.2/10 Very Good! (994 reviews)
great staff

Reviewed on May 11, 2026

Water Street 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! (949 reviews)
Breakfast options were plentiful and I loved that I can make my waffles in the morning

Reviewed on May 8, 2026

Country Inn & Suites by Radisson, Forest Lake, MN
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! (1,005 reviews)
Always the perfect stay at White Bear Lake Best Western!! The food, pool and hot tub are top notch. The owner checks in with you to make sure you have everything you need fantastic place to vaycay

Reviewed on May 9, 2026

Best Western Plus White Bear Country 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! (582 reviews)
Very nice hotel. Great to have shuttle service available.

Reviewed on May 9, 2026

Northwoods Best Inn -Turtle Lake
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! (629 reviews)
Excellent breakfast. Lots of nearby stores.

Reviewed on May 3, 2026

Best Western Plus Hudson I-94
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! (752 reviews)
Super cool hotel and a really awesome spot would definitely stay there again. The restaurant and bar were excellent.

Reviewed on May 7, 2026

Lora
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! (828 reviews)
Quick service

Reviewed on May 11, 2026

Hudson Inn & Suites
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! (1,008 reviews)
We arrived around 10 pm. The front receptionist was clicking on her computer and looking at her phone. She doesn't look up, greet me, or even say I'll be right with you. After a very uncomfortable ,rude few minutes of her basically ignoring me, and I have my od and card out on the counter, she finally ...

Reviewed on May 10, 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! (1,004 reviews)
Wow so good

Reviewed on May 5, 2026

Comfort Suites Hudson I-94
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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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 473 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.

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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 473 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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