Search for Cheap Deals on
Hotels in Osceola

Photo by rinchindorj

Check Last Minute Osceola Hotel Deals

Tonight May 3 - May 4Next weekend May 9 - May 11

Last Minute Hot Rate® Hotel Deals in Osceola

We Hide Hotel Names So You Can Find 4-Star Hotels At 2-Star Prices. Choose the Location, Star Rating & Amenities. Let Hotwire Find You the Best Deal. Book Today!

Choose from 445 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
The price is $110 per night from May 4 to May 5
$110
includes taxes & fees
May 4 - May 5
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! (382 reviews)
"Drain in bathroom needs to be fixed. Other than that clean"

Reviewed on Apr 8, 2025

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
The price is $267 per night from May 4 to May 5
$267
includes taxes & fees
May 4 - May 5
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. ...
9.2/10 Wonderful! (887 reviews)
"Loved the decor"

Reviewed on Apr 29, 2025

Hotel Crosby
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
The price is $110 per night from Jun 1 to Jun 2
$110
includes taxes & fees
Jun 1 - Jun 2
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 ...
8/10 Very Good! (1,000 reviews)
"Nice staff, good breakfast"

Reviewed on Apr 25, 2025

Comfort Inn & Suites St. Paul Northeast
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
The price is $79 per night from May 22 to May 23
$79
includes taxes & fees
May 22 - May 23
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! (791 reviews)
"I just an elevator since a senior citizen with bags"

Reviewed on Apr 27, 2025

AmericInn by Wyndham White Bear Lake St. Paul
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
The price is $95 per night from May 18 to May 19
$95
includes taxes & fees
May 18 - May 19
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! (1,000 reviews)
It was a star
"Everything was perfect. Just wish I had more time to enjoy the hot tub downstairs."

Reviewed on Apr 21, 2025

Country Inn & Suites by Radisson, Stillwater, 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
The price is $124 per night from May 18 to May 19
$124
includes taxes & fees
May 18 - May 19
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. ...
8.8/10 Excellent! (1,000 reviews)
"It was good. Nice view. Great place."

Reviewed on Apr 26, 2025

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
The price is $103 per night from May 4 to May 5
$103
includes taxes & fees
May 4 - May 5
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! (338 reviews)
"Very nice, clean, updated facility! Wonderful staff, especially Erin! She was so kind and helpful, made our stay extra special! Thank you!!"

Reviewed on Apr 26, 2025

Northwoods Best Inn -Turtle Lake
Holiday Inn Express & Suites Vadnais Heights by IHG
Holiday Inn Express & Suites Vadnais Heights by IHG
2.5 out of 5
1100 County Rd E, White Bear Lake, MN
  • 49 min drive from Osceola & St. Croix Valley Railway
The price is $130 per night from May 11 to May 12
$130
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in White Bear Lake. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (369 reviews)
"It was a good price"

Reviewed on Apr 21, 2025

Holiday Inn Express & Suites Vadnais Heights by IHG
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
The price is $89 per night from May 4 to May 5
$89
includes taxes & fees
May 4 - May 5
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 (1,000 reviews)
"Clean and wonderful staff!"

Reviewed on Apr 13, 2025

Stillwater 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
The price is $191 per night from May 4 to May 5
$191
includes taxes & fees
May 4 - May 5
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! (808 reviews)
Beautiful and historic hotel
"Location was excellent and easy walking to local shops, bars, and restaurants. We attended the snow sculptures right outside the doors."

Reviewed on Apr 29, 2025

Water Street Inn
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
The price is $111 per night from May 26 to May 27
$111
includes taxes & fees
May 26 - May 27
Stay at this hotel in Lino Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (972 reviews)
"Nice hotel"

Reviewed on Apr 23, 2025

Hampton Inn & Suites Lino Lakes
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
The price is $91 per night from May 11 to May 12
$91
includes taxes & fees
May 11 - May 12
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. ...
7.8/10 Good! (712 reviews)
"Short but nice; bed comfy."

Reviewed on Apr 29, 2025

AmericInn by Wyndham Hudson
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

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Osceola hotel with Hotwire to complete your one-of-a-kind travel checklist.

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 445 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 $79. 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 $79.

How many hotels are there in Osceola?

With over 445 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 $79.

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.