Name: Water Street Inn
Price range: CA $187
Rating: 8

Your Osceola Vacation

Uncover the best of Osceola with a tailor-made Osceola vacation package. From its small-town feel and friendly locals to its rich history, you'll love discovering this riverfront city in the way that you want. If visiting the sights is a priority during your trip to Osceola, make sure you find your way to popular attractions like Osceola & St. Croix Valley Railway and Riverwood Canoe. Expedia has what you need to escape your routine. Tailor your vacation to Osceola to suit your style of travel, whatever that may be.

Top Osceola Vacation Deals

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Minneapolis Airport, MN

East Bloomington

CA $833

per person

Jun 30 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Minneapolis (MSP)

8.4/10 Very Good! (1,000 reviews)

We saw a concert in Minneapolis. It was great to stay here and hop on the light rail int the city.

Reviewed on Apr 23, 2026

Nicollet Island Inn

Nicollet Island

CA $1,190

per person

Jul 3 - Jul 6

found 5 hours ago

Roundtrip flight included

Winnipeg (YWG) to Minneapolis (MSP)

9/10 Wonderful! (69 reviews)

We love this property. The room assigned was too near nose of the kitchen. TV location made it unwatchable. Aslo. no meal service 2 of the dates there was not ideal.

Reviewed on Apr 24, 2026

The Hotel Landing

CA $2,233

per person

Jun 30 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Minneapolis (MSP)

9.4/10 Exceptional! (439 reviews)

Enjoyed our stay. I was really exciting to go to this Hotel. After being there to be Truthful the Room was plain nothing fancy. Main gathering room was redecorated with all alcohol ( Whiskey) glass bottles in the cabinet. Where’s the beautifulness of room decorating. Very expensive for a Hotel for prices. Rate this Hotel 3. Will not go Back.

Reviewed on Apr 22, 2026

The Village at Izatys

CA $838

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Minneapolis (MSP)

8.8/10 Excellent! (27 reviews)

Extremely happy with the facilities; an outstanding value. Definitely hope to stay again in the future. Highly recommend to anyone staying in the Mille Lacs area!

Reviewed on Oct 13, 2025

Hampton Inn Suites Minneapolis St Paul Arpt-Mall of America

East Bloomington

CA $872

per person

Jun 30 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Minneapolis (MSP)

8.6/10 Excellent! (1,011 reviews)

This place was so good

Reviewed on Apr 18, 2026

Ready to book your vacation to Osceola?

Choose your dates

Osceola Hotel Deals

River Valley Inn & Suites

1030 N Cascade Street Osceola WI

Fully refundableReserve now, pay when you stay

CA $122

CA $135 total

Apr 29 - Apr 30

includes taxes & fees

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

Hotel Crosby

232 Main St N Stillwater MN

Fully refundableReserve now, pay when you stay

CA $282

CA $315 total

Apr 28 - Apr 29

includes taxes & fees

9.6/10 Exceptional! (1,003 reviews)

Great location. Nice rooms

Reviewed on Apr 20, 2026

Water Street Inn

101 Water St South Stillwater MN

Fully refundableReserve now, pay when you stay

CA $187

CA $210 total

May 4 - May 5

includes taxes & fees

8/10 Very Good! (987 reviews)

I never checked in. Made the reservation yesterday believing I was bundling another room for July. Expedia didn't allow me to cancel. They kept my money of course

Reviewed on Apr 26, 2026

See all 466 properties in Osceola

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.