Name: Water Street Inn
Price range: CA $190
Rating: 8.2

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.

Hyatt Regency Minneapolis

Downtown Minneapolis

CA $942

per person

Aug 8 - Aug 12

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Minneapolis (MSP)

8.8/10 Excellent! (1,012 reviews)

The bed sheets were horrible. Made noise every time you moved. Clean and noisy

Reviewed on May 11, 2026

Emery, Autograph Collection Hotel

Downtown Minneapolis

CA $1,138

per person

Jul 7 - Jul 11

found 3 hours ago

Roundtrip flight included

Regina (YQR) to Minneapolis (MSP)

9.2/10 Wonderful! (706 reviews)

Great hotel for business travel, spyglass downstairs is a bonus. Will stay again

Reviewed on May 18, 2026

Hotel Ivy, a Luxury Collection Hotel, Minneapolis

Downtown Minneapolis

CA $1,270

per person

Aug 8 - Aug 12

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Minneapolis (MSP)

9/10 Wonderful! (921 reviews)

My room was clean. Had great food for breakfast by way of room service. Quiet hotel. Great beds. Everyone that works there is so nice. I stayed here for four days. I was doing something at the convention center. You can walk outside or by way of skyway.

Reviewed on May 18, 2026

The Lofton Hotel, Tapestry Collection by Hilton

Downtown Minneapolis

CA $1,042

per person

Aug 8 - Aug 12

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Minneapolis (MSP)

9.4/10 Exceptional! (1,017 reviews)

Toilet didn’t flush and outlets in the room didn’t work

Reviewed on May 25, 2026

Graduate by Hilton Minneapolis

Dinkytown

CA $1,039

per person

Jul 7 - Jul 11

found 3 hours ago

Roundtrip flight included

Regina (YQR) to Minneapolis (MSP)

9.2/10 Wonderful! (1,066 reviews)

Always wonderful service here

Reviewed on May 26, 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 $134

CA $148 total

Jun 23 - Jun 24

includes taxes & fees

7.8/10 Good! (445 reviews)

"The sheets were clean; the room a bit outdated, the top blanket we took off and used our own. They have a very nice playground out back complete with football and scooter. Breakfast was okay. There is a nice restaurant, the Tippy Canoe, right across the parking lot. Would stay there again"

Reviewed on May 18, 2026

Hotel Crosby

232 Main St N Stillwater MN

CA $309

CA $346 total

May 27 - May 28

includes taxes & fees

9.6/10 Exceptional! (1,008 reviews)

"We didn’t stay long enough. Will be back next year! Thank you"

Reviewed on May 23, 2026

Water Street Inn

101 Water St South Stillwater MN

Fully refundableReserve now, pay when you stay

CA $190

CA $213 total

May 27 - May 28

includes taxes & fees

8.2/10 Very Good! (1,001 reviews)

"We love staying on the water - we do it every year for my husband's birthday. I will say - this year we were bummed that our room didn't have hand soap/toiletries so we had to call down for that (they brought it up immediately) and then our coffee pot was gross - but they brought us coffees as soon ..."

Reviewed on May 26, 2026

See all 479 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.