
Osceola Vacation Packages
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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.

Holiday Inn Express & Suites Eagan - Minneapolis Area by IHG
Price was CA $1,102, price is now CA $901 per person
CA $901
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Minneapolis (MSP)
9.2/10 Wonderful! (763 reviews)
Hotel was clean and staff was friendly.
Reviewed on May 16, 2026

Hyatt Regency Minneapolis
Downtown Minneapolis
Price was CA $1,804, price is now CA $1,332 per person
CA $1,332
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Minneapolis (MSP)
8.8/10 Excellent! (1,005 reviews)
The bed sheets were horrible. Made noise every time you moved. Clean and noisy
Reviewed on May 11, 2026

Nicollet Island Inn
Nicollet Island
Price was CA $1,474, price is now CA $1,116 per person
CA $1,116
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Minneapolis (MSP)
9/10 Wonderful! (74 reviews)
We loved the whole vibe of the hotel, it was supper cute and old looking. Loved the greenery and the scenery from our window. Super clean with comfy beds!! The staff were absolutely amazing and wonderful. We would definitely stay here again!!
Reviewed on May 15, 2026

Mystic Lake Casino Hotel
Price was CA $1,219, price is now CA $968 per person
CA $968
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Minneapolis (MSP)
9/10 Wonderful! (2,534 reviews)
I was very disappointed to book and prepay a king room and end up with two queens. I dislike the two queens rooms- very little space outside of the beds, bad angles all around to the TV etc. I was told it was because they were “so busy”. Well, I rebooked and paid for my room choice so busy should not have mattered. Nearly $400 a night is a lot for a room type I dislike.
Next, I called room service for over an hour with no answer. You can no longer order from the TV so it just was not available. A First World Problem for sure but if you are going to say it’s available make it available.
The theatre is great, saw ZZ Top. Steakhouse and spa from my previous visits excellent. Staff is normally good too. Going forward I may just avoid weekends and shownights for the hotel. The registration line was literally a city block long at the desk- like they did not have staff capacity for all the people. It made Vegas lines look small. I checked my bag with the bell desk and checked in later in the evening after the show- maybe that lead to the room issue but you get charged for a night regardless and there is no “check in by” time stated so my room should not have been given away.
I got a couple of rooms for Christmas Eve/day hopefully that goes smoothly.
Reviewed on May 17, 2026

Graduate by Hilton Minneapolis
Dinkytown
Price was CA $1,125, price is now CA $906 per person
CA $906
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Minneapolis (MSP)
9.2/10 Wonderful! (1,065 reviews)
I will never stay anywhere else after traveling to Minneapolis several times for family vacation and my son attending the U. This is a great hotel! Beautiful, and to top it off, Starbucks is attached.
Reviewed on May 14, 2026
Osceola Hotel Deals

River Valley Inn & Suites
1030 N Cascade Street Osceola WI
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from May 19 to May 20
CA $132
CA $146 total
May 19 - May 20
includes taxes & fees
7.8/10 Good! (443 reviews)
Easy to find and clean, however, the ac units need WORK! So loud. The ones in other rooms were super loud too. So when ours wasn't going theirs were. Sleep was close to none.
Reviewed on May 16, 2026

Hotel Crosby
232 Main St N Stillwater MN
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from May 18 to May 19
CA $308
CA $345 total
May 18 - May 19
includes taxes & fees
9.6/10 Exceptional! (1,002 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

Water Street Inn
101 Water St South Stillwater MN
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 26 to May 27
CA $182
CA $203 total
May 26 - May 27
includes taxes & fees
8.2/10 Very Good! (998 reviews)
U pay for the location. Staff wasn’t super friendly but it’s all about location.
Reviewed on May 16, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







