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Photo by Erik Rowley
Open Photo by Erik Rowley

Osceola County Vacations & Trips from $697

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Top destinations in Osceola County

A red barn with a colorful geometric quilt hanging on the front, a picnic table in front, and a silo in the background.
FlightsHotels

Sibley

Sibley

The Latest Osceola County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Oct 6 - Oct 9

    Emery, Autograph Collection Hotel + Flight

    Downtown Minneapolis
    3 nights
    4.5 star property
    9.2/10 - Wonderful (776 reviews)
    Roundtrip • Chicago (CHI) - Minneapolis (MSP)
    ORD - MSP • Nonstop MSP - ORD • Nonstop
    Save 100% on your flight
    $940
    $697
    per traveler
    found 1 day ago
    Emery, Autograph Collection Hotel
  • Exterior
    Oct 8 - Oct 14

    Best Western Plus The Normandy Inn & Suites + Flight

    Downtown Minneapolis
    6 nights
    3.0 star property
    9.2/10 - Wonderful (1,267 reviews)
    "Cool little hotel. The decor is a bit aged but honestly feels somewhat nostalgic. Very very clean. Beds are SUPER COMFY with luxury feeling bedding and for the price…well worth it. Will return again."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Minneapolis (MSP)
    BOS - MSP • Nonstop MSP - BOS • 1 stop
    Save 100% on your flight
    $1,085
    $715
    per traveler
    found 1 day ago
    Best Western Plus The Normandy Inn & Suites
  • Outdoor dining
    Sep 8 - Sep 14

    Four Seasons Hotel Minneapolis + Flight

    Downtown Minneapolis
    6 nights
    5.0 star property
    9.6/10 - Exceptional (349 reviews)
    Roundtrip • Boston (BOS) - Minneapolis (MSP)
    BOS - MSP • Nonstop MSP - BOS • Nonstop
    Save 100% on your flight
    $3,559
    $2,467
    per traveler
    found 1 day ago
    Four Seasons Hotel Minneapolis
  • Indoor pool
    Sep 8 - Sep 14

    Mystic Lake Casino Hotel + Flight

    Prior Lake
    6 nights
    3.5 star property
    9.0/10 - Wonderful (2,682 reviews)
    Roundtrip • Boston (BOS) - Minneapolis (MSP)
    BOS - MSP • Nonstop MSP - BOS • Nonstop
    $1,119
    $862
    per traveler
    found 1 day ago
    Mystic Lake Casino Hotel
  • Dining
    Sep 8 - Sep 14

    Nicollet Island Inn + Flight

    Nicollet Island
    6 nights
    2.5 star property
    9.2/10 - Wonderful (98 reviews)
    Roundtrip • Boston (BOS) - Minneapolis (MSP)
    BOS - MSP • Nonstop MSP - BOS • Nonstop
    Save 100% on your flight
    $1,501
    $1,164
    per traveler
    found 1 day ago
    Nicollet Island Inn

Discover the most popular places to visit in Osceola County

Sibley Central Park

8.6/10 (14 reviews)
Explore the great outdoors at Sibley Central Park, a lovely green space in Sibley. Discover the area's entertainment venues and churches.

Osceola County Hotel Deals

Free daily self-serve breakfast

Sibley Inn

Sibley Inn
2.5 star property
6.6 mi from Osceola County
9.2 out of 10, Wonderful, (460 reviews)
"Not clean"
$74 nightly
The price is $82
Aug 9 - Aug 10
Total with taxes and fees
Sibley Inn
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.
See all properties in Osceola County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.