A large, classical building with a clock tower, wide steps leading up to the entrance, and trees framing the scene.

Winneshiek County Vacations & Trips from $277

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Your Winneshiek County Vacation

Plan a vacation package to Winneshiek County and travel on your own terms. You'll be impressed by its walking trails, views and nature. Get your trip to Winneshiek County off to a flying start by making Decorah the first stop. This is a popular city with travelers from all over the globe. When it's time to stop daydreaming and start doing, Expedia will help turn your Winneshiek County vacation into reality.

Top destinations in Winneshiek County

The Latest Winneshiek County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 19

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,002 reviews)
    "A"
    Reviewed November 12, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $413
    $277
    per traveler
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • Jan 23 - Jan 27

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (5,704 reviews)
    "Nice location"
    Reviewed November 14, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $1,304
    $823
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (609 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $948
    $615
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Jan 15 - Jan 18

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,154 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $634
    $438
    per traveler
    found 1 day ago
    Pendry Chicago
  • Jan 23 - Jan 27

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,763 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $1,616
    $1,131
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton

Discover the most popular places to visit in Winneshiek County

Winneshiek County Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.