Search Deals onSheboygan Vacation Packages
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Sheboygan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Stella Hotel & Ballroom
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Stay at this 3.5-star business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dinosaur Discovery Museum and Alpaca Art are located nearby.

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions America's Action Territory Family Fun Park and Pleasant Prairie RecPlex are located nearby.

Fairfield Inn & Suites Kenosha Pleasant Prairie
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pleasant Prairie Premium Outlets and Bristol Renaissance Faire are located nearby.

Doubletree by Hilton Pleasant Prairie Kenosha
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
Stay at this 4-star hotel in Pleasant Prairie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Pleasant Prairie Premium Outlets and Bristol Renaissance Faire are located nearby.

Kinn Guesthouse Downtown
Save 100% on your flight
per person
Jun 20 - Jun 23
found 8 hours ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 bars/lounges, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Harley-Davidson Museum and Henry W. Maier Festival Park are located nearby.

Cambria Hotel Milwaukee Downtown
per person
Jul 6 - Jul 10
found 18 hours ago
Roundtrip non-stop flight included
New Bern (EWN) to Milwaukee (MKE)
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

The Brewhouse Inn & Suites
per person
Jun 20 - Jun 23
found 8 hours ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Stay at this 3.5-star boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and The Rave-Eagles Club are located nearby.

Brew City Game Room Fenced Yard Sleeps 13
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
Stay at this vacation home in Milwaukee. Enjoy a garden. Popular attractions Milwaukee County Zoo and Wisconsin State Fair Park are located nearby.
Sheboygan Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Apr 19 - Mon, Apr 21
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago

Sat, Apr 19 - Sat, Apr 19
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$238 Roundtrip, found 5 days ago
$238
Roundtrip
found 5 days ago

Wed, Jul 16 - Sat, Jul 19
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago

Wed, Jul 16 - Sat, Jul 19
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
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