Downtown Sheboygan Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Sheboygan Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Center Court Sports Complex and Pewaukee Golf Club are located nearby.
DoubleTree by Hilton Milwaukee - Brookfield
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Milwaukee (MKE)
Stay at this 4-star business-friendly hotel in Brookfield. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and The Corners of Brookfield are located nearby.
Hilton Garden Inn Milwaukee Airport
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Milwaukee (MKE)
Stay at this 3-star hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Marquette
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Milwaukee (MKE)
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions The Rave-Eagles Club and Potawatomi Bingo Casino are located nearby.
Dubbel Dutch
Downtown Milwaukee
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) to Milwaukee (MKE)
Stay at this 3-star hotel in Milwaukee. Enjoy free WiFi, parking (surcharge), and housekeeping. Popular attractions Henry W. Maier Festival Park and Fiserv Forum are located nearby.
Cambria Hotel Milwaukee Downtown
Westown
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip non-stop flight included
Chattanooga (CHA) 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.
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See all available trips from Columbus to Downtown Sheboygan
View all tripsTop Hotel Deals
Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue, Sheboygan, WI
0.17 km from Downtown Sheboygan
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Wingate by Wyndham Sheboygan
723 Center Avenue, Sheboygan, WI
0.31 km from Downtown Sheboygan
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Michael Kohler Arts Center ...
La Quinta Inn by Wyndham Sheboygan
2932 Kohler Memorial Dr, Sheboygan, WI
2.53 km from Downtown Sheboygan
Stay at this 3-star golf hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
AmericInn by Wyndham Sheboygan
3664 S Taylor Dr, Sheboygan, WI
5.45 km from Downtown Sheboygan
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn
4332 N 40th St, Sheboygan, WI
5.77 km from Downtown Sheboygan
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Osthoff Resort
101 Osthoff Avenue, Elkhart Lake, WI
25.59 km from Downtown Sheboygan
Stay at this 3.5-star beach resort in Elkhart Lake. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
The American Club
419 Highland Drive, Kohler, WI
5.58 km from Downtown Sheboygan
Stay at this 5-star luxury hotel in Kohler. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
The Oasis Hotel & Bar
600 N Main St, Sheboygan Falls, WI
8.64 km from Downtown Sheboygan
Stay at this hotel in Sheboygan Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Watershed Hotel
838 N 15th St, Sheboygan, WI
0.85 km from Downtown Sheboygan
Stay at this 3-star business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Blue Harbor Resort and Conference Center
725 Blue Harbor Drive, Sheboygan, WI
0.92 km from Downtown Sheboygan
Stay at this 3-star beach resort in Sheboygan. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Blue Harbor Resort & Conference ...
Comfort Inn & Suites Sheboygan I-43
3912 Motel Rd, Sheboygan, WI
9.47 km from Downtown Sheboygan
Book a stay at this family-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Harbor Winds Hotel
905 S 8th St, Sheboygan, WI
0.89 km from Downtown Sheboygan
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Wisconsin-Aire Motel By OYO Random Lake
N 535 Hwy 57, Random Lake, WI
28.27 km from Downtown Sheboygan
Stay at this hotel in Random Lake. Enjoy free WiFi, free parking, and room service. Popular attractions Cedar Grove Public Library and Memorial Park are located ...
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See all available properties in Downtown Sheboygan
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Oct 3 - Sat, Oct 4
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Tue, Jul 22 - Wed, Jul 30
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Wed, Aug 27 - Sat, Sep 6
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Fri, Aug 8 - Mon, Aug 11
DEN
Denver Intl.
MKE
General Mitchell Intl.
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Best points of interest in Sheboygan
- John Michael Kohler Arts Center Vacations
- Stefanie H. Weill Center for the Performing Arts Vacations
- Above & Beyond Children's Museum Vacations
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- Road America Vacations
- Blue Harbor Resort & Conference Center Water Park Vacations
- Whistling Straits Golf Course Vacations
- Kohler-Andrae State Park Vacations
- Blackwolf Run Vacations
- Harrington Beach State Park Vacations
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