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Sheboygan Vacation Packages

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Sheboygan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Price was $1,034, price is now $838 per person
$838
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Potawatomi Bingo Casino and Fiserv Forum are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,515, price is now $1,063 per person
$1,063
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee Art Museum and Fiserv Forum are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Price was $1,184, price is now $850 per person
$850
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $1,314, price is now $952 per person
$952
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the clean rooms in our reviews. Popular attractions Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $1,164, price is now $894 per person
$894
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Price was $1,187, price is now $925 per person
$925
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, a fitness center, and parking (surcharge). Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $1,504, price is now $1,176 per person
$1,176
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Price was $1,530, price is now $1,213 per person
$1,213
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Sheboygan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,082, price is now $857 per person
$857
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,515, price is now $1,063 per person
$1,063
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,311, price is now $1,052 per person
$1,052
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $1,093, price is now $877 per person
$877
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)

Sheboygan Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $1,184, price is now $850 per person
$850
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,314, price is now $952 per person
$952
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,164, price is now $894 per person
$894
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was $1,187, price is now $925 per person
$925
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Milwaukee (MKE)

Top Flight Deals

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

Bargain Flight
Sat, Jul 11 - Tue, Jul 21
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Sat, Jul 11 from Hopkins Intl. to General Mitchell Intl., returning Tue, Jul 21, priced at $185 found 4 days ago
Frontier Airlines
Mon, May 18 - Tue, May 19
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, May 18 from Hopkins Intl. to General Mitchell Intl., returning Tue, May 19, priced at $195 found 5 days ago
Delta
Wed, May 27 - Wed, May 27
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$304 Roundtrip, found 3 days ago
$304
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 27 from Hopkins Intl. to General Mitchell Intl., returning Wed, May 27, priced at $304 found 3 days ago
American Airlines
Wed, May 27 - Thu, May 28
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from Hopkins Intl. to General Mitchell Intl., returning Thu, May 28, priced at $311 found 1 day ago