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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.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was $935, price is now $719 per person
$719
per person
Jun 4 - Jun 8
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Save 100% on your flight
Price was $3,047, price is now $2,184 per person
$2,184
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Fiserv Forum and Henry W. Maier Festival Park are located nearby.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Price was $1,122, price is now $841 per person
$841
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) 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.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Save 100% on your flight
Price was $2,014, price is now $1,522 per person
$1,522
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $1,424, price is now $1,091 per person
$1,091
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $1,413, price is now $1,084 per person
$1,084
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Price was $1,325, price is now $1,040 per person
$1,040
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) 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 Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

3 out of 5
Price was $2,387, price is now $1,875 per person
$1,875
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
Stay at this B&B in Sheboygan Falls. Enjoy free WiFi, free parking, and a garden. Popular attractions Evans and The Bull at Pinehurst Farms Golf Course are located nearby.

Sheboygan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,122, price is now $841 per person
$841
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $3,047, price is now $2,184 per person
$2,184
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $2,014, price is now $1,522 per person
$1,522
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $1,424, price is now $1,091 per person
$1,091
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)

Sheboygan Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
Price was $764, price is now $631 per person
$631
per person
Jun 24 - Jun 29
found 8 hours ago
Roundtrip flight included
San Antonio (SAT) to Milwaukee (MKE)
The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel

3 out of 5
Price was $2,387, price is now $1,875 per person
$1,875
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,101, price is now $884 per person
$884
per person
May 27 - Jun 1
found 23 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Comfort Inn Mount Pleasant – Racine

Comfort Inn Mount Pleasant – Racine

2.5 out of 5
Price was $849, price is now $690 per person
$690
per person
Jun 24 - Jun 29
found 8 hours ago
Roundtrip flight included
San Antonio (SAT) to Milwaukee (MKE)

Top Flight Deals

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

Bargain Flight
Mon, Aug 24 - Sun, Sep 6
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Aug 24 from Hopkins Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at $199 found 5 days ago
Frontier Airlines
Mon, Aug 24 - Sun, Sep 6
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Hopkins Intl. to General Mitchell Intl., returning Sun, Sep 6, priced at $270 found 5 days ago
American Airlines
Wed, May 27 - Thu, May 28
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$283 Roundtrip, found 3 days ago
$283
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 27 from Hopkins Intl. to General Mitchell Intl., returning Thu, May 28, priced at $283 found 3 days ago
Delta
Wed, May 27 - Thu, May 28
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 27 from Hopkins Intl. to General Mitchell Intl., returning Thu, May 28, priced at $297 found 3 days ago