Search Deals onSheboygan Vacation Packages
Sheboygan Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel
Price was $504, price is now $410 per person
$410
per person
Sep 12 - Sep 14
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 American Family Field and Harley-Davidson Museum are located nearby.
The Pfister Hotel
Save 100% on your flight
Price was $1,999, price is now $1,264 per person
$1,264
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 American Family Field and Fiserv Forum are located nearby.
Dubbel Dutch
Price was $890, price is now $688 per person
$688
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, parking (surcharge), and housekeeping. Popular attractions American Family Field and Henry W. Maier Festival Park are located nearby.
Saint Kate - The Arts Hotel
Price was $1,058, price is now $821 per person
$821
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 American Family Field and Fiserv Forum are located nearby.
The Ingleside Hotel
Price was $608, price is now $503 per person
$503
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
Wildwood Lodge
Price was $658, price is now $551 per person
$551
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 K1 Speed and Center Court Sports Complex are located nearby.
Washington House Inn
Price was $941, price is now $799 per person
$799
per person
Sep 4 - Sep 7
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Stay at this B&B in Cedarburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Amy's Candy Kitchen and Cedar Creek Settlement are located nearby.
Landing Apartments at Mayfair Collection
Price was $890, price is now $756 per person
$756
per person
Sep 4 - Sep 7
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly apartment in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions American Family Field and Milwaukee County Zoo are located nearby.
Sheboygan Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sheboygan Vacation Packages 5-7 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.
Sun, Aug 23 - Sat, Aug 29
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$216 Roundtrip, found 4 days ago
$216
Roundtrip
found 4 days ago
Sat, Jul 11 - Thu, Jul 16
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$270 Roundtrip, found 6 days ago
$270
Roundtrip
found 6 days ago
Tue, Jul 14 - Sat, Jul 18
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Sun, Aug 23 - Sat, Aug 29
CLE
Hopkins Intl.
MKE
General Mitchell Intl.
$383 Roundtrip, found 4 days ago
$383
Roundtrip
found 4 days ago
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