Sheboygan Holidays from £1,062
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Your Sheboygan Holiday
With a Sheboygan holiday package, discovering the best of this coastal city is simple. From its lively atmosphere and rich history to its family-friendly attractions, this destination has something for everyone to enjoy. Every trip to Sheboygan needs a well-designed itinerary. Fill yours with famous sights like Blue Harbour Resort & Conference Centre Water Park, Kohler Design Centre and John Michael Kohler Arts Centre. Whoever you're heading away with and whatever the size of your budget, your dream Sheboygan holiday is just a few clicks away with Expedia.
Top Sheboygan Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was £1,256, price is now £1,062 per person
£1,062
per person
18 Aug - 23 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Milwaukee (MKE)
9/10 Wonderful! (1,000 reviews)
We arrived at three in the morning to staff that was waiting for us, which was very nice. I didn’t have to wake anybody up. The room was great the bed as usual. Excellent we just love the beds at Holiday Inn express. Where we were missing a trash can in the room, but we dealt with that. Woke up to their breakfast, which is always great. We just love their pancake machine. The hotel was essentially located in the middle of everything much closer to places we needed to go then we thought it was gonna be had a great weekend.
Reviewed on 26 May 2026
The Brewhouse Inn & Suites
Westown
Price was £1,643, price is now £1,388 per person
£1,388
per person
18 Aug - 23 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Milwaukee (MKE)
9.6/10 Exceptional! (1,064 reviews)
This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance.
The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar.
We will be back!
Reviewed on 21 May 2026
The Iron Horse Hotel
Fifth Ward
Price was £1,622, price is now £1,374 per person
£1,374
per person
18 Aug - 23 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Milwaukee (MKE)
9.2/10 Wonderful! (1,126 reviews)
The room was a bit dirty with a used bar of soap left in the shower. By 5pm on Sunday housekeeping hadn’t made up our room so we decided to skip it.
Reviewed on 26 May 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
Price was £2,106, price is now £1,791 per person
£1,791
per person
18 Aug - 23 Aug
found 1 day ago
Return direct flight included
Dublin (DUB) to Milwaukee (MKE)
9.4/10 Exceptional! (348 reviews)
Peaceful rooms and comfy beds. High ceilings are great. If you want to cook or store food the community kitchen is beautiful. I wish I needed to use it. Great location for some great restaurants.
Reviewed on 21 May 2026
Sheboygan Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 48,800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 21ºC |
Top Sights | Blue Harbour Resort & Conference Centre Water Park, John Michael Kohler Arts Centre and Stefanie H. Weill Centre for the Performing Arts |
Top hotels in Sheboygan
Watershed Hotel
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is £140 per night from 14 Jun to 15 Jun
£140
14 Jun - 15 Jun
includes taxes & fees
9.6/10 Exceptional! (548 reviews)
"Room was clean and spacious"
Reviewed on 23 May 2026
Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is £114 per night from 31 May to 1 Jun
£114
31 May - 1 Jun
includes taxes & fees
8.6/10 Excellent! (1,036 reviews)
"Will remember to stay there again."
Reviewed on 27 May 2026
Blue Harbor Resort and Conference Center
725 Blue Harbor Drive Sheboygan WI
The price is £192 per night from 2 Jun to 3 Jun
£192
2 Jun - 3 Jun
includes taxes & fees
8.4/10 Very Good! (468 reviews)
"Pool not open yet"
Reviewed on 20 May 2026
Lowest 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.
What to do in Sheboygan
Sheboygan Segway Tour w/ Private Tour Option
£74
per adult
Private Professional Golf Experience in American Club Wisconsin
£163
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
