Sheboygan Vacations

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Find the Best Sheboygan Vacation Packages

Sheboygan Hotel Deals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is AED 459 per night from Jan 19 to Jan 20
AED 459
AED 521 total
19 Jan - 20 Jan
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
The bed was really hard. Breakfast was more of a continental breakfast vs hot. Room was clean.

Reviewed on 13 January 2026

Grandstay Residential Suites Hotel - Sheboygan
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is AED 397 per night from Jan 19 to Jan 20
AED 397
AED 450 total
19 Jan - 20 Jan
includes taxes & fees
9.6/10 Exceptional! (477 reviews)
Both staff members I met were SO friendly & the small personal touches of the guidebooks and dining options in the rooms added so much! Will definitely return.

Reviewed on 15 January 2026

Watershed Hotel
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
The price is AED 676 per night from Feb 1 to Feb 2
AED 676
AED 864 total
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (448 reviews)
Checking in and out very efficient. Rooms were clean. Water park very well staffed

Reviewed on 4 January 2026

Blue Harbor Resort and Conference Center
See all 670 properties in Sheboygan
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.

Discover the most popular places to visit in Sheboygan

Blue Harbor Resort & Conference Center Water Park

Enjoy a fun-filled day at Blue Harbor Resort & Conference Center Water Park during your trip to Sheboygan. Wander the lakeside in this family-friendly area.

Blue Harbor Resort & Conference Center Water Park

Whistling Straits Golf Course

Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.

Whistling Straits Golf Course

Stefanie H. Weill Center for the Performing Arts

You can make plans for a show at Stefanie H. Weill Center for the Performing Arts on your trip to Sheboygan. While you're in the area, stroll along the lakeside.

Stefanie H. Weill Center for the Performing Arts

Frequently asked questions

How do I find cheap flights to Sheboygan that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to bring you the most flexible airfares available. Simply click on "No change fee" right underneath the "Flexible change policies" filter to find your dream flight to Sheboygan.
Which airlines fly to Sheboygan?
Getting to Sheboygan is simple. All you need to do is book a seat with one of these popular carriers:

  • Delta Air Lines - 632 flights to or near Sheboygan each month, including 459 flights to General Mitchell Intl. Airport (MKE) and 173 to Austin Straubel Intl. Airport (GRB) per month.
  • United Airlines - 563 flights to or near Sheboygan each month, including 442 flights to General Mitchell Intl. Airport (MKE) and 121 to Austin Straubel Intl. Airport (GRB) per month.

How can I find cheap tickets to Sheboygan?
Start searching as early as possible, consider alternative airports, use frequent flyer miles — there are plenty of ways! One more is to make use of Expedia's "flexible dates" feature. Search for your Sheboygan flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Sheboygan was .
How much is a flight to Sheboygan?
There were plenty of low-cost fares up for grabs in the last seven days, with the cost of a return flight to Sheboygan varying between and . Many lucky travelers locked in one-way flights from () for as little as .
What are the most popular airports to fly into in Sheboygan?
Which of these Sheboygan airports you'll touch down at will depend on your chosen airline and where you want to stay in the region:

  • General Mitchell Intl. Airport (MKE) - 2,301 flights per month.
  • Austin Straubel Intl. Airport (GRB) - 398 flights per month.

When is the cheapest time to fly to Sheboygan?
Jet off early on in the week to get a bargain fare to Sheboygan. Tuesday is generally the most affordable day to depart, with Monday right behind it. Saturday often has the costliest ticket prices. This is because many people like to begin their vacation on a weekend.
How much is a plane ticket to Sheboygan?
In the last seven days, flights to Sheboygan fluctuated from to .
What months are the cheapest to book a flight to Sheboygan?
February is the best month to lock in a seat for your Sheboygan break. Fares are priciest throughout the busy month of December, so keep clear of this time if you can.
How long is a flight to Sheboygan?
It could be an hour or more — it mostly depends on which part of the USA you're flying from. The average flight times for these busy domestic routes to Sheboygan will give you a clearer idea of what to expect:

  • Chicago, IL (ORD-O'Hare Intl.) to General Mitchell Intl. Airport (MKE) - 55 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to General Mitchell Intl. Airport (MKE) - 1 hour and 58 minutes
  • Denver, CO (DEN-Denver Intl.) to General Mitchell Intl. Airport (MKE) - 2 hours and 20 minutes