Deals on vacations and trips to Sheboygan

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Sheboygan flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Chalet Motel Mequon

Chalet Motel Mequon

2.5 out of 5
Price was $390, price is now $314 per person
$314
per person
Sep 22 - Sep 26
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed around-the-clock and laundry facilities are on offer.
Candlewood Suites Milwaukee Airport by IHG

Candlewood Suites Milwaukee Airport by IHG

2.5 out of 5
Price was $848, price is now $630 per person
$630
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 24-hour business center, laundry service, and free train station pick-up. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was $714, price is now $536 per person
$536
per person
Sep 22 - Sep 26
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $695, price is now $527 per person
$527
per person
Sep 25 - Sep 28
found 19 hours ago
Roundtrip flight included
Houston (HOU) to Milwaukee (MKE)
This resort features a golf course, a full-service spa, and a marina. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like free self parking and WiFi in public areas.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was $504, price is now $397 per person
$397
per person
Sep 22 - Sep 26
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Sheboygan hotels deals

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
$185 nightly
The price is $210 total per night
$210 total
Jul 15 - Jul 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A lobby fireplace, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
$164 nightly
The price is $186 total per night
$186 total
Aug 3 - Aug 4
Total with taxes and fees
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 out of 5
4332 N 40th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $104 total per night
$104 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

3 out of 5
2932 Kohler Memorial Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $130 total per night
$130 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

2.5 out of 5
3912 Motel Rd Sheboygan WI
Free Cancellation
$89 nightly
The price is $101 total per night
$101 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a gym. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
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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.

Stay near popular Sheboygan attractions

Whistling Straits Golf Course

9.4/10 (20 reviews)
Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to Sheboygan?
Exciting adventures await in Sheboygan, with Travelocity vacation packages from as little as $314. Including hotels and flights, these terrific deals make it a breeze to experience all corners of the globe.
How long should my Sheboygan vacation be?
Usually, 2 nights is how long most visitors spend discovering the sights of Sheboygan. Not sure if that'll be sufficient time to do all the things on your sightseeing list? Stay a couple more nights and experience everything this place has to offer.
Where can I get the best vacation package deals for Sheboygan?
Check out Travelocity. With access to 400 air carriers and a whopping 1,000,000 hotels all over the world, selecting the perfect Sheboygan package deal couldn't be easier.
Why should I purchase my Sheboygan vacation bundle with Travelocity?
Incredible savings, an abundance of enticing destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Sheboygan car rental if I book it with a hotel or flight?
With a Sheboygan vacation package, you can bundle your flight, hotel and car bookings and save some serious money. If you want to discover the best of this impressive location, why not start with Six Flags Great America? This well-known attraction is 95 mi from Sheboygan. With your own rental car, you'll be there before you know it.
Which airport is best for Sheboygan?
General Mitchell Intl. Airport (MKE), located around 55 mi south of inner Sheboygan, is most likely where you'll touch down. Your other options are Appleton Intl. Airport (ATW) (55 mi away from central Sheboygan) and Austin Straubel Intl. Airport (GRB) (55 mi away from central Sheboygan).
What is there to do in Sheboygan?
There's a certain magic in the air as you roam the streets of Sheboygan. Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are just two famous attractions that entice visitors to this wonderful city, so add them to your travel itinerary.
Where should I stay when visiting Sheboygan?
If you're searching for a place to lay your head, consider the Grandstay Residential Suites Hotel. It's the top pick for many visitors.

Where to stay in Sheboygan: Best areas for travelers

Photos of local treasures

Browse Sheboygan vacation photos for more inspiration

Sheboygan, WI USA - September 30, 2022: Aerial view of the Sheboygan marina and surrounding area
A coastal town with a beach, residential areas, and a church steeple.
An aerial view of a coastal residential area with a beach, marina, and houses.
A park with picnic tables, a large tree, and autumn foliage.
A lighthouse at sunset with silhouettes of people and birds.

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