Deals on vacations and trips to Sheboygan

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The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $766, price is now $617 per person
$617
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
This boutique hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $935, price is now $617 per person
$617
per person
Nov 13 - Nov 16
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.
Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was $817, price is now $676 per person
$676
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $1,024, price is now $853 per person
$853
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,048, price is now $883 per person
$883
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

Top Sheboygan hotels deals

Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $209 total per night
$209 total
Sep 28 - Sep 29
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
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $159 total per night
$159 total
Sep 6 - Sep 7
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
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
$97 nightly
The price is $110 total per night
$110 total
Sep 7 - Sep 8
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
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
$83 nightly
The price is $94 total per night
$94 total
Sep 27 - Sep 28
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
$92 nightly
The price is $104 total per night
$104 total
Sep 27 - Sep 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.
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

2 out of 5
3402 Wilgus Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Sep 27 - Sep 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Parking included
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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 $617. 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

A lighthouse at sunset with a colorful sky and calm water.
A marina with boats docked along a waterfront, surrounded by residential buildings and a clear blue sky.
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.
Kohler-Andrae State Park. Summer landscape with footprinted sand dunes, hiking trail and lake Michigan. Nature of Wisconsin background. Travel midwest USA. Summer nature background.

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