Deals on vacations and trips to Sheboygan

Save when you book Sheboygan package deals

Choose two or more items and save on your trip:

Sheboygan flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Marquette
Price was $1,012, price is now $830 per person
$830
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Austin (AUS) to Milwaukee (MKE)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,499, price is now $977 per person
$977
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Austin (AUS) 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 $1,701, price is now $1,136 per person
$1,136
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Austin (AUS) 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.
The Marc Hotel

The Marc Hotel

2 out of 5
Westown
Save 100% on your flight
Price was $4,516, price is now $3,585 per person
$3,585
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Austin (AUS) to Milwaukee (MKE)
This hotel features 3 restaurants and 2 bars/lounges. Business travelers can take advantage of the free WiFi in public areas. Self parking and luggage storage are also offered on site.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,207, price is now $964 per person
$964
per person
Dec 26 - Jan 2
found 18 hours ago
Roundtrip flight included
Austin (AUS) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Top Sheboygan hotels deals

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
$132 nightly
The price is $150 total per night
$150 total
Nov 8 - Nov 9
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.
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $133 total per night
$133 total
Oct 31 - Nov 1
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.
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
$86 nightly
The price is $97 total per night
$97 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full 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.
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
$207 nightly
The price is $235 total per night
$235 total
Oct 27 - Oct 28
Total with taxes and fees
This resort features free water park access, a full-service spa, and a restaurant. There's fun for all ages with a lazy river and mini golf, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
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
$80 nightly
The price is $91 total per night
$91 total
Nov 1 - Nov 2
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
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet 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.
Don't see what you're looking for?
See all available properties in Sheboygan
View all properties
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 $830. 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 red lighthouse amidst rough seas with waves crashing against a pier.
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.

Explore More Ways to Travel with Travelocity