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.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $1,085, price is now $820 per person
$820
per person
Nov 24 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Dry cleaning and luggage storage are also provided.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,520, price is now $995 per person
$995
per person
Nov 24 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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 Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,329, price is now $918 per person
$918
per person
Nov 24 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) 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.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,520, price is now $1,095 per person
$1,095
per person
Nov 24 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Milwaukee (MKE)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Self parking and express check-out are also offered on site.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,340, price is now $1,018 per person
$1,018
per person
Nov 24 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop 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
$123 nightly
The price is $140 total per night
$140 total
Oct 21 - Oct 22
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
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $135 total per night
$135 total
Oct 13 - Oct 14
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
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 13 - Oct 14
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.
Pool
Hot Tub
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.
Pool
Hot Tub
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.
Pool
Breakfast included
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

2.5 out of 5
3912 Motel Rd Sheboygan WI
Free Cancellation
$80 nightly
The price is $91 total per night
$91 total
Nov 9 - Nov 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.
Pool
Hot Tub
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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

North Side Municipal Beach

9.4/10 (16 reviews)
Why not spend a lazy afternoon at North Side Municipal Beach during your trip to Sheboygan? Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
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 $820. 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.

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