Sheboygan County Vacation Packages 2026 from $815

Search vacation packages deals in Sheboygan County's top destinations

A lighthouse at sunset with a colorful sky and calm water.

Sheboygan

Vacations

Sheboygan County flight + hotel vacation packages

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

Cobblestone Inn & Suites-Fremont

$815

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Appleton (ATW)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Days Inn & Suites by Wyndham Kaukauna WI

$1,275

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Appleton (ATW)

An indoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A lobby fireplace, a picnic area, and a computer station are also on offer.

DoubleTree by Hilton Neenah

$896

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Appleton (ATW)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Enjoy the hot tub and perks like free self parking.

Best Western Premier Bridgewood Resort Hotel

$841

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Appleton (ATW)

Free water park access, 2 outdoor tennis courts, and 2 hot tubs are all featured at this smoke-free resort. Bring the family and enjoy the mini golf, children's pool, and waterslide. Enjoy a meal from the restaurant and perks like free self parking and a free airport shuttle.

Hampton Inn Appleton-Fox River Mall Area

$921

per person

Nov 6 - Nov 11

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Appleton (ATW)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Top Sheboygan County hotels deals

Watershed Hotel

838 N 15th St Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$206 total

Aug 23 - Aug 24

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.

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$145 total

Aug 26 - Aug 27

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.

AmericInn by Wyndham Sheboygan

3664 S Taylor Dr Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$110 total

Sep 8 - Sep 9

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.

The American Club

419 Highland Drive Kohler WI

Free Cancellation

$585 nightly

$646 total

Aug 30 - Aug 31

Total with taxes and fees

A full-service spa, 3 restaurants, and 4 indoor tennis courts are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

$88 nightly

$97 total

Aug 24 - Aug 25

Total with taxes and fees

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

Quality Inn Sheboygan North I-43

4332 N 40th St Sheboygan WI

Free Cancellation

$85 nightly

$96 total

Sep 20 - Sep 21

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.

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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 County attractions

Road America

9.4/10 (240 reviews)

You can take time to visit Road America during your travels to Plymouth. Discover the area's waterfalls and coffeehouses.

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A wooden boardwalk along a sandy beach with dunes and a clear sky.

A sandy beach with gentle waves, sparse vegetation, and a cloudy sky.

A beach with a wooden bench, sand dunes, and the ocean.

A wooden boardwalk winding through a sandy beach area with sparse vegetation and a clear view of the ocean.

A winding wooden boardwalk through a grassy landscape with a clear blue sky and a distant shoreline.

Frequently asked questions

How much are vacation packages to Sheboygan County?

Travelocity offers hotel and flight packages from an incredible $815. With these kinds of bargains, you'll be exploring all of Sheboygan County before you know it.

Where can I get the best vacation package deals for Sheboygan County?

There are incredible Sheboygan County package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Keep that in mind when you're ready to tick another destination off your list.

Why should I purchase my Sheboygan County vacation bundle with Travelocity?

We make traveling the world easy. Whether you're looking for a new destination to roam around or want to make sure you get the best deal around, we've got you covered. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Can I save on my Sheboygan County car rental if I combine it with a hotel or flight?

You sure can with our Sheboygan County vacation packages. With one of these, there are plenty of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and watch the savings grow. With a rental car, all the popular sights around Sheboygan County are within reach.

Which airport is best for Sheboygan County?

You'll find three main airports for people traveling in and out of Sheboygan County — General Mitchell Intl. Airport (MKE), Appleton Intl. Airport (ATW) and Austin Straubel Intl. Airport (GRB).

What is there to do in Sheboygan County?

Sheboygan County is teeming with incredible things to see and do, however Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are two you shouldn't miss.