Sheboygan County Vacation Packages 2025/2026 from $563

Search vacation packages deals in Sheboygan County's top destinations

A warm December day took me here for a walk on Lake Michigan in Wisconsin. Wonderful place, I hope it doesn't turn into a golf course. Great campground here too

Sheboygan

Vacations

Sheboygan County flight + hotel vacation packages

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

AmericInn by Wyndham Appleton North/Little Chute

$563

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Appleton (ATW)

This hotel features an indoor pool and a 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 continental breakfast and free self parking.

Cobblestone Hotel & Suites-Little Chute

$639

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Appleton (ATW)

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. Relax with a drink at the bar/lounge and enjoy free perks like self-serve breakfast and free self parking.

Country Inn & Suites by Radisson, Appleton, WI

$760

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Appleton (ATW)

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

Days Inn & Suites by Wyndham Kaukauna WI

$616

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) 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.

Hilton Appleton Paper Valley

$728

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Appleton (ATW)

This hotel features 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, self parking, and coffee shop/cafe.

Top Sheboygan County hotels deals

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue, Sheboygan, WI

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$123 total

Oct 26 - Oct 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.

Pool

Breakfast included

The American Club

419 Highland Drive, Kohler, WI

Free Cancellation

Reserve now, pay when you stay

$392 nightly

$433 total

Oct 19 - Oct 20

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.

Spa

Parking included

La Quinta Inn by Wyndham Sheboygan

2932 Kohler Memorial Dr, Sheboygan, WI

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Oct 19 - Oct 20

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

AmericInn by Wyndham Sheboygan

3664 S Taylor Dr, Sheboygan, WI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$91 total

Nov 2 - Nov 3

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

The Oasis Hotel & Bar

600 N Main St, Sheboygan Falls, WI

$89 nightly

$98 total

Oct 16 - Oct 17

Total with taxes and fees

This hotel features an indoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A fireplace in the lobby and laundry facilities are also provided.

Pool

Breakfast included

Comfort Inn & Suites Sheboygan I-43

3912 Motel Rd, Sheboygan, WI

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$86 total

Nov 3 - Nov 4

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.

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Frequently asked questions

How much are vacation packages to Sheboygan County?

Travelocity offers hotel and flight packages from an incredible $563. 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.