Sheboygan County Vacation Packages 2026 from $663

Search vacation packages deals in Sheboygan County's top destinations

Sheboygan

Vacations

Sheboygan County flight + hotel vacation packages

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

Best Western Premier Bridgewood Resort Hotel

$663

per person

Aug 4 - Aug 9

found 13 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) 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.

CopperLeaf Boutique Hotel & Spa, BW Premier Collection

$871

per person

Aug 4 - Aug 9

found 12 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Appleton (ATW)

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a lobby fireplace, and a hair salon are also offered.

Holiday Inn Express Hotel & Suites Oshkosh by IHG

$1,031

per person

Aug 4 - Aug 9

found 13 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Appleton (ATW)

This hotel 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. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Comfort Suites Oshkosh West

$937

per person

Aug 4 - Aug 9

found 13 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) to Appleton (ATW)

This hotel features an indoor pool and a gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking.

DoubleTree by Hilton Neenah

$761

per person

Aug 4 - Aug 9

found 13 hours ago

Roundtrip non-stop flight included

Charlotte (CLT) 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.

Top Sheboygan County hotels deals

Watershed Hotel

838 N 15th St Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$165 total

May 18 - May 19

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.

The American Club

419 Highland Drive Kohler WI

Free Cancellation

$498 nightly

$551 total

May 24 - May 25

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.

AmericInn by Wyndham Sheboygan

3664 S Taylor Dr Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$91 total

May 24 - May 25

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.

Blue Harbor Resort and Conference Center

725 Blue Harbor Drive Sheboygan WI

$189 nightly

$214 total

May 18 - May 19

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.

La Quinta Inn by Wyndham Sheboygan

2932 Kohler Memorial Dr Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$99 total

May 24 - May 25

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.

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$130 total

May 24 - May 25

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.

Don't see what you're looking for?

See all available properties in Sheboygan County

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.

Photos of local treasures

Browse Sheboygan County vacation photos for more inspiration

Storm clouds gathering over Lake Michigan at Kohler-Andrae State Park, Sheboygan, Wisconsin in late May

Overlooking Lake Michigan from Wisconsin shoreline within Kohler-Andrae State Park, Sheboygan, Wisconsin

Board walk over sand dunes and stabilization grasses, leading to Lake Michigan at Kohler-Andrae State Park, Sheboygan, Sheboygan, Wisconsin

Winding boardwalk over the sand dunes at Kohler-Andrae State Park, Sheboygan, Wisconsin in mid-autumn

Frequently asked questions

How much are vacation packages to Sheboygan County?

Travelocity offers hotel and flight packages from an incredible $663. 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.