Sheboygan Falls Vacation Packages 2026 from $381

Sheboygan Falls flight + hotel vacation packages

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

The Ingleside Hotel

$381

per person

Aug 14 - Aug 16

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Milwaukee (MKE)

A water park and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the 20 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and perks like free self parking.

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$812

per person

Aug 14 - Aug 16

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) 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

Fifth Ward

$641

per person

Aug 14 - Aug 16

found 3 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Milwaukee (MKE)

This boutique hotel features 3 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.

Embassy Suites by Hilton Milwaukee Brookfield

$466

per person

Aug 14 - Aug 16

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Milwaukee (MKE)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Saint Kate - The Arts Hotel

Downtown Milwaukee

$659

per person

Aug 14 - Aug 16

found 4 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Milwaukee (MKE)

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

Top Sheboygan Falls hotels deals

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI

$89 nightly

$98 total

Jun 3 - Jun 4

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

Watershed Hotel

838 N 15th St Sheboygan WI

$185 nightly

$210 total

Jun 3 - Jun 4

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

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$188 nightly

$214 total

Jul 2 - Jul 3

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

$568 nightly

$627 total

Jul 1 - Jul 2

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

The Osthoff Resort

101 Osthoff Avenue Elkhart Lake WI

$282 nightly

$317 total

Jun 7 - Jun 8

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

La Quinta Inn by Wyndham Sheboygan

2932 Kohler Memorial Dr Sheboygan WI

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$112 total

Jun 14 - Jun 15

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

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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.

Popular places to visit

The Bull at Pinehurst Farms Golf Course

Enjoy a round of golf in Sheboygan Falls at The Bull at Pinehurst Farms Golf Course. While you're in the area, stroll along the lakeside.

Evans

4/5(19 reviews)

Enjoy an outing to Evans during your stay in Sheboygan Falls. While you're in the area, stroll along the lakeside.

Frequently asked questions

How much are vacation packages to Sheboygan Falls?

Vacation packages, including flights and hotels in Sheboygan Falls, start from as low as $381. Make your daydreams a reality and secure your vacation with Travelocity today.

How long should my Sheboygan Falls vacation be?

Your Sheboygan Falls getaway can be as short or as long as you want it to be, but most people stay roughly 2 nights. In the mood to veer off the beaten path and uncover some hidden gems? Stay a few extra nights and experience a different side of this destination.

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

Travelocity is here to help you get a terrific Sheboygan Falls package deal. With 400 air carriers and 1,000,000 properties worldwide, you're bound to be able to craft the perfect itinerary.

Why should I purchase my Sheboygan Falls vacation package via Travelocity?

By booking your flights, hotel, car rental and activities altogether, you'll save both time and money. We offer a dedicated team of experts available 24/7, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and start packing!

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

Bundling your car, flight and hotel into a Sheboygan Falls vacation package is a great way to score the best deal. Plus, having your own set of wheels gives you total freedom to make your way to all those big sights you're hoping to explore. Situated 120 mi from Sheboygan Falls, Wrigley Field is one attraction that should be on your agenda. Buckle up and make a day trip of it.

Which airport is best for Sheboygan Falls?

For many, a stay in Sheboygan Falls means hopping off the plane at General Mitchell Intl. Airport (MKE). This busy airport is situated 55 mi south of the downtown area. You could also opt to jet into Appleton Intl. Airport (ATW) (50 mi away from central Sheboygan Falls) or Austin Straubel Intl. Airport (GRB) (55 mi away from central Sheboygan Falls).

What is there to do in Sheboygan Falls?

Evans should be at the top of your must-see list. After you've checked off this well-known attraction, simply roam through the streets of Sheboygan Falls and find out what makes this vibrant city tick.

Where should I stay when visiting Sheboygan Falls?

If you're after someplace comfortable to base yourself, have a look at the The Oasis Hotel & Bar. It's the top choice for many travelers.