View Current Travel Advisories
Skip to Main Content
Trailways Home Page

Trailways Bus Tickets
from Annapolis, MD to Sheboygan, WI

Choose one way or round trip:
(*) indicates a required field
Start typing the origin city to open location options, and then use the arrow keys to navigate to the origin city you want, then press enter to select that origin city
Start typing the destination city to open location options, and then use the arrow keys to navigate to the destination city you want, then press enter to select that destination city
Type the date in date format 2 digit month slash 2 digit day slash 4 digit year or press tab to use the date picker pop up calendar

Travel made simple with Trailways

Unbeatable Prices

One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.

Proven Reliability

On-time travel services - trust our reputation for reliable bus transportation.

Comfort and Convenience

Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.

Bus Station Information for Sheboygan, WI

Sheboygan

Bus Station, use arrow keys or tab to explore more about this bus station

Sheboygan, WI 53081

Bus Station
Address
830 Pennsylvania Ave. 
Sheboygan, WI 53081
Phone Number
(800) 858-8555
More Detailsabout Sheboygan Bus Station

City InformationforAnnapolis, MD

Set sail for Annapolis, MD, where the charm of maritime history is alive and well! Not just a port town, Annapolis is a treasure trove of experiences waiting on the other end of your bus to Annapolis, MD. Start your adventure by wandering through the cobblestone streets of its charming Historic District. Here, colonial buildings and navy pride blend beautifully with local art galleries and quirky shops.

At the United States Naval Academy, you can immerse yourself in naval grandeur and learn a bit about those budding admirals. If you're more inclined toward the arts, the city offers venues like the Maryland Hall for the Creative Arts, perfect for catching a live performance or enjoying an exhibit. On a sunny day, hop on one of the many boat tours for an unforgettable Bay view – don’t forget your captain’s hat!

End your day sampling some crabcakes at a local eatery, savoring Chesapeake Bay flavors that truly capture the town's spirit. So grab your itinerary, hop on a bus, and let the sea breezes guide your journey in Annapolis.

City InformationforSheboygan, WI

Hop on a bus to Sheboygan, WI, and get ready to enjoy a vibrant blend of lakeside leisure and charming local culture. Nestled along the shores of Lake Michigan, this town offers a delightful escape with something for everyone. Start your journey by exploring the stunning shores at Kohler-Andrae State Park, where sandy beaches and nature trails set the scene for relaxation or adventure.

For art and culture enthusiasts, the John Michael Kohler Arts Center is a must-see, showcasing innovative exhibitions that spark creativity. Looking for a bit of history? Step into the past at the Sheboygan County Historical Museum, filled with fascinating exhibits detailing the area’s rich heritage.

Don't skip a stroll through the lively downtown, where local eateries and unique boutiques offer a warm welcome. Savor the region's culinary delights, from classic Wisconsin cheese curds to fresh seafood straight from the lake.

Ready to immerse in this lakeside haven? Grab your bus tickets to Sheboygan and start exploring all the charming wonders waiting for you!

Frequently Asked Questions about the Bus Ride