
Buses from Stroudsburg, PA to Annapolis, MD travel the 156mi (251.06km) journey, taking approximately 15h, 25m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $83.76, you can find the cheapest bus tickets for as low as $83.76.
Annapolis, MD 021401
Feel like stepping into America’s quaint charm on your next journey? Hop on a bus to Stroudsburg, PA, and uncover this delightful town nestled in the heart of the Pocono Mountains. With its rich blend of natural beauty and small-town warmth, Stroudsburg welcomes travelers seeking a memorable escape.
Start your exploration at the Sherman Theater, famous for live performances ranging from local talents to big-name acts. Art lovers will appreciate the town’s creative streak at the Andrei Art Gallery, featuring works from both regional and international artists. For a walk on the wild side, the nearby Delaware Water Gap offers hiking trails with breathtaking views and outdoor adventures for every skill level.
As you wander downtown, you’ll find boutique shops and cozy cafés that make Stroudsburg’s streets feel like a home away from home. Foodies, your taste buds are in for a treat with a variety of delicious dining options, from American classics to international delights. So buckle up and let the Trailways bus ride lead you to the charms of Stroudsburg, PA. Your next adventure is just a ticket away!


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.
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