View Current Travel Advisories
Skip to Main Content
Trailways Home Page

Trailways Bus Tickets
from Chestertown, NY to Osceola, IA

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 Osceola, IA

Osceola

Curbside Stop, use arrow keys or tab to explore more about this bus station

Osceola, IA 50213

Curbside Stop
Address
2010 W. Clay Street 
Osceola, IA 50213
Phone Number
(800) 858-8555
More Detailsabout Osceola Curbside Stop

City InformationforChestertown, NY

Take the scenic route and hop on a bus to Chestertown, NY, where rustic charm meets the serenity of the Adirondacks. Nestled amidst snow-kissed peaks and whispering pines, this quaint town is your ticket to nature-filled adventures and cozy, small-town delights.

Start by embracing the outdoors, hike up Panther Mountain for panoramic views that promise to take your breath away. If water calls your name, spend a lazy afternoon kayaking on the crystal-clear waters of Friends Lake.

Back in town, the local vibe is pure magic. Stroll through Main Street’s eclectic mix of shops, where each corner tells a story, and your taste buds will thank you after sampling homemade goodies at the local bakeries.

Music lovers will be enchanted by the Chestertown Summer Concerts series, where local talent sets the perfect soundtrack to your evening under the stars.

So, what are you waiting for? Pack your bags and book that bus to Chestertown, the town that every traveler wishes they’d discovered sooner.

City InformationforOsceola, IA

Hidden away in the heart of Iowa's scenic countryside, Osceola invites you to explore its charming streets and welcoming spirit. Hop on a bus to Osceola and step into a town that offers a refreshing mix of relaxation and discovery. Start with a visit to East Lake Park, where breathtaking views of the rolling prairies unfold and peaceful trails encourage a stroll or an impromptu picnic by the lake.

The town’s allure doesn’t end there—art lovers can explore local galleries featuring works by regional artists, adding a splash of creativity to the journey. Of course, a stop at Osceola’s Railroad Museum is a must, where train cars and memorabilia take you back to the golden age of rail travel.

Whether unwinding over a cup of coffee at a local cafe or chatting with residents about local folklore, Osceola wraps you in warmth and small-town charm. Ready for a memorable Midwest escape? Buckle up and book your bus to Osceola, IA, today! It’s bound to be a delightful retreat that’s easy on the wallet yet rich in experiences.

Frequently Asked Questions about the Bus Ride