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Bus from Philadelphia, NY to Chestertown, NY

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Bus stations and stops in Philadelphia, NY

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Frequently asked questions

The journey by Greyhound bus from Philadelphia to Chestertown covers approximately 215 miles. The quickest trip duration is 5 hours 20 minutes, with at least 14 stops.
To track your bus from Philadelphia to Chestertown, use Greyhound’s bus tracker. This tool provides live updates on the bus’s location and expected arrival times.
When traveling from Philadelphia to Chestertown with Greyhound, you can bring one carry-on bag (up to 25 lbs, 16x12x7 inches) for free. Additionally, one checked bag is included, with a second bag free for Flexible fare passengers. Extra or oversized baggage can be added during booking or later through the "Manage My Booking" section. Some locations also allow in-person payment for additional luggage. Full details are available on our baggage policy page.
Opting for Greyhound to travel from Philadelphia to Chestertown is an environmentally responsible choice, reducing traffic and lowering emissions compared to car travel.
Onboard amenities on Greyhound buses from Philadelphia to Chestertown include free Wi-Fi, personal power outlets, reclining seats with extra legroom, overhead storage, and an onboard restroom.
The first Greyhound bus from Philadelphia to Chestertown departs at 8:18 am.
The last Greyhound bus from Philadelphia to Chestertown leaves at 8:18 am.
Yes, you can book both Greyhound and FlixBus tickets for travel from Philadelphia to Chestertown through our website. After selecting your cities and travel dates, you can compare the schedules and prices of both services.
Greyhound operates up to 1 trip daily from Philadelphia to Chestertown. You can find the schedule by entering your departure date in the search box above.
Greyhound buses are equipped with wheelchair lifts and have space for two passengers using wheelchairs or mobility scooters. We recommend booking your trip from Philadelphia to Chestertown in advance to secure the necessary accommodations. Service animals are also welcome on all Greyhound buses. For more details, visit our accessibility page.
You can find the Greyhound bus stops in both Philadelphia and Chestertown by checking the map on this page, which shows the addresses and locations of all stops.

Planning Your Greyhound Bus Trip from Philadelphia to Chestertown?

How to Book Your Bus Ticket to Chestertown from Philadelphia

With Greyhound, reserving a ticket for your bus trip is a breeze. You can easily complete your booking on this website or through the free Greyhound App, all within a few simple clicks. You will have a variety of rides to choose from, as on many of our routes you will be offered both Greyhound and FlixBus bus rides, so you can choose the option that best fits your schedule. When booking your ticket from Philadelphia to Chestertown, you have a range of secure online payment options at your disposal, including both debit and credit cards. If you prefer, cash payments are also accepted at various sales points. If you're on the hunt for a cheap ticket to Chestertown, remember to book early. Traveling on weekdays or during non-peak hours can also lead you to some of the most budget-friendly fares available!

Onboard services are subject to availability