There are 4 ways to get from Middletown to Chestertown by train, taxi, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, taxi
best- Take the train from Middletown Nj to Newark Penn Stationtrain
- Take the train from Newark Penn Station to Aberdeen Amtrak Stationtrain
- Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi
5h 17m$163–256Drive 146.4 mi
cheapest- Drive from Middletown to Chestertowncar 146.4 mi
3h$27–39Bus, drive
- Take the bus from Middletown, NJ - New Monmouth Road to New York, NY - Port Authoritybus
- Take the bus from New York to Baltimorebus
- Drive from Baltimore to Chestertowncar
6h 29m$90–163Train, bus, taxi
- Take the train from Rahway to Trenton Transit Centertrain Nec
- Take the train from Trenton Transit Center to Jefferson Stationtrain Tre
- Take the bus from Philadelphia Bus Station to Aberdeenbus
- Take the taxi from Aberdeen to Chestertowntaxi
8h 28m$137–203
Questions & Answers
The cheapest way to get from Middletown to Chestertown is to drive which costs $26 - $40 and takes 3h.
The fastest way to get from Middletown to Chestertown is to drive which takes 3h and costs $26 - $40.
The distance between Middletown and Chestertown is 233 miles. The road distance is 147.3 miles.
The best way to get from Middletown to Chestertown without a car is to train and taxi which takes 5h 17m and costs $160 - $260.
It takes approximately 5h 17m to get from Middletown to Chestertown, including transfers.
Yes, the driving distance between Middletown to Chestertown is 147 miles. It takes approximately 3h to drive from Middletown to Chestertown.
There are 22+ hotels available in Chestertown.
What companies run services between Middletown, Monmouth County, NJ, USA and Chestertown, MD, USA?
There is no direct connection from Middletown to Chestertown. However, you can take the train to Newark Penn Station, take the train to Aberdeen Amtrak Station, then take the taxi to Chestertown. Alternatively, you can take a bus from Middletown, NJ - New Monmouth Road to Chestertown via New York, NY - Port Authority, New York, and Baltimore in around 6h 29m.
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Train from Middletown Nj to Newark Penn Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $2–16
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $2–16
Train from Rahway to Trenton Transit Center
- Ave. Duration
- 53 min
- Frequency
- Hourly
- Estimated price
- $2–18
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $2–18
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Newark Penn Station to Aberdeen Amtrak Station
- Ave. Duration
- 1h 53m
- Frequency
- 4 times a day
- Estimated price
- $40–90
- Website
- Amtrak
- Phone
- +1 215-580-7800
- Website
- SEPTA
Train from Trenton Transit Center to Jefferson Station
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $3
- Website
- SEPTA
- Schedules at
- SEPTA: World Cup 2026
- Phone
- +1 201-420-7000
- Website
- Academy Bus
Bus from Middletown, NJ - New Monmouth Road to New York, NY - Port Authority
- Ave. Duration
- 1h 12m
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- Academy Bus
- Schedules at
- Academy Bus
- Adult cash ticket
- $30–45
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to Baltimore
- Ave. Duration
- 3h 5m
- Frequency
- Hourly
- Estimated price
- $45–100
- Website
- Peter Pan
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Philadelphia Bus Station to Aberdeen
- Ave. Duration
- 2h 35m
- Frequency
- Once daily
- Estimated price
- $9–19
- Website
- Greyhound
- Ave. Duration
- 1h 20m
- Estimated price
- $120–150
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide














