There are 7 ways to get from Philadelphia to Winchendon by plane, taxi, train (Amtrak), bus (Greyhound), car, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Worcester Regional Airport, taxi
best- Fly from Philadelphia International Airport (PHL) to Worcester Regional Airport (ORH)plane PHL - ORH
- Take the taxi from Worcester-Airport-ORH to Winchendontaxi
3h 44m$163–594Drive 286.3 mi
cheapest- Drive from Philadelphia to Winchendoncar 286.3 mi
5h 56m$51–74Train
- Take the train from 30th Street Station to Bostontrain Acela
- Take the train from North Station to Wachusetttrain Fitchburg Line
8h 13m$240–350Bus
- Take the bus from Philadelphia Bus Station to Worcester Union Stationbus Greyhound US0235 / ...
- Take the bus from Union Station, Worcester to MART ITC Fitchburgbus Fitchburg-Leominster-Worcester Commuter
11h 25m$55–81Fly to Manchester Airport, taxi
- Fly from Philadelphia International Airport (PHL) to Manchester Airport (MHT)plane PHL - MHT
- Take the taxi from Manchester-Airport-MHT to Winchendontaxi
4h 17m$373–854Train, bus
- Take the train from 30th Street Station to Greenfield Amtrak Stationtrain Vermonter
- Take the bus from JWO Transit Center to Orange Centerbus 32
8h 51m$200–293Bus, train
- Take the bus from Philadelphia Bus Station to New York Midtownbus
- Take the train from Ny Moynihan Train Hall At Penn Station to Greenfield Amtrak Stationtrain
- Take the bus from JWO Transit Center to Orange Centerbus 32
10h 29m$173–254
Philadelphia to Winchendon by bus
Comparing Your Travel Options
The cheapest way to get from Philadelphia to Winchendon is to drive which costs $50 - $75 and takes 5h 56m.
The fastest way to get from Philadelphia to Winchendon is to fly and taxi which takes 3h 44m and costs $160 - $600.
No, there is no direct bus from Philadelphia station to Winchendon. However, there are services departing from Philadelphia Bus Station and arriving at Winchendon Town Hall via Union Station, Worcester, MART ITC Fitchburg and City Hall Ave/Connors St. The journey, including transfers, takes approximately 11h 25m.
No, there is no direct train from Philadelphia station to Winchendon. However, there are services departing from 30th Street Station and arriving at Wachusett via Back Bay and North Station. The journey, including transfers, takes approximately 8h 13m.
The distance between Philadelphia and Winchendon is 286 miles. The road distance is 287.9 miles.
The best way to get from Philadelphia to Winchendon without a car is to train which takes 8h 13m and costs $240 - $350.
It takes approximately 3h 44m to get from Philadelphia to Winchendon, including transfers.
Philadelphia to Winchendon bus services, operated by Greyhound USA, depart from Philadelphia Bus Station.
Philadelphia to Winchendon train services, operated by Amtrak Acela, depart from 30th Street Station.
The best way to get from Philadelphia to Winchendon is to train which takes 8h 13m and costs $240 - $350. Alternatively, you can bus, which costs $55 - $85 and takes 11h 25m.
What companies run services between Philadelphia, PA, USA and Winchendon, MA, USA?
You can take a train from 30th Street Station to Winchendon via Boston, Back Bay, North Station, North Station, and Wachusett in around 8h 13m. Alternatively, you can take a bus from Philadelphia Bus Station to Winchendon Town Hall via Union Station, Worcester, MART ITC Fitchburg, and City Hall Ave/Connors St in around 11h 25m.
- Website
- aa.com
Flights from Philadelphia International Airport to Worcester Regional Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $65–470
Flights from Philadelphia International Airport to Manchester Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $70–480
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Boston
- Ave. Duration
- 5h 3m
- Frequency
- Every 4 hours
- Estimated price
- $70–800
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $70–550
- First Class
- $250–800
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Boston
- Ave. Duration
- 6h 33m
- Frequency
- Every 3 hours
- Estimated price
- $170–280
- Website
- Amtrak
Train from 30th Street Station to Greenfield Amtrak Station
- Ave. Duration
- 6h 21m
- Frequency
- Once daily
- Estimated price
- $140–230
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Greenfield Amtrak Station
- Ave. Duration
- 4h 49m
- Frequency
- Once daily
- Estimated price
- $95–150
- Website
- Amtrak
Train from North Station to Wachusett
- Ave. Duration
- 1h 36m
- Frequency
- Every 2 hours
- Estimated price
- $10–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $10–16
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Philadelphia Bus Station to Worcester Union Station
- Ave. Duration
- 6h 40m
- Frequency
- Once daily
- Estimated price
- $55–85
- Website
- Greyhound
Bus from Union Station, Worcester to MART ITC Fitchburg
- Ave. Duration
- 50 min
- Frequency
- 5 times a day
- Website
- Montachusett Regional Transit Authority
- Phone
- +1 413-774-2262
- Website
- frta.org
Bus from JWO Transit Center to Orange Center
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Website
- http://www.frta.org/
- Schedules at
- http://www.frta.org/getting-around/schedules-maps/
Bus from JWO Transit Center to Orange Center
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Website
- http://www.frta.org/
- Schedules at
- http://www.frta.org/getting-around/schedules-maps/
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Philadelphia Bus Station to New York Midtown
- Ave. Duration
- 2h 10m
- Frequency
- Hourly
- Estimated price
- $23–35
- Schedules at
- Flixbus USA
- Ave. Duration
- 1h 10m
- Estimated price
- $95–370
Worcester Green Cab
- Phone
- +1 508-459-1611
Yellow Cab
- Phone
- +1 508-754-3211
- Website
- yellowcabworcester.com
Ready & Ride Transportation Inc.
- Phone
- +1 508 754 1414
- Website
- readyandride.com
Manchester Taxi
- Phone
- +1 603-623-2222
Want to know more about travelling around United States
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Booking & Getting There
Philadelphia to Winchendon bus services, operated by Greyhound USA, arrive at Worcester Union Station.
Philadelphia to Winchendon train services, operated by Amtrak Acela, arrive at Boston station.
Yes, the driving distance between Philadelphia to Winchendon is 288 miles. It takes approximately 5h 56m to drive from Philadelphia to Winchendon.
There are 33+ hotels available in Winchendon.









