There are 6 ways to get from New York to Winchendon by plane, taxi, train (Amtrak), bus (Flixbus, Greyhound), car, train, bus, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly, taxi
best- Fly from Laguardia Airport (LGA) to Worcester Regional Airport (ORH)plane LGA - ORH
- Take the taxi from Worcester-Airport-ORH to Winchendontaxi
3h 57m$151–521Drive 195.1 mi
cheapest- Drive from New York to Winchendoncar 195.1 mi
4h 18m$34–49Train
- Take the train from Ny Moynihan Train Hall At Penn Station to Bostontrain Acela
- Take the train from North Station to Wachusetttrain Fitchburg Line
6h 46m$190–274Bus via Springfield
- Take the bus from New York Midtown to Springfield Union Stationbus
- Take the bus from Springfield Union Station to Greenfield John Olver Transit Ctrbus
- Take the bus from JWO Transit Center to Orange Centerbus 32
6h 55m$85–114Train, bus
- Take the train from Ny Moynihan Train Hall At Penn Station to Greenfield Amtrak Stationtrain Vermonter
- Take the bus from JWO Transit Center to Orange Centerbus 32
7h 19m$151–217Bus
- Take the bus from Port Authority Bus Terminal to Greenfield John Olver Transit Ctrbus Greyhound US0255s / ...
- Take the bus from JWO Transit Center to Orange Centerbus 32
8h 20m$88–119
Laguardia Airport (LGA) to Worcester Regional Airport (ORH) flights
Comparing Your Travel Options
The cheapest way to get from New York to Winchendon is to drive which costs $30 - $50 and takes 4h 18m.
The fastest way to get from New York to Winchendon is to fly and taxi which takes 3h 57m and costs $150 - $550.
No, there is no direct bus from New York to Winchendon. However, there are services departing from New York Midtown and arriving at Orange Center via Springfield Union Station and JWO Transit Center. The journey, including transfers, takes approximately 6h 55m.
No, there is no direct train from New York station to Winchendon. However, there are services departing from Ny Moynihan Train Hall At Penn Station and arriving at Wachusett via Back Bay and North Station. The journey, including transfers, takes approximately 6h 46m.
The distance between New York and Winchendon is 194 miles. The road distance is 196.2 miles.
The best way to get from New York to Winchendon without a car is to train which takes 6h 46m and costs $190 - $280.
It takes approximately 3h 57m to get from New York to Winchendon, including transfers.
New York to Winchendon bus services, operated by Flixbus USA, depart from New York Midtown station.
New York to Winchendon train services, operated by Amtrak Acela, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from New York to Winchendon is to train which takes 6h 46m and costs $190 - $280. Alternatively, you can bus via Springfield, which costs $80 - $120 and takes 6h 55m.
What companies run services between New York, NY, USA and Winchendon, MA, USA?
You can take a train from Ny Moynihan Train Hall At Penn Station to Winchendon via Boston, Back Bay, North Station, North Station, and Wachusett in around 6h 46m. Alternatively, you can take a bus from New York Midtown to Winchendon via Springfield Union Station, JWO Transit Center, and Orange Center in around 6h 55m.
- Website
- delta.com
Flights from Laguardia Airport to Worcester Regional Airport
- Ave. Duration
- 1h 8m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–390
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 3h 36m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $50–490
- First Class
- $200–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 4h 14m
- Frequency
- Every 3 hours
- Estimated price
- $120–200
- 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
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from New York Midtown to Springfield Union Station
- Ave. Duration
- 2h 35m
- Frequency
- Every 4 hours
- Estimated price
- $22–35
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Springfield Union Station to Greenfield John Olver Transit Ctr
- Ave. Duration
- 50 min
- Frequency
- 3 times a day
- Estimated price
- $7–11
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Greenfield John Olver Transit Ctr
- Ave. Duration
- 5h 50m
- Frequency
- 3 times a day
- Estimated price
- $30–50
- Website
- Greyhound
- 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/
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/
- Ave. Duration
- 59 min
- Estimated price
- $95–120
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
Want to know more about travelling around United States
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Booking & Getting There
New York to Winchendon bus services, operated by Flixbus USA, arrive at Springfield Union Station.
New York to Winchendon train services, operated by Amtrak Acela, arrive at Boston station.
Yes, the driving distance between New York to Winchendon is 196 miles. It takes approximately 4h 18m to drive from New York to Winchendon.
There are 32+ hotels available in Winchendon.









