There are 5 ways to get from New Canaan to Gloucester by train (Amtrak), bus (Greyhound), car, train, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train
best- Take the train from Stamford Amtrak Station to Bostontrain Acela
- Take the train from North Station to Gloucestertrain Newburyport/Rockport Line
5h 58m$74–155Drive 198.4 mi
cheapest- Drive from New Canaan to Gloucestercar 198.4 mi
3h 52m$37–53Bus
- Take the bus from Stamford Bus Stop to Hartford Union Stationbus Greyhound US0240
- Take the bus from Hartford Union Station to South Stationbus New York
8h 50m$42–99Train to Laguardia Airport, fly, train
- Take the train from Stamford to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Boston Logan Airport (BOS)plane LGA - BOS
- Take the train from Chelsea to Gloucestertrain
6h 41m$70–401Train to John F. Kennedy International Airport, fly, train
- Take the train from Stamford to Grand Central Terminaltrain
- Fly from John F. Kennedy International Airport (JFK) to Boston Logan Airport (BOS)plane JFK - BOS
- Take the train from Chelsea to Gloucestertrain
6h 53m$237–1,062
New Canaan to Gloucester by train and subway
Questions & Answers
The cheapest way to get from New Canaan to Gloucester is to drive which costs $35 - $55 and takes 3h 52m.
The fastest way to get from New Canaan to Gloucester is to drive which takes 3h 52m and costs $35 - $55.
No, there is no direct bus from New Canaan to Gloucester station. However, there are services departing from Stamford Bus Stop and arriving at Commuter Rail Station - Gloucester via Hartford Union Station, South Station and Commuter Rail Station - Beverly. The journey, including transfers, takes approximately 8h 50m.
No, there is no direct train from New Canaan to Gloucester. However, there are services departing from New Canaan and arriving at Gloucester via Stamford Amtrak Station, Back Bay and North Station. The journey, including transfers, takes approximately 5h 58m.
The distance between New Canaan and Gloucester is 237 miles. The road distance is 199.6 miles.
The best way to get from New Canaan to Gloucester without a car is to train which takes 5h 58m and costs $70 - $160.
It takes approximately 5h 58m to get from New Canaan to Gloucester, including transfers.
New Canaan to Gloucester bus services, operated by Greyhound USA, depart from Stamford Bus Stop station.
New Canaan to Gloucester train services, operated by Amtrak Acela, depart from Stamford Amtrak Station.
The best way to get from New Canaan to Gloucester is to train which takes 5h 58m and costs $70 - $160. Alternatively, you can bus, which costs $40 - $100 and takes 8h 50m.
What companies run services between New Canaan, CT, USA and Gloucester, MA, USA?
You can take a train from New Canaan to Gloucester via Stamford, Stamford Amtrak Station, Boston, Back Bay, North Station, and North Station in around 5h 58m. Alternatively, you can take a train from New Canaan to Commuter Rail Station - Gloucester via Stamford, Stamford Bus Stop, Hartford Union Station, South Station, Chelsea, Chelsea, Beverly, and Commuter Rail Station - Beverly in around 8h 50m.
- Website
- delta.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $45–350
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $35–270
- Website
- aa.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $45–350
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $35–270
- Website
- jetblue.com
Flights from Laguardia Airport to Boston Logan Airport via Nantucket
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $55–380
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $35–270
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 2h 46m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $45–480
- First Class
- $180–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 3h 24m
- Frequency
- Every 3 hours
- Estimated price
- $60–130
- Website
- Amtrak
Train from North Station to Gloucester
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $5–12
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–12
Train from Chelsea to Gloucester
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from Chelsea to Gloucester
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Stamford to 125th Street - Harlem
- Ave. Duration
- 58 min
- Frequency
- Every 15 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Stamford to Grand Central Terminal
- Ave. Duration
- 1h 11m
- Frequency
- Every 15 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $16–18
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Stamford Bus Stop to Hartford Union Station
- Ave. Duration
- 1h 55m
- Frequency
- Once daily
- Estimated price
- $11–23
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford Union Station to South Station
- Ave. Duration
- 1h 50m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Peter Pan
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More Questions & Answers
New Canaan to Gloucester bus services, operated by Greyhound USA, arrive at Hartford Union Station.
New Canaan to Gloucester train services, operated by Amtrak Acela, arrive at Boston station.
Yes, the driving distance between New Canaan to Gloucester is 200 miles. It takes approximately 3h 52m to drive from New Canaan to Gloucester.
There are 183+ hotels available in Gloucester.











