There are 4 ways to get from Westport 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 Bridgeport Amtrak Station to Bostontrain Northeast Regional
- Take the train from North Station to Gloucestertrain Newburyport/Rockport Line
6h 39m$60–137Bus
cheapest- Take the bus from Bridgeport Bus Stop to Hartford Union Stationbus Greyhound US0255s
- Take the bus from Hartford Union Station to South Stationbus New York
9h 5m$35–90Drive 191.6 mi
- Drive from Westport to Gloucestercar 191.6 mi
3h 44m$35–51Train, fly
- Take the train from South Norwalk to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Boston Logan Airport (BOS)plane LGA - BOS
- Take the train from Chelsea to Gloucestertrain
7h 8m$70–397
Westport to Gloucester by bus, train, and subway
Questions & Answers
The cheapest way to get from Westport to Gloucester is to drive which costs $35 - $55 and takes 3h 44m.
The fastest way to get from Westport to Gloucester is to drive which takes 3h 44m and costs $35 - $55.
No, there is no direct bus from Westport to Gloucester station. However, there are services departing from Post Rd. East at Imperial Ave. and arriving at Commuter Rail Station - Gloucester via Bridgeport Bus Stop, Hartford Union Station, South Station and Commuter Rail Station - Beverly. The journey, including transfers, takes approximately 9h 5m.
No, there is no direct train from Westport station to Gloucester. However, there are services departing from Bridgeport Amtrak Station and arriving at Gloucester via Back Bay and North Station. The journey, including transfers, takes approximately 6h 39m.
The distance between Westport and Gloucester is 217 miles. The road distance is 192.7 miles.
The best way to get from Westport to Gloucester without a car is to train which takes 6h 39m and costs $60 - $140.
It takes approximately 6h 39m to get from Westport to Gloucester, including transfers.
Westport to Gloucester bus services, operated by Greyhound USA, depart from Bridgeport Bus Stop station.
Westport to Gloucester train services, operated by Amtrak, depart from Bridgeport Amtrak Station.
The best way to get from Westport to Gloucester is to train which takes 6h 39m and costs $60 - $140. Alternatively, you can bus, which costs $35 - $90 and takes 9h 5m.
What companies run services between Westport, CT, USA and Gloucester, MA, USA?
You can take a bus from Post Rd. East at Imperial Ave. to Gloucester via State St. at Main St., Bridgeport Amtrak Station, Boston, Back Bay, North Station, and North Station in around 6h 39m. Alternatively, you can take a bus from Post Rd. East at Imperial Ave. to Commuter Rail Station - Gloucester via Bridgeport Bus Stop, Hartford Union Station, South Station, Chelsea, Chelsea, Beverly, and Commuter Rail Station - Beverly in around 9h 5m.
- Website
- delta.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $45–350
- Website
- aa.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $45–350
- Website
- jetblue.com
Flights from Laguardia Airport to Boston Logan Airport via Nantucket
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $55–380
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Bridgeport Amtrak Station to Boston
- Ave. Duration
- 2h 53m
- Frequency
- Every 3 hours
- Estimated price
- $50–120
- 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
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from South Norwalk to 125th Street - Harlem
- Ave. Duration
- 1h 4m
- Frequency
- Every 30 minutes
- Estimated price
- $12–19
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–14
- Peak
- $17–19
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Bridgeport Bus Stop to Hartford Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $8–17
- 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
- $21–55
- Website
- Peter Pan
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More Questions & Answers
Westport to Gloucester bus services, operated by Greyhound USA, arrive at Hartford Union Station.
Westport to Gloucester train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Westport to Gloucester is 193 miles. It takes approximately 3h 44m to drive from Westport to Gloucester.
There are 220+ hotels available in Gloucester.











