There are 5 ways to get from Massapequa to Southold by bus, train, 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.
Bus
best- Take the bus from Airport Connection-Eastbound to Southoldbus Brooklyn-North Fork / ...
3h 44m$40–96Bus via Brookhaven
cheapest- Take the bus from Amityville LIRR to Patchogue LIRRbus 2
- Take the bus from Patchogue LIRR to Riverhead LIRRbus 66
4h 49m$11–14Train
- Take the train from Massapequa to Jamaicatrain
- Take the train from Jamaica to Ronkonkomatrain
- Take the train from Ronkonkoma to Southoldtrain
3h 57m$23–56Drive 65.6 mi
- Drive from Massapequa to Southoldcar 65.6 mi
1h 27m$12–17Bus, line 92 bus
- Take the bus from Patchogue LIRR to Riverhead LIRRbus 66
- Take the bus from Riverhead LIRR to NYS 25/Youngs Avebus 92
3h 53m$14–22
Massapequa to Southold by train
Comparing Your Travel Options
The cheapest way to get from Massapequa to Southold is to bus via Brookhaven which costs $11 - $14 and takes 4h 49m.
The fastest way to get from Massapequa to Southold is to drive which takes 1h 27m and costs $11 - $17.
No, there is no direct bus from Massapequa to Southold. However, there are services departing from Archer Av/Sutphin Blvd and arriving at Southold via Airport Connection-Eastbound. The journey, including transfers, takes approximately 3h 44m.
No, there is no direct train from Massapequa to Southold. However, there are services departing from Massapequa and arriving at Southold via Jamaica and Ronkonkoma. The journey, including transfers, takes approximately 3h 57m.
The distance between Massapequa and Southold is 104 miles. The road distance is 65.9 miles.
The best way to get from Massapequa to Southold without a car is to bus which takes 3h 44m and costs $40 - $100.
It takes approximately 3h 44m to get from Massapequa to Southold, including transfers.
Massapequa to Southold bus services, operated by Hampton Jitney Inc., depart from Airport Connection-Eastbound station.
Massapequa to Southold train services, operated by Long Island Rail Road, depart from Massapequa station.
The best way to get from Massapequa to Southold is to bus which takes 3h 44m and costs $40 - $100. Alternatively, you can train, which costs $23 - $60 and takes 3h 57m.
What companies run services between Massapequa, NY, USA and Southold, NY, USA?
Hampton Jitney Inc. operates a bus from Airport Connection-Eastbound to Southold hourly. Tickets cost $30–75 and the journey takes 2h 5m. Alternatively, you can take a train from Massapequa to Southold via Jamaica and Ronkonkoma in around 3h 57m.
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Massapequa to Jamaica
- Ave. Duration
- 37 min
- Frequency
- Every 15 minutes
- Estimated price
- $7–14
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $7–10
- Peak
- $9–14
Train from Jamaica to Ronkonkoma
- Ave. Duration
- 59 min
- Frequency
- Every 15 minutes
- Estimated price
- $8–21
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $8–12
- Peak
- $16–21
Train from Ronkonkoma to Southold
- Ave. Duration
- 1h 14m
- Frequency
- 5 times a day
- Estimated price
- $8–22
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $8–12
- Peak
- $17–22
- Phone
- +1 631.283.4600
- Website
- Hampton Jitney
Bus from Airport Connection-Eastbound to Southold
- Ave. Duration
- 2h 5m
- Frequency
- Hourly
- Estimated price
- $30–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
- Phone
- 631 852 5200
- [email protected]
- Website
- Suffolk County Transit
Bus from Patchogue LIRR to Riverhead LIRR
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
Bus from Riverhead LIRR to NYS 25/Youngs Ave
- Ave. Duration
- 39 min
- Frequency
- Hourly
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
Bus from Amityville LIRR to Patchogue LIRR
- Ave. Duration
- 1h 26m
- Frequency
- Hourly
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
Bus from Patchogue LIRR to Riverhead LIRR
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
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Booking & Getting There
Massapequa to Southold bus services, operated by Hampton Jitney Inc., arrive at Southold station.
Massapequa to Southold train services, operated by Long Island Rail Road, arrive at Jamaica station.
Yes, the driving distance between Massapequa to Southold is 66 miles. It takes approximately 1h 27m to drive from Massapequa to Southold.
There are 215+ hotels available in Southold.











