Travel
Hotel
The Harbor Front Inn
Hotel
Townsend Manor Inn
This will be the cheapest hotel option.
Hotel
Tapestry House
This is the largest B&B on the North Fork. It offers nine guest rooms – all with fully renovated private baths.
Hotel
The Cliffside Resort Condominiums
These are 2 bedroom condos on the water. This resort is a 5 minute drive from Greenport Town.
Flight
John F. Kennedy International Airport (JFK)
Getting to Greenport from the Airport Option 1: Rent a Car Renting a car is the easiest and most flexible way to get to Greenport from JFK (or any nearby airport). The drive takes about 1.5–2 hours, depending on traffic. 🚗 Directions: From JFK, take the Long Island Expressway (I-495 East) all the way toward Riverhead. Follow signs for Route 25 East, which will take you straight into Greenport Village. 💡 Tip: Greenport is small and walkable once you’re there, but having a car makes it easy to explore nearby wineries, beaches, and towns on the North Fork. Option 2: Train You can also take the Long Island Rail Road (LIRR) from JFK to Greenport. 🚆 Steps: Take the AirTrain from JFK to Jamaica Station. From Jamaica, board the LIRR Ronkonkoma Branch toward Ronkonkoma Station. At Ronkonkoma, transfer to the LIRR Greenport Line for the final leg to Greenport Station. 💡 Tip: The full trip takes about 3–3.5 hours, depending on train schedules. Tickets can be purchased on the MTA TrainTime app. Option 3: Hampton Jitney Bus The Hampton Jitney runs from JFK to Greenport. First, take a short shuttle from the airport terminals to the Airport Connection – Eastbound stop, where the bus picks up passengers. Reservations are required and can be made online or by phone (up to one hour before departure). 🚌 Details: Travel time: About 2 hours and 25 minutes Cost: $30–$75, depending on time and ticket type Website: hamptonjitney.com
Flight
LaGuardia Airport
Getting to Greenport from LaGuardia Airport Option 1: Rent a Car Renting a car is the easiest and most flexible way to get to Greenport from LaGuardia. The drive takes about 1.5-2 hours, depending on traffic. 🚗 Directions: From LaGuardia, take the Grand Central Parkway East to the Long Island Expressway (I-495 East). Continue on I-495 toward Riverhead, then follow Route 25 East all the way into Greenport Village. 💡 Tip: Once you’re in Greenport, most places are walkable—but having a car makes it easy to visit wineries, beaches, and nearby North Fork towns during the weekend. Option 2: Hampton Jitney Bus You can also take the Hampton Jitney from Manhattan to Greenport. From LaGuardia, take a taxi, Uber, or shuttle into the city to reach one of the Hampton Jitney pickup stops (the most convenient is usually on the Upper East Side). From there, board the North Fork/Greenport route. Reservations are required and can be made online or by phone (up to one hour before departure). 🚌 Details: Travel time: About 1.5–2 hours Cost: $30–$75, depending on time and ticket type Website: hamptonjitney.com
Flight
Long Island MacArthur Airport
Getting to Greenport from Islip (Long Island MacArthur Airport) Option 1: Rent a Car Renting a car is the quickest and most convenient way to get from Islip to Greenport. The drive is about 1 hour and 15 minutes, making it the fastest airport option for most guests. 🚗 Directions: From the airport, take NY-454 East (Veterans Memorial Highway) to the Long Island Expressway (I-495 East). Follow I-495 toward Riverhead, then take Route 25 East straight into Greenport Village. 💡 Tip: Having a car is great for exploring the North Fork’s wineries, beaches, and local spots throughout the weekend. Option 2: Long Island Rail Road (LIRR) If you prefer not to drive, you can take the Long Island Rail Road directly to Greenport. From the airport, take a quick taxi or rideshare to Ronkonkoma Station (about 10 minutes). From Ronkonkoma, take the LIRR Greenport Line east to Greenport Station. 🚆 Details: Travel time: Around 2 hours total Tickets: Available on the MTA TrainTime app or at the station