Medford
Medford
Southampton
Southampton
Train Driving

Medford to Southampton

Updated: 31 May 2026

Traveling from Medford to Southampton covers roughly 75 kilometers across the central and eastern parts of Long Island. The most direct route is via the Sunrise Highway (NY-27) East, which connects directly to the South Fork. If you prefer public transit, the LIRR provides service from Medford to Southampton with a transfer at Speonk or Jamaica. The drive typically takes 75 to 90 minutes depending on the time of day. Southampton is known for its historic village charm and pristine Atlantic beaches.

Total Distance: 75 km driving, 68 km air distance.
Fastest Way
Driving via Sunrise Highway, taking 80 minutes.
Cheapest Way
LIRR train, costing around 18 dollars.
Compare Medford to Southampton Routes
Train
Connecting
Driving
Direct
Duration 2 hours 30 mins 1 hour 20 mins
Avg Price 18-25 USD 15-20 USD
Operator LIRR Personal Vehicle
Route Medford to Southampton Station Sunrise Highway (NY-27 East)
Tip Check the schedule carefully as some trains require a bus transfer at Speonk. Use the exit for County Road 39 to avoid village center traffic.
Travel Tips
  • Beach Passes
    Non-residents must purchase a daily parking pass for Cooper's Beach.
  • Traffic
    County Road 39 is notorious for traffic; try to travel before 8 AM.
  • Dining
    Book tables at least a week ahead for popular weekend brunch spots.
  • Walking
    The village is very walkable once you find a parking spot.
  • Events
    Check the Southampton Village website for local summer concert schedules.
Safety Tips
  • Pedestrian Safety
    Use designated crosswalks on Main Street as traffic can be heavy.
  • Bicycle Safety
    If cycling, wear a helmet and use bike lanes where available.
  • Emergency
    Southampton Hospital is located on Meeting House Lane for medical needs.
  • Weather
    Be aware of sudden coastal storms; check the local marine forecast.
People Also Ask
  • Is Southampton expensive?
    Yes, it is one of the most affluent areas in the US.
  • How far is the beach from the station?
    It is about a 5-minute drive or a 20-minute walk.
  • Can I take a bus?
    Yes, the Hampton Jitney stops in Southampton.
  • Is there Uber?
    Yes, rideshare services are available but can be pricey during peak hours.
  • What is the best time to visit?
    Late spring or early autumn offers the best balance of weather and crowds.
Quick Info
  • From Medford, New York, United States
  • To Southampton, New York, United States
  • Modes
Best Time to Travel

June to August for beach weather, or May for fewer crowds.

Things to Do in Southampton
1
Cooper's Beach
Consistently ranked as one of the best beaches in the US with white sand.
2
Southampton Arts Center
Features rotating contemporary art exhibits and cultural events in a historic building.
3
Main Street Shopping
Explore high-end boutiques and local cafes in the heart of the village.
4
Parrish Art Museum
Showcases works by artists from the East End of Long Island.
Tags
Medford to Southampton driving to Southampton LIRR to Southampton Southampton travel Long Island commute NY-27 route Southampton day trip Medford transport