Oakdale
Oakdale
Southampton
Southampton
Train Driving

Oakdale to Southampton

Updated: 31 May 2026

Southampton is located approximately 75 kilometers east of Oakdale. The most direct route is via the Sunrise Highway (NY-27), which provides a straight shot through the central part of Long Island. Alternatively, the LIRR Montauk Branch stops at the Southampton station. This route takes you through the scenic pine barrens and into the historic village of Southampton. Expect a travel time of about 90 minutes by car, though traffic can significantly increase this duration.

Total Distance: 75 km driving, 70 km air distance.
Fastest Way
Driving is generally faster outside of peak summer weekend hours.
Cheapest Way
LIRR train is the most affordable, especially with off-peak tickets.
Compare Oakdale to Southampton Routes
Train
Direct
Driving
Direct
Duration 2 hours 1 hour 30 mins
Avg Price 15-20 USD 20-30 USD
Operator LIRR Personal Vehicle
Route Oakdale Station to Southampton Station. NY-27 East (Sunrise Highway) to County Road 39.
Tip Check for transfers at Jamaica if a direct train is not available. Use the Waze app to monitor real-time traffic on County Road 39.
Travel Tips
  • Parking Permits
    Cooper's Beach requires a parking permit during the summer season.
  • Dining Reservations
    Book dinner reservations weeks in advance during the peak summer months.
  • Walking
    The village center is very walkable; park once and explore on foot.
  • Train Schedule
    Check the LIRR schedule carefully as service frequency varies by day.
  • Bicycle Rentals
    Rent a bike to explore the scenic backroads and estates of Southampton.
Safety Tips
  • Pedestrian Safety
    Main Street can be busy; use designated crosswalks at all times.
  • Traffic Awareness
    County Road 39 is a major artery; stay alert for sudden stops.
  • Beach Safety
    Follow all posted signage regarding ocean conditions and swimming zones.
  • Emergency Access
    Keep your phone charged as some rural areas have limited signal.
People Also Ask
  • Is Southampton expensive?
    Yes, it is known for high-end dining and luxury real estate.
  • How far is Southampton from Oakdale?
    It is approximately 75 kilometers away.
  • Does the LIRR go to Southampton?
    Yes, the Montauk Branch serves the Southampton station.
  • Are there public beaches in Southampton?
    Yes, Cooper's Beach is public but requires a parking fee.
  • What is the best time to visit?
    Late spring or early autumn offers the best balance of weather and crowds.
Quick Info
  • From Oakdale, New York, United States
  • To Southampton, New York, United States
  • Modes
Best Time to Travel

June through August for beach weather, or October for the harvest season.

Things to Do in Southampton
1
Cooper's Beach
Consistently ranked as one of the best beaches in the country for its pristine sand.
2
Southampton Arts Center
A cultural hub hosting rotating art exhibitions, film screenings, and workshops.
3
Parrish Art Museum
Features an impressive collection of American art with a focus on the East End.
4
Main Street Shopping
Browse high-end boutiques and historic architecture in the heart of the village.
Tags
Oakdale to Southampton Southampton travel guide LIRR to Southampton driving to Southampton Long Island travel Southampton day trip Sunrise Highway route Hamptons travel