It’s the best time of year for a North Fork drive and hike

Mashomack Preserve on Shelter Island is a great hiking spot not too far off the North Fork. (Credit: David Benthal)

With so many North Fork destinations based on the North and South roads, it’s easy to miss some of the more scenic and relaxing drives the area has to offer.

And if you stop only at the beaches and vineyards for fresh air, you’ll miss the zen of our trails. 

November is a perfect month for a slow, meandering drive across the North Fork and Shelter Island with stunning views of local waterways and acres of undeveloped pastures. You can then stretch your legs with a hike through some of our favorite parks, where the last golden leaves have yet to fall.

We’ve put together a list of our favorite North Fork and Shelter Island roads to travel and paired them with a hike.

See the water views in both directions as you approach Kimogener Point in New Suffolk. Or hike through Peconic Dunes County Park, where the fall foliage meets the bay.

Take this month to get a little lost out here. We’ll help you lose your way with these photos from David Benthal and a link to each hiking spot.


GET LOST ON SHELTER ISLAND

Mashomack Preserve and Sound Shore Road


GO BEYOND NORTH ROAD

Hallock State Park Preserve in Northville and Oregon Road in Cutchogue


NATURE LOVERS PARADISE

Inlet Pond County Park in Greenport and Narrow River Road in Orient


SOAK IN THE SOUND

Peconic Dunes County Park in Peconic and Soundview Avenue in Southold


FROM CREEK TO BAY

Downs Farm Preserve in Cutchogue and New Suffolk Avenue in New Suffolk