Ridge roads on 44/55, August hazards, and your New York law brief. ͏‌ ͏ ͏͏‌  ͏‌ ͏ ͏͏‌  ͏‌ ͏ ͏͏‌  ͏‌ ͏ ͏͏‌  ͏‌ ͏ ͏͏‌  ͏‌ ͏ ͏͏‌ 
Ride Nation New York
Rider Wire
August 2026 · Westchester and the Lower Hudson Valley
Hudson Highlands motorcycle road

Hi {{contact.first_name}}, August is the sweet spot up here. The days are still long, the mountain roads have burned off their spring grit, and once you clear the city sprawl the Hudson Valley air turns clean and cool under the trees. This is the month to point the bike north and stay out past dinner. Here is where to ride, what to watch for, and the local intel that matters if you swing a leg over a bike around here.

Ride of the Month: The Mohonk and Shawangunk Run

Route 44/55 & Route 299 · ~40 miles

The ridge road that riders drive up here for

Head west across the river to New Paltz, then climb Route 299 out of town and swing onto Route 44/55 where it starts to climb the Shawangunk Ridge. This is the run people mean when they talk about the Gunks. The road switchbacks up past the Trapps cliffs, hangs a hairpin under the rock, and opens onto ridgeline views that stretch clear across the valley to the Catskills. The pavement is tight, technical, and worth every mile of the ride out.

Crest the ridge, drop the far side toward Kerhonkson, then loop back through Gardiner on the quiet farm roads that thread the base of the mountains. Stop in New Paltz on the way home to fuel up, grab a bite on Main Street, and swap notes with whoever else found the Gunks on a clear August morning.

Also worth the ride

If you want a longer day, run Route 9W north through the river towns to Kingston, then take Route 28 west into the Catskills and let it unwind through Phoenicia and the Esopus Creek valley. For a shorter after-work loop, the Old Mine Road along the Delaware on the Jersey side of the river gives you smooth, empty tarmac tracing the water, and the Skyline Drive up High Point hands you the highest views in the region without a crowd.

Late-Summer Safety: New York Edition

The ridge and river roads reward a rider who plans ahead. Ride smart and the best month of the season stays fun.

Know Your New York Law

  • Helmets are mandatory for everyone. Under Vehicle and Traffic Law section 381, every operator and passenger must wear a DOT approved helmet, no exception for age or experience. New York is a universal helmet state.
  • No-fault does not cover you on a bike. New York no-fault PIP benefits expressly exclude motorcycles. That means you are not boxed in by the serious injury threshold, and you can pursue pain and suffering directly. It also means you carry more of your own risk, so load up on uninsured and underinsured motorist coverage.
  • New York is pure comparative negligence. Under CPLR 1411, your recovery is reduced by your share of fault but you are never barred, even at high percentages. The flip side: a defense lawyer will argue a helmet or gear point to shave the number, so the story you tell early matters.
  • You have three years. CPLR 214 gives you three years from the date of the crash to file an injury claim. Evidence disappears long before that, so move early.

Ride Nation New York

The local chapter is where riders post weekend miles, call out fresh gravel and road conditions on 218 and the park drives, and share the photos worth putting your helmet on for. Post where you rode this month and tag us. It is your scene, run by riders who actually ride it.

Still Time for the $20,000 BikeWin Giveaway

You are on this list because you entered, which means you are already in the running for 20,000 dollars toward any motorcycle you want, drawn December 10. Got a buddy who would want a shot? The entry page is open and free.

Enter the giveaway
Mary Ellen O'Connor
Mary Ellen O'Connor
If The Worst Happens
Save This Number Before You Need It.

A car turning left across your lane. Gravel on a park corner. A distracted driver who never saw you. If you ever go down, you want a NAMIL-credentialed rider's attorney in your corner.

(585) 208-9715
O'Connor Law
New York's NAMIL-credentialed motorcycle injury attorney
Rider Wire is published monthly by O'Connor Law in partnership with the National Academy of Motorcycle Injury Lawyers (NAMIL) and the Ride Nation USA rider community. You are receiving this because you entered the BikeWin giveaway or subscribed at an event. This is attorney advertising and is not legal advice. Unsubscribe · Update preferences