October is one of the best times to visit Montauk—beautiful fall weather, fewer crowds, and plenty to explore.

Explore & Outdoors

Montauk Point Lighthouse & State Park – Iconic views at the easternmost point of Long Island

Ditch Plains Beach – Scenic cliffs and ocean views, perfect for a walk

Hither Hills State Park – Trails, water views, and peaceful fall scenery

Shadmoor State Park – Bluff-top paths with dramatic ocean vistas

Shopping & Strolling

Montauk Village – Local boutiques, surf shops, and casual strolling

Gosman’s Dock – Marina views, shops, and classic Montauk atmosphere

Food & Drink

Duryea’s – Lobster rolls and waterfront dining

Harvest on Fort Pond – Cozy, upscale dining with great food

The Surf Lodge – Cocktails, music, and a fun Montauk vibe

Navy Beach – Relaxed beachfront dining

Inlet Seafood Restaurant – Casual local favorite with water views

On the Water & Activities

Bike Rentals – Easy way to explore Montauk

Kayaking / Paddleboarding – Available on Fort Pond or nearby calm waters (weather permitting)

Fishing or Boat Charters – Montauk is known for excellent fishing

Nearby Day Trips

Sag Harbor – Charming village with shops, dining, and harbor views

North Fork Wineries – Vineyards and farm stands (for guests extending their stay)

Good to Know

October evenings can be cool—bring layers. Some activities may be weather dependent.