Rockwood Ramble 10K 2026 — Sleepy Hollow, NY

Date
June 6, 2026
Location
Sleepy Hollow, NY
Venue
Rockwood Hall, Rockefeller State Park Preserve
Start Time
9:00 AM
Entry Fee
$20.00 – $50.00
Events
Rockwood Ramble 10K, Rockwood Ramble 10K Kids (12 and Under)
Includes
T-Shirt
Register NowRegistration OpenOfficial Race Website

The Rockwood Ramble 10K takes place on June 6, 2026, in Sleepy Hollow, New York, at Rockwood Hall within Rockefeller State Park Preserve. The event offers a 10K distance for competitive runners along with a 1K option for those seeking a shorter effort. The race starts at 9:00 AM. Entry fees range from $20 to $50 depending on registration timing and category. If you're traveling to the area for this event, you'll want accommodations near Sleepy Hollow that provide easy access to the preserve and allow time to shake out your legs before race morning.

From the Race Organizer
Starting and finishing in historic Rockwood Hall, our annual Rockwood Ramble 10K is a crowd favorite. Scenic Hudson River views greet runners before the course veers into the woods. The wide carriage roads provide the perfect setting for experienced trail runners and first-timers. Say goodbye to traffic, pavement and noise and hello to the Rockefeller State Park Preserve! Race Director Laureen Fitzgerald sees to every detail, ensuring a first-rate experience for all participants. All proceeds benefit carriage road maintenance.

Hotels Near This Race

Find accommodation close to the start line in Sleepy Hollow, NY. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Rockwood Ramble 10K 2026 — Sleepy Hollow, NY

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Race Travel Insurance

Don't forget travel insurance for June 6.

You've trained for months and booked a trip to Sleepy Hollow, NY. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is Rockwood Ramble 10K 2026 — Sleepy Hollow, NY?

Rockwood Ramble 10K 2026 — Sleepy Hollow, NY takes place on June 6, 2026. The race is held in Sleepy Hollow, New York.

Where is Rockwood Ramble 10K 2026 — Sleepy Hollow, NY held?

Rockwood Ramble 10K 2026 — Sleepy Hollow, NY is held at Rockwood Hall, Rockefeller State Park Preserve in Sleepy Hollow, New York.

Where can I find hotels near Rockwood Ramble 10K 2026 — Sleepy Hollow, NY?

RaceHotelFinder shows hotels sorted by distance from the race venue in Sleepy Hollow. Use the map or list view on this page to compare options and book race weekend accommodation.