Arrr You Ready to Trot? 2026 — Cobb Island, MD

Date
October 24, 2026
Location
Cobb Island, MD
Venue
Fisherman's Field
Start Time
9:00 AM
Sunrise
7:24 AM
Entry Fee
$50.00 – $65.00
Events
Standard Registration, Premium Registration
Includes
Finisher Medal | One-of-a-Kind Custom 2026 Trick or Trot Shirt AND Finisher Medal
Register NowRegistration Open

The Trick Or Trot Crab Trot 5K starts at 9:00 AM on October 24, 2026, giving travelers a reasonable window to arrive in Cobb Island, Maryland on race morning. The event takes place at Fisherman's Field and covers a standard 5K distance. Entry fees range from $40 to $50. If you're traveling to this Halloween-themed race, plan your hotel stay to allow comfortable arrival before the morning start. Cobb Island sits on Maryland's Eastern Shore, known for its fishing heritage and coastal setting. Consider booking accommodations within a reasonable drive of Fisherman's Field to minimize early-morning logistics on race day.

From the Race Organizer
🏴‍☠️ ARRRR YOU READY TO TROT? 🏴‍☠️ RUN IT. WALK IT. THEN TAKE OVER THE ISLAND! Whether you run, walk, trot, or stroll your way around the Cobb Island perimeter, cross that finish line and get ready for the celebration! This year's Crab Trot is bringing a PIRATE TAKEOVER to Cobb Island, and we're inviting you to dress the part and party like a pirate! 🏴‍☠️ WE WANT TO SEE YOU IN FULL PIRATE MODE! Don't just throw on a pirate hat — GO ALL OUT! Grab your crew and come dressed as your favorite pirate. Think tricorn hats, eye patches, bandanas, boots, pirate shirts, treasure, parrots, tutus, outrageous costumes and everything in between! The bigger, bolder and more creative, the better! You never know who might win some pirate treasure for the best costume or crew! 🪙🏴‍☠️

Course & Travel Notes

The race kicks off at 9:00 AM on October 24th, 2026, on Cobb Island, Maryland, so you'll have plenty of time to grab breakfast since sunrise that morning is at 7:25 AM. Pack layers since temperatures typically range from a high of 66°F down to 46°F in late October, and bring a light rain jacket just in case—there's about a 27% chance of measurable rain. You'll fly into Patuxent River Naval Air Station (Trapnell Field), which is 23.8 miles from the venue, so factor that drive time into your travel plans. The venue sits at just 23 feet of elevation, so you won't need to worry about any acclimatization!

⛰️ 23 ft elevation☀️ Typically 66°F / 46°F · 27% chance of rain✈️ Patuxent River Naval Air Station (Trapnell Field) (NHK) — 23.8 mi

Hotels Near This Race

Find accommodation close to the start line in Cobb Island, MD. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Arrr You Ready to Trot? 2026 — Cobb Island, MD

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Race Travel Insurance

Don't forget travel insurance for October 24.

You've trained for months and booked a trip to Cobb Island, MD. 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

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

Frequently Asked Questions

When is Arrr You Ready to Trot? 2026 — Cobb Island, MD?

Arrr You Ready to Trot? 2026 — Cobb Island, MD takes place on October 24, 2026. The race is held in Cobb Island, Maryland.

Where is Arrr You Ready to Trot? 2026 — Cobb Island, MD held?

Arrr You Ready to Trot? 2026 — Cobb Island, MD is held at Fisherman's Field in Cobb Island, Maryland.

Where can I find hotels near Arrr You Ready to Trot? 2026 — Cobb Island, MD?

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