Cookie Classic Run 2027 2027 — Chesapeake, VA
The Cookie Classic Run kicks off at 9:00 AM on January 16, 2027, giving you a reasonable morning window to settle into Chesapeake, Virginia before racing. Held at Dismal Swamp Canal Trail, the event offers three distances: a 1-mile option, 5K, and 10K, so you can choose based on your training phase or recovery needs. Entry fees range from $5 to $65 depending on your selected distance and registration timing. If travel plans fall through or weather becomes a factor, the race also provides a virtual participation option, allowing you to complete your chosen distance on your own schedule. With early-morning timing and multiple distance choices, this January race works well for runners testing fitness early in the year or those targeting a low-key tune-up event before spring racing.
Course & Travel Notes
The Cookie Classic Run takes place in Chesapeake, Virginia on January 16, 2027, with an early 9:00 AM start time, so you'll want to arrive with plenty of time to spare after sunrise at 7:16 AM. Norfolk International Airport is just 16.7 miles away, making it super convenient for flying in. Pack layers since January mornings in Chesapeake typically dip to the low 24°F, though highs usually reach the mid-50s, and there's about a one-in-three chance of rain, so waterproof gear wouldn't hurt. The venue sits at a modest 10 feet elevation, so you won't need to worry about altitude adjustment.
Hotels Near This Race
Find accommodation close to the start line in Chesapeake, VA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
Cookie Classic Run 2027 2027 — Chesapeake, VA
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Race Travel Insurance
Don't forget travel insurance for January 16.
You've trained for months and booked a trip to Chesapeake, VA. 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 Cookie Classic Run 2027 2027 — Chesapeake, VA?
Cookie Classic Run 2027 2027 — Chesapeake, VA takes place on January 16, 2027. The race is held in Chesapeake, Virginia.
Where is Cookie Classic Run 2027 2027 — Chesapeake, VA held?
Cookie Classic Run 2027 2027 — Chesapeake, VA is held at 1246 Dismal Swamp Canal Trail in Chesapeake, Virginia.
Where can I find hotels near Cookie Classic Run 2027 2027 — Chesapeake, VA?
RaceHotelFinder shows hotels sorted by distance from the race venue in Chesapeake. Use the map or list view on this page to compare options and book race weekend accommodation.