Sip and Stride 5K 2026 — Prince Frederick, MD

Date
September 19, 2026
Location
Prince Frederick, MD
Venue
Running Hare Vineyards
Start Time
9:00 AM
Entry Fee
$44.00 – $48.00
Events
Sip and Stride 5K
Includes
T-Shirt
Register NowRegistration Open
Join us for the Sip & Stride 5K, a scenic run (or walk!) through the beautiful vineyard at Running Hare Vineyard , in support of a great cause. This unique event offers a memorable experience for runners and walkers of all levels, combining fitness, community, and a well-earned glass of wine at the finish line. All proceeds from the event benefit Holly's Heart Foundation, a 501(c)(3) that partners with various organizations and hospitals to provide families with a memorial keepsake of their loved one's heartbeat recorded inside a legacy bear. For more information please visit our website at: HollysHeartFoundation.org REGISTRATION INCLUDES: Chip-timed 5K run/walk through scenic vineyard, starting at 9 AM. (1 hour time limit kindly requested) Custom Shirt - Adult Unisex or Youth T-shirts. Please register by August 31, 2026 to select your t-shirt size. T-shirts will not be included for registrations after this date. Drink ticket for a complimentary glass of Running Hare Wine (21+ with val

Hotels Near This Race

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Sip and Stride 5K 2026 — Prince Frederick, MD

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Race Travel Insurance

Don't forget travel insurance for September 19.

You've trained for months and booked a trip to Prince Frederick, 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

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