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Sip and Stride 5K Logo

Sip and Stride 5K

Prince Frederick, MD

Sat, Sep 19, 2026

In 90 days · Sat, Sep 19, 2026

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When

Saturday, September 19th, 2026

Where

Running Hare Vineyards, Prince Frederick MD

Distance

5K

About this race

Race Overview

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.

Beneficiary Information

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 valid ID)
    • Additional Tickets: Option to purchase additional, discounted drink tickets during registration.
  • Souvenir Finisher Medal:
    • Awards: Award pins for Overall Male, Overall Female, and the top 3 Males and Females in the following age groups: 12 & under, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+.

Event Details

  • Date: September 19, 2026
  • Location: Running Hare Vineyard (Prince Frederick, MD)
  • Start Time: 9 AM
  • Packet Pickup: on Race Day @ 7:30 - 8:30 AM at "Holly's Heart Foundation" tent.
  • Arrival Time: Runners and spectators arrive no later than 8:30 AM as portion of course is on the driveway and it will be closed at 8:45 AM.
  • Weather Policy: Race is rain or shine. No transfers or refunds.
  • Restrictions: No strollers or dogs allowed on course.
  • Spectators: Welcome. Winery open for business during and after race.
  • Participation: Walkers and children are welcome to participate. Registration is required and will start on time at 9 AM behind the runners for safety of all participants.

Registration Link

For more information and to register, please visit the Sip and Stride 5K Registration Page.

Course map

Train with a club

Run clubs near Prince Frederick to train with before race day.

Chesapeake Bay Running Club

Solomons, MD

Annapolis Striders Inc.

Annapolis, MD · 377 followers

Capitol Hill Running Club

Washington, DC · 1.5k followers

DC Front Runners

Washington, DC · 4.1k followers
See all run clubs near Prince Frederick →

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