Whispering Oaks Christmas Wine Run 5k

Our professional photographer uploads race pics online for FREE DOWNLOAD after the event!  

There will be vines, and there will be wines! The Race Starts and Finishes at the Winery and includes trails. 
This is a mostly cross country style route.  If you're looking for a personal best 5k time this is probably not the best course for you, but if you're looking for the most fun time you've had at a 5k this one is for you!   The course is very suitable for both runners and walkers.   We offer a 2 lap course.  If you do not feel doing the course twice in the vines, you are more than welcome to step out after lap 1 and do more laps on the wines!  Cheers!
CLICK HERE TO VIEW MAP!

We are proud to announce that our local charity for this event is Orange Blossom Gardens Lions Club!

We are a charitable organization dedicated to transforming the lives of individuals and families facing difficult circumstances. Our programs focus on providing support and resources under our eight pillars including, childhood cancer, diabetes, hunger, youth, the environment, disaster relief, vision and humanitarian causes. By working together with our community partners, we aim to create a brighter future for those in need.

Click here for more information!

This event will be offering Age Group Awards!  In addition to scoring all of the great swag listed above, the top 3 finishers M/F in each age category also receives a custom age group award!   

10 Year Categories: 1-9, 10-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80 & Over

Important details: 

• Competitive Runners, please start with the first group to be eligible for an age group awards. 
• If your event has wave start times, age group winners must start with the first wave to be eligible for a pin. 
• There will be no age group ceremony.  Please look up your results at www.J3Timing.com after finishing and if you placed top 3 in your category please visit the registration table to pick up your award.
• Age Group pins will be available for pickup 1 hour after the start of the first wave - age group awards are only available the day of the event and will not be available for shipment once the event has concluded.

5 Year Categories: 14 & Under, 15-19, 20-24, 25-29, 30-34, 35-39, 40-44,. 45-49, 50-54, 55-59, 60-64, 65-69, 70-74, 75-79, 80 & Over

FAQ's

Is the race only for 21+? No, minors are welcome to participate and receive a discounted registration that includes a shirt, medal and bib (these participants will not receive a wine glass or a glass of wine).
Are strollers allowed? You are welcome to use a stroller for this event but it is not recommended due to uneven ground on the course and children in strollers can participate for free and do not need to register.
Is walking allowed? Yes Absolutely!  We get as many if not more walkers at this event than we do runners!
Is the race dog friendly? Unfortunately, dogs aren't allowed at this race.
I still have questions, who do I contact?  If you cannot find the answer to your question on this page please use the "questions" button on this page to submit a question. 

Many participants make this event into a destination weekend!  Our suggested hotel stay is 

Holiday Inn Express & Suites Wildwood – The Villages          

928 E. SR 44

Wildwood, FL  34785

Located just 5 minutes from the winery, features 11 restaurants within walking distance, outdoor pool and whirlpool, fitness center, complimentary breakfast, and more! 

RV and Campers - Whispering Oaks is also a Harvest Host Site - so if you want to stay at the Winery Friday or Saturday and have a harvest host membership join us for the camping party!

Packet pickup will be the day of the event and starts and hour before the event begins.

Absolutely!  We have been getting many inquiries about virtual participation and have integrated a virtual option into our regular registration.

Please feel free to register through the regular registration link above and you can either: 

1) Pick up packet during packet pickup or on the morning of the race, but run on your own (hint:  wine ticket is still good if you use this strategy)

2) Contact us at any time to switch to the Running on Wine Virtual Christmas Races and we'll ship your packet (There will be a $10.00 shipping and handling charge per person)

Also, if you intend on running, but later change your mind and would like to do either of these options, that's ok too!  If you are definitely going to have us ship your packet and run virtually though, we do recommend you follow the instructions below:

1). Go to runsignup.com/profile and log into your account.

2). Click on "Manage Registration" next to this race.

3). On the next page click on transfer to another race and choose the Running on Wine Virtual Christmas Races.

Click here for 2024 results!

Love visiting amazing Destination Wineries?  This is your ticket!  Join us at these amazing upcoming locations and score a 20% discount if you register for 2 or more events!  Also get an additional $5 off if you select the "no shirt" option during registration!

December 7th -  Hard Cider Run (Jacksonville, FL)

December 8th - Summer Crush (Fort Pierce, FL)

December 14th - Secret Garden Winery (Sebring, FL)

December 15th - Aspirations Winery (Clearwater, FL)

December 21st - Keel Farms (Plant City, FL)

December 22nd - Keel Farms (Plant City, FL)

December 29th - Masaryk Winery (Masaryktown, FL)

December 30th - Whispering Oaks (Oxford, FL)

March 22nd -  Hard Cider Run (Tampa, FL) - registration opening soon

March 23rd -  Hard Cider Run (Port St Lucie, FL) - registration opening soon