Independence Double 2027 — Winter Park, FL

Date
June 26, 2027
Location
Winter Park, FL
Venue
2529 Cady Way
Start Time
5:00 AM
Entry Fee
$30.00 – $155.00
Events
5K, Saturday, 5K, Sunday, 5K, both days, 10K, Saturday, 10K, Sunday, 10K, both days
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The Independence Double is a running event in Winter Park, Florida, held on June 26, 2027, with a 5:00 AM start time. The race offers five distance options: 1 mile, 6.2K, half marathon, marathon (26.2 miles), and an ultramarathon distance of 31.06 miles. Entry fees range from $30 to $155 depending on the distance selected. The race takes place at 2529 Cady Way in Winter Park. With multiple distance categories available on the same day, the Independence Double accommodates runners at various fitness levels and training cycles, from shorter recreational efforts to full ultramarathon attempts.

From the Race Organizer
PLACE: 2529 Cady Way, Winter Park, FL 32792 DESCRIPTION: Independence Double June 26 and June 27, 2027 What: 5 Distances, 5 days. 50K, Marathon, Half marathon, 10K, and 5K each day. Where: Cady Way Trail Head, 2529 Cady Way, Winter Park, FL 32792 Start Times: 50K, Marathon, and Half marathon—6:00 am; 5K and 10K—7:00 am. Time limit: 9.5 hours (or so) Parking: Cady Way Trailhead, near the Cady Way Pool. GPS coordinates: N 28.59458, W -081.31670 WARNING: Before you continue, be warned that these are low-key, bare bones, casual events. Set your expectations low—very low—so that your disappointment will be minimal. But wait! We have easy logistics, great course, and an abundance of friendliness. Also, very convenient parking—pass your car every lap. If you’re still interested, here’s what to expect. You WILL NOT get age group awards, a cleverly designed t-shirt or hat, great bling (actually, any bling), cute reusable race bag filled with goodies, spectators lining the course, crowds cheering you in, hearty food at the finish, exciting music, or a party afterward. You WILL get low entry fees, courses that are guaranteed not short, a nice finisher’s medal, basic support (see below), a VERY generous time limit, and lots of friendly support from staff and runners. Also, convenient locations for supporters. Start/Finish and Aid Station: The start and finish are in a small pavilion, where you may leave a drop bag. This is also the aid station, which you will pass twice each lap. (More about laps below.) We will provide water, Gatorade, sodas, and light sweet and salty snacks, including pickles and pickle juice. Courses: The paved, urban run/bike trail is flat and partly shaded. This is an open course, and includes two street crossings. You are responsible for crossing safely. The 50K/marathon/half marathon course is a double out-and-back loop of approximately 2.2 miles; marathon 12 loops, half marathon 6 loops, 50K 14 loops plus 2 "baby" loops. The 5K/10K course is approximately 1.55 miles, 2 and 4 loops respectively. Turn arounds will be clearly marked. The trail is popular with local residents, so be prepared to share. For more information about the courses, see Detailed Course Description above. Finish: When you are finished, ring the bell at the timing table and let the timer know you're finished. That's the only way to get an accurate time. Remember we are hand-timed. If you don't tell us, we won't know. Cupless: Bring your own hydration device—water bottle, hydration belt/pack. There will be a table at the start/finish for your bottles. (We will have small cups for the soda.) Light: If you start at 6:00, you will need a light for the first half hour. Volunteers Needed: Each volunteer day earns a free race entry for yourself or someone else for either one long race (50K, marathon, or half marathon) or for two short races (5K or 10K). Contact wingmanrunning@yahoo.com Wingman Running Company

Hotels Near This Race

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Independence Double 2027 — Winter Park, FL

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Race Travel Insurance

Don't forget travel insurance for June 26.

You've trained for months and booked a trip to Winter Park, FL. 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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Frequently Asked Questions

When is Independence Double 2027 — Winter Park, FL?

Independence Double 2027 — Winter Park, FL takes place on June 26, 2027. The race is held in Winter Park, Florida.

Where is Independence Double 2027 — Winter Park, FL held?

Independence Double 2027 — Winter Park, FL is held at 2529 Cady Way in Winter Park, Florida.

Where can I find hotels near Independence Double 2027 — Winter Park, FL?

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