RunRace USA › Connecticut › Winter Wonderland 5 Miler
Winter Wonderland 5 Miler
Milford, Connecticut · Sunday, January 31, 2027 · 5 Miles, 2 Mile
Official race page & registration ↗Winter Wonderland 5 Miler takes place on Sunday, January 31, 2027 in Milford, Connecticut. The race offers 2 distances: 5 Miles, 2 Mile. For anyone travelling in, Yonkers is about 49 miles away.
It is one of 4 races on the Connecticut calendar that January. At $20, entry sits below the $25 median for a Connecticut race.
- Date
- Sunday, January 31, 2027
- Location
- Milford, Connecticut
- Distances
- 5 Miles, 2 Mile
- Entry fee
- from $20
- Registration
- listed as closed
Listing from the 2027 race calendar, refreshed nightly. Details can change: confirm date and entry on the official race page before travelling. Spot an error? Tell us here.
Making a race weekend of it?
Stay near the start line in Milford: check in Jan 30, out Feb 1.
Common questions
When is Winter Wonderland 5 Miler?
Winter Wonderland 5 Miler is scheduled for Sunday, January 31, 2027.
Where is Winter Wonderland 5 Miler held?
Winter Wonderland 5 Miler is held in Milford, Connecticut. It is about 49 miles from Yonkers.
What distances does Winter Wonderland 5 Miler offer?
The listed distances are 5 Miles, 2 Mile.
How much does Winter Wonderland 5 Miler cost?
Entry is listed from $20. Check the official race page for the current price, which usually rises closer to race day.
How do I register for Winter Wonderland 5 Miler?
Registration is handled on the official race page, linked at the top of this listing. Entry can close early if the race sells out.
More races nearby
- Feb 14IRIS Run for RefugeesNew Haven, CT
- Jan 10HTC Winter Series Barkhamsted 8.5/17 mile Registration opens 11/23/2026Barkhamsted, CT
- Jan 9Kelley's Pace FrostbiteMystic, CT
- Feb 27Kelley's Pace Hare Hop 5KMystic, CT
- Feb 2842nd Annual Lake Waramaug Polar Bear RunWarren, CT
See every race on the Connecticut calendar, or use the Race Finder for maps and filters.