location_city Litchfield
location_on Connecticut
flag United States
calendar_today 14 Nov, 2026
nordic_walking Others
language Official Website
RegisterThe Hillacious Half was created to honor our military — to thank them and ensure their sacrifices are never taken for granted. The course is intentionally tough, representing the effort and endurance our service members face every day, often far from their families. This is a bare bones race with no prize money and no frills — just grit, sweat, and the satisfaction of finishing one of the toughest courses around.
All proceeds after race expenses go into a fund to support local military personnel and families who need a helping hand. Funds are distributed directly through the Hillacious Half, never to large agencies. Both the first-place male and female finishers have their names engraved on perpetual trophies housed at the Morgan-Weir American Legion Post 27 in Litchfield.
We run this race in honor of those who serve and have served — carrying their strength with us up every hill.
For an additional cost, participants and supporters can honor a veteran or service member with a personalized dog tag:
Half Marathon (Solo)
13.1 miles of no-nonsense toughness. No medals, no prize money — just sweat and pride.
2-Person Relay
Two legs (~6–7 miles each). Separate timing and awards.
4-Mile Walk (Timed)
Same course start, then loops back for ~4 miles. Starts after all runners (~10:05 A.M.). Includes all runner amenities — yes, a beer at the finish.
100% of proceeds after expenses are held in a local fund for military members and families needing a helping hand.
Funds are distributed directly by Hillacious Half, not via agencies.
Beyond financial aid, your food and coat donations support local pantries and shelters.
Nov 14, 2026
Distance — 13.1 Miles
Type — Walking
10:00
Nov 14, 2026
Distance — 6.5 Miles
Type — Walking
10:00
Nov 14, 2026
Distance — 4 Miles
Type — Walking
10:15
These values represent the 3-year monthly averages for November in Litchfield.
Litchfield is a town in and former county seat of Litchfield County, Connecticut, United States. The population was 8,192 at the 2020 census. The town is part of the Northwest Hills Planning Region. The boroughs of Bantam and Litchfield are located within the town. There are also three unincorporated villages: East Litchfield, Milton, and Northfield. Northfield, located in the southeastern corner of Litchfield, is home to a high percentage of the Litchfield population.
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location_on Warren, Connecticut, US
calendar_today Feb 22, 2026
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