Connecticut · Trail
Trail Races in Connecticut
Connecticut currently has 7 upcoming trail races with a confirmed date listed in RaceRove. Hamden, Fairfield, Mystic and Stratford have the most.
Among them, 3 offer a 5K, 1 a 10K and 2 an ultra distance (50K and beyond, or a timed race). An event with several distances counts once for each.
Another 14 annual trail races are waiting for next year's date to be announced.
This page is the same for everyone, so it can't know where you are. Open the race search from here, which starts with Connecticut's trail races, and set its Near filter to your city to keep only the ones around you.
- Upcoming, date confirmed
- 7
- Active listings
- 21
- Cities with trail races
- 16
Upcoming trail races in Connecticut
All 7 with a confirmed date, soonest first.
Dates come from each race's own listing. Always confirm on the organiser's site before you book travel.
Largest trail races in Connecticut
By estimated field size across all distances at the event.
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Tackle the Trail (TM)Northeast, CT Usually held in October · next date not announced10K5K ~2,370 runners
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No Sto Defeats MSA 5K Trail Race and Fitness WalkNorth Stonington, CT Usually held in September · next date not announced5K ~750 runners
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NipMuck Trail MarathonAshford, CT Usually held in October · next date not announcedMarathonMarathon Relay ~180 runners
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Macedonia Trail RaceKent, CT Usually held in September · next date not announced50K25K12K ~22 runners
Trail ultramarathons in Connecticut
Trail races with a distance of 50K or more, a fixed-time format, or billed as an ultra (the race search's Ultra filter): confirmed dates first, soonest first.
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Macedonia Trail RaceKent, CT Usually held in September · next date not announced50K25K12K ~22 runners
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Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Basic (Backyard Ultra Format) - 28+ Miles | 14,400'+ Elevation | 24-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon61 Miles
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Iron Hike - Fall Denali Ultra Trail Marathon - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon43 Miles
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Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon61 Miles
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Iron Hike - Fall Olympus Mons Ultra Trail MarathonCornwall, CT Usually held in October · next date not announcedMarathon152 Miles
When trail races happen in Connecticut
- March
- 1 upcoming trail race
- April
- 2 upcoming trail races
- May
- 1 upcoming trail race
- June
- 2 upcoming trail races
- November
- 1 upcoming trail race
Connecticut cities with the most trail races
- Hamden
- 2 upcoming trail races
- Fairfield
- 1 upcoming trail race
- Mystic
- 1 upcoming trail race
- Stratford
- 1 upcoming trail race
- Union
- 1 upcoming trail race
- Wolcott
- 1 upcoming trail race
Annual trail races awaiting their next date
These trail races are held every year, but the next date isn't in the listing yet. The month shown is when each is usually held.
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Tackle the Trail (TM)Northeast, CT Usually held in October · next date not announced10K5K ~2,370 runners
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No Sto Defeats MSA 5K Trail Race and Fitness WalkNorth Stonington, CT Usually held in September · next date not announced5K ~750 runners
-
NipMuck Trail MarathonAshford, CT Usually held in October · next date not announcedMarathonMarathon Relay ~180 runners
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Macedonia Trail RaceKent, CT Usually held in September · next date not announced50K25K12K ~22 runners
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Cheshire Community YMCA Harvest Trail Race and Y Cup RelayCheshire, CT Usually held in October · next date not announced5K400m
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Farmington River Run 5K Trail RaceFarmington, CT Usually held in September · next date not announced5K
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Iron Hike - Fall Answer the Bell Ultra Trail Marathon - Basic (Backyard Ultra Format) - 28+ Miles | 14,400'+ Elevation | 24-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon61 Miles
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Iron Hike - Fall Denali Ultra Trail Marathon - 43+ Miles | 20,825' Elevation | 48-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon43 Miles
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Iron Hike - Fall Double Kuwohi Trail Marathon Plus - 28+ Miles | 13,685' Elevation | 24-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announced28 Miles15 Miles
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Iron Hike - Fall Everest / 29029 Everesting Ultra Trail Marathon - 61+ Miles | 29,029'+ Elevation | 72-Hour | Run, Hike or WalkCornwall, CT Usually held in October · next date not announcedMarathon61 Miles
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Iron Hike - Fall Olympus Mons Ultra Trail MarathonCornwall, CT Usually held in October · next date not announcedMarathon152 Miles
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Moosup Valley 5k, 8K and 10K All Trail RaceSterling, CT Usually held in September · next date not announced5K10K
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Norfolk Land Trust Trail Race Series/Haystack Mountain ChallengeNorfolk, CT Usually held in October · next date not announced5K10K
More ways to browse Connecticut
Trail races in nearby states
How RaceRove picks trail races
A race is on these pages when its name, its list of distances or its listing's notes say "trail". That is the rule the Trail filter in RaceRove's race search uses, so a race is a trail race on both or on neither. A race on dirt roads or mountain paths that doesn't call itself a trail race isn't counted, and neither is one whose only mention of a trail is in its description.
Trail races come in every length, from a few miles in a city park to 100 miles in the mountains. Off the road, the same distance usually takes longer: read each race's course description for its climbing, its footing and any cut-off times before you register, and plan your pace from those rather than from a road time.
Mud runs and obstacle races aren't a category of their own in RaceRove; one is on these pages only when its listing says trail. To get ready for one, the obstacle course race training guide covers Spartan, Tough Mudder and mud-run preparation. Thinking about a first ultramarathon? The ultramarathon and trail training plans run from 50K to 100 miles, and the Ultra Classics list gathers the best-known ultras.
Guides from the RaceRove blog
- 9 min read Obstacle Course Race Training: How to Prepare for Spartan Race, Tough Mudder and Mud Runs How OCR training differs from a running plan: building grip strength, upper-body pulling power and running fitness for Spartan Race, Tough Mudder and local mud runs.
- 9 min read Ultramarathon and Trail Training Plans: 50K to 100 Miles How ultra training differs from marathon training, phase-by-phase 50K and 100-mile plans, gear and fueling basics, and how to pick your first ultramarathon.
- Blog All guides Planning advice for finding, choosing and travelling to races.
Trail Races in Connecticut: common questions
- How many trail races are there in Connecticut?
- RaceRove currently lists 7 upcoming trail races in Connecticut with a confirmed date, plus 14 annual trail races whose next date hasn't been announced yet.
- What counts as a trail race on RaceRove?
- A race whose name, list of distances or listing notes say "trail": the same rule as the Trail filter in RaceRove's race search, so a race is a trail race on both or on neither. A race whose only mention of a trail is in its description isn't counted, and neither is one on dirt roads or mountain paths that doesn't call itself a trail race.
- Which Connecticut cities have the most trail races?
- By upcoming trail races listed in RaceRove: Hamden (2), Fairfield (1), Mystic (1), Stratford (1) and Union (1).
- What is the biggest trail race in Connecticut?
- By estimated field size, the largest trail race listed in Connecticut is the Tackle the Trail (TM), with about 2,370 runners across all of its distances.
- Are there trail ultramarathons in Connecticut?
- Yes: 2 upcoming trail races in Connecticut with a distance of 50K or more, a fixed-time format, or billed as an ultra (the race search's Ultra filter).
- How do I find trail runs near me in Connecticut?
- Open the race search from this page: it starts with Connecticut's trail races. Set its Near filter to your city and how far you'll travel, and only the ones around you are left. This page can't see where you are.
Search every trail race in Connecticut
The race search with this state and its Trail filter on: set Near to your city and a radius, then narrow by month, distance and field size.