Vermont Overland

Hard
Date
2026-08-23
Location
West Windsor, Vermont, United States
Distance
130 km
Elevation
2,400 m
Category
Gravel
Region
North America
Organizer
Vermont Overland
Terrain
Dirt Roads, Mountain Gravel, Forest Trails
About

Classic New England gravel through Vermont's Green Mountains. Covered bridges, dirt roads, and stunning fall foliage.

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~/dossier/vermont-overland $ cat briefing.md

Classic New England gravel through Vermont's Green Mountains.

A defining East Coast gravel event. Covered bridges, dirt roads, fall foliage start, and Vermont culture wrapped around 130 km of brutal climbing.

EFFORT36/60
EXPER.53/70

13 SCORING DIMENSIONS

VERMONT OVERLAND
LENGTH6/10CLIMBING7/10DURABILITY7/10TECHNICALITY6/10COLD4/10RACE PRESSURE6/10ADVENTURE7/10SCENERY9/10ORGANIZATION8/10VALUE7/10COMMUNITY9/10ACCESSIBILITY6/10FIELD DEPTH7/10

EFFORT MATRIX

LENGTH06/10
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130 km of Vermont gravel
CLIMBING07/10
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~2,400 m — classic Vermont climb-density
DURABILITY07/10
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6-9 hours typical
TECHNICALITY06/10
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Vermont dirt roads, some rooty descents
COLD04/10
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Late August Vermont: 14-22°C, generally good
RACE PRESSURE06/10
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Strong East Coast field

EXPERIENCE MATRIX

ADVENTURE07/10
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Single-day Vermont adventure
SCENERY09/10
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Green Mountains, covered bridges, classic Vermont
ORGANIZATION08/10
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Solid East Coast event production
VALUE07/10
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Reasonable entry, Vermont travel adds cost
COMMUNITY09/10
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Tight East Coast cycling community
ACCESSIBILITY06/10
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Sells out, multiple distances available
FIELD DEPTH07/10
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Strong East Coast amateurs + occasional pros

GREEN FLAGS

  • [+]East Coast gravel classic
  • [+]Covered bridges + Green Mountain scenery
  • [+]Late August = best Vermont weather
  • [+]Multiple distances welcome all levels
  • [+]Vermont craft beer + maple syrup post-race
  • [+]Easy access from Boston + NYC

RED FLAGS

  • [!]Climb density surprises riders
  • [!]Some technical descents
  • [!]Sells out — register early
  • [!]Limited Vermont accommodation
  • [!]Late summer occasional rain

RIDER FIT

ClimberPRIME · 8/10

Vermont climbing rewards power-to-weight

Endurance MuleGOOD · 7/10

Mid-distance event for steady riders

Skill RiderGOOD · 7/10

Vermont dirt roads reward bike-handling

Adventure TouristPRIME · 8/10

Classic New England experience

Crit RacerOK · 5/10

Punchy climbs reward explosive riders

⚡ SIGNATURE CHALLENGE
Vermont punches above its distance

Don't let 130 km fool you — Vermont's short steep dirt-road climbs accumulate. Pace honestly or pay for it on the final loop.

TIRE INTEL

WIDTH
40-45 mm
PRESSURE
26-32 psi
PATTERN
All-rounder w/ side bite for descents

Vermont dirt roads + occasional gravel chunky sections. Balanced tire works well. Tubeless recommended.

▶ TOP PICKS
1.Continental Terra Trail[40mm]Balanced grip + speed
2.Schwalbe G-One Bite[45mm]Better for wet years
3.Pirelli Cinturato Gravel M[40mm]All-around Vermont reliability

WEATHER PLAYBOOK

Late August Vermont: 14-22°C typical, generally good weather, occasional showers. Pack arm warmers + light shell.

PACING PLAYBOOK

01
West Windsor start~30 km

Vermont rolling — settle in.

02
Mountain climbing block~80 km

Where the race is decided. Climb steady.

03
Final loop home~130 km

Save matches for the final climb to West Windsor.

WHAT TO FEAR

  • [!01]Underestimating Vermont climb count
  • [!02]Wet roots in forest descents
  • [!03]Bonking due to short-but-hilly profile

TRAVEL OPS

AIRPORTBoston (BOS) — 3 hr drive. Burlington (BTV) — 2 hr.
LODGINGWest Windsor + Woodstock have charming inns. Book early.
FOODVermont farm-to-table everywhere. Try Sugarbush Farm post-race.
PACKET PICKUPDay before at start area.
PARKINGDesignated event parking.
▌ BOTTOM LINE

A defining East Coast gravel event. Vermont culture + brutal climbing in 130 km. Worth structuring a fall trip around.

IF NOT THIS, THEN

  • Want bigger East Coast:Belgian Waffle Ride Asheville
  • Want longer East Coast:D2R2
  • Want shorter Vermont:Rasputitsa
▌ DOSSIER ID: 107 · CLASSIFIED: PUBLIC
SOURCES: Event info