Gerry's Falls – Brownsville Rock loop from Windsor Trail

Routes

Running trails & routes

United States

Vermont

Windsor County

Gerry's Falls – Brownsville Rock loop from Windsor Trail

Hard

4.7

(3502)

11,318

runners

Gerry's Falls – Brownsville Rock loop from Windsor Trail

02:15

13.1km

840m

Running

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: July 20, 2026

Waypoints

Start point

Parking

Get Directions

1.17 km

Gerry's Falls

Highlight • Waterfall

Gerry's Falls is one of five seasonal waterfalls dotted around the slopes of Mount Ascutney. The water flows down exposed bedrock and boulders between ferns, and then cascades into a waterslide.

Tip by

3.74 km

Brownsville Rock

Highlight • Viewpoint

From Brownsville Rock, you are afforded superb views north towards the Green Mountains. The viewpoint features a protruding rock which makes a great place to sit and enjoy some lunch.

Tip by

4.57 km

West Peak Vista / Glider Area on Mt. Ascutney

Highlight • Viewpoint

A short skip and a jump from the summit/observation tower, this area provides a stunning view west over Vermont of Killington, Pico, and Okemo. You may also get lucky and …

Tip by

5.05 km

Observation Tower on Mount Ascutney

Highlight • Monument

Trails from all directions lead to the summit of Mount Ascutney. There's a lookout tower that takes you above the trees for great views.

Tip by

5.89 km

Brownsville Trail

Highlight (Segment) • Trail

Brownsville Trail is one of a handful of trails that leads you to Mount Ascutney. There are two great lookouts on the way up that provide views over Windsor, as …

Tip by

13.1 km

End point

Parking

Way Types & Surfaces

Way Types

8.83 km

4.20 km

< 100 m

Surfaces

8.83 km

4.22 km