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Chester Gap to Jenkins Gap Hike

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Distance:
8.2 Miles / 13.2 km
Type:
One-Way
Difficulty:
Hard
Time to Hike:
4 hours, ~6 minutes
Features:
Appalachian Trail hike
Surface Type:
Dirt
Park:
Shenandoah National Park
Town:
Warren County, Virginia
Get Directions:
38.877969, -78.150743
Added:
March 18, 2025
Updated:
April 05, 2025
Guide by:
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1,974'

Total Change
2,739'

Ascent
1,340'

Descent

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Key Takeaways

  • The Chester Gap to Jenkins Gap hike is a challenging 8.2-mile section of the Appalachian Trail in Shenandoah National Park with a significant elevation gain.
  • The trail offers scenic views at Possum Rest and Compton Peak, including the unique Basalt Column rock formation on Compton Peak's east overlook.
  • A "key swap" shuttle hike is a fun option for larger groups, and a shorter hike to Compton Peak and the Basalt Columns is possible by parking at Compton Gap.

Chester Gap to Jenkins Gap Hike

Chester Gap to Jenkins Gap completes the last section of the Appalachian Trail in the Northern Section of Shenandoah National Park. This is a tough climb up from Route 522, gaining about 2900' but there are some great views at Possum Rest, Compton Peak and an awesome Basalt Column Rock formation on the east overlook of Compton Peak.

We did this as a shuttle hike but with a twist, one group started from Jenkins Gap, one from Route 522, and then we traded keys when we met on the trail. If you have a big enough group (we had 8), this is a cool way to get in a point-to-point hike. Park at Compton Gap for a short version to Compton Peak and the Basalt Columns.

Our group of 4 did the hike from Route 522 (Chester Gap) to Jenkins Gap (MP 12.5) so that is how we will describe the hike. The White-Blazed AT heading South begins directly at the rear of the Route 522 parking area.

  • Mile 1.4 – Head south from the Parking area to Joy Spring Rd. There will be a tall metal fence for about the first mile. Just after crossing the road you will cross a small creek.
  • Mile 2.0 – Intersection to 4H Center will be on the right.
  • Mile 2.6 – Intersection to Route 601 Harmony Hollow, blue blazed trail.
  • Mile 2.9 – Spur Trail to Tom Floyd Wayside Shelter. From Route 601 to the shelter are 2 seperate trails leading to the same Spring and to a small campsite at the first sign.
  • Mile 3.6 – Possums Rest Overlook. Lots of work on this section of the trail up to the overlook, thanks PATC trail maintainers. This is a nice overlook, worth a stop just prior to entering the boundary to SNP.
  • Mile 3.8 – Intersection with Compton Gap Trail, Trail is both Yellow and White-Blazed. You can make good time on this section through to Compton Gap Parking as it is pretty level and wide.
  • Mile 5.0 – Intersection with Spring House Road on the right, yellow blazed trail bears to the right onto this.
  • Mile 5.3 – Intersection with Dickey Ridge Trail. Fort Windham Rocks are just up the trail a little ways on Dickey Ridge Trail, supposed to be nice, we did not go due to time.
  • Mile 5.5 – Compton Gap Parking - MP 10.5, cross Skyline Drive to head to Compton Peak on the AT.
  • Mile 6.4 – Compton Peak intersection, blue blazes. To the right is an overlook to the west, to the left is an overlook to the east with the Basalt Columns. These are out and back trails.
  • Mile 6.6 – West Overlook, Front Royal
  • Mile 7.0 – East Overlook and Basalt Columns, really wild rock formation. Search for “Giant's Causeway” in N. Ireland for a grander display of this same type of formation. Return to Intersection and bear left onto the AT
  • Mile 8.4 – Intersection to Jenkins Gap Parking spur trail, bear left.
  • Mile 8.5 – Jenkins Gap Parking
Explore 84 trails near Warren County, VA
  1. Parking

    38.877969, -78.150743
  2. Main Trailhead

    38.877971, -78.150687
No community routes found. To add your own hike as a Community Route for this Trail guide, leave a Trip Report with an attached GPX file.

Hazards

Ticks - Lyme Disease More Info (CDC)
Snakes
Poison Ivy/Oak

Seasons

All

Blaze Color

White

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Trip Reports (Reviews)

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Rated 4.0 out of 5 based on 8 ratings.
By: Suzanne
8.2 miles / 13.2 km
July 09, 2017
Got a late start and because didn't want get caught by darkness just went to the intersection with the Compton Trail. Possum Rest Overlook pretty much obscured by trees this time of year. I'm sure it's spectacular in the Fall/Winter. Saw 2 bear cubs right after Possum Rest, and a through hiker saw a cub in the area from Spring Road to Possum Rest. I'll do this hike again, probably in the Fall.
Legacy Review
By: KYboy
8.2 miles / 13.2 km
July 01, 2017
Nice hike. Basalt Columns are great. The 8.5 miles is one way. I "only" did out and back to Compton peak. Lots of AT through hikers. They are so friendly. Many had a story to share.
Legacy Review
By: Jimmy
8.2 miles / 13.2 km
June 13, 2015
Did this as an out and back hike, turning around at mile 7 after going out and doing the west overlook and basalt columns. This hike was much more challenging than I originally anticipated and the 90+ degree heat and high humidity didn't help. I disagree with the original rating of 4 for views and would give this somewhere between a 2 and 3 instead. I think that it might be more of a 4 in the fall/winter when leaves have fallen but there are not many views aside from the overlooks at mile 7 and Possums Rest Overlook. After crossing Joy Spring Rd. at mile 1.4 the trail is gradual up hill and starts getting much steeper with switchbacks as you hit mile 2 all the way to mile 3.6. You can definitely make great time on the Compton Gap Trail and then it is uphill once again after you cross Skyline and head up Compton Peak. Bring plenty of water if you're doing this in the summer! Overall it was a nice hike but I was hoping for some better views. I can definitely see how this would make for great training if you're planning on transitioning to longer hikes.
Legacy Review

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In Warren County, VA

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