Looking for the best trails around Gainesville?

Explore the best rated trails in Gainesville, VA, whether you're looking for an easy walking trail or a bike trail like the Chesapeake & Ohio Canal National Historical Park and Winchester Green Circle . With more than 102 trails covering 4552 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Indian Head Rail Trail

Great Trail!

October, 2025 by qs5xx6zrzd

Good pavement, gentle inclines, wildlife, views, benches. Only drawback is crossing multiple busy roads.

Dahlgren Railroad Heritage Trail

very bumpy, not well maintained

October, 2025 by qs5xx6zrzd

Rode 12 miles today. Started at Bloomsbury Rd., went to milepost 6 (2 miles past Comorn Rd) and turned around. The 4 miles out and back from Comorn Rd seemed more like for mountain biking. Very rough with deep rocks and many exposed roots and RR ties. On the Bloomsbury end there is still rail in place and you must cross the uneven exposed rails once. 2 of the 6 bikers we saw had accidents crossing the rails.

Chesapeake & Ohio Canal National Historical Park

Rough ride for a first timer trail rider

September, 2025 by lob4fun

This is probably the most I could handle on a bike ride. We rode the GAP and C&O back to back like many do in 8 days. It was great fun but the C&O is noticeably rougher, fewer port-a-Johns and very scarce potable water sources. On our 7th day from Williamsport to Brunswick we ran out of water midway and rode the remaining 25 miles without water. Fortunately the shade offered by the beautiful canopy of trees made it bearable. We made sure to load up on extra water on our final day. The mix of loose sand that caught us by surprise & the larger stones on the trail made for a more challenging ride than expected. On the one rainy day we had from Cumberland to Little Orleans, some of the puddles we encountered offered a new sense of “oh dear” as we didn’t know how deep the hole we were riding thru when there was no room to go around the puddle.

Accordion

WB&A Trail

Nice Break from the B&A Trail

September, 2025 by kitz

My first time on this trail today and I was not disappointed! Each trail has a personality and I would say that the WB&A is the back country cousin of the the more metro B&A trail over by Annapolis. Lots of tunnels and bridges make this interesting, and the steep, serpentine descent on pristine new blacktop going south to the new bridge was exhilarating and frightening at the same time. A super ride out and back. I parked at the Electric Ave Lot at mile 1. The map shows a restroom (Jiffy John), but I didn't see any on my trip today. The closest one starting at the southern end was at the parking lot at 8609 Race Track Rd, Bowie, MD. The splash park did not have an external restroom that I could find.

Long Branch Trail (MD)

Nice Trail in Urban Setting

September, 2025 by goodellpam

This is a great trail. Shaded and flat. It could use some more signage, though, to help identify right and lefts.

Rock Creek Trail (MD)

Bumpy ride

August, 2025 by heykimbers

We started at Lake Needwood which had great parking. The trail is not well maintained. It is bumpy most of the way south. It looks like there has been some attempt to patch the asphalt but the transitions were not smoothed out so many jarring bumps. Also tree roots have pushed up the trail which is not unusual but given all the other bumps it was annoying. Also be aware that from Lake Needwood - it is downhill so if you are returning to the same spot, you will have an uphill climb which is not too bad.

Chesapeake & Ohio Canal National Historical Park

cumberland to little orleans

August, 2025 by aldo_desalvo

there are some really old bridges that go over the C&O. the highlight is the paw paw tunnel. better to walk through it. once you hit little orleans, i suggest going on the western maryland trail. it is fully paved and nice.
hancock is a great town

Dahlgren Railroad Heritage Trail

Needs improvement

August, 2025 by layedbkchuck

Very rough surface

Indian Head Rail Trail

Multiple spots to stop. Most of the trail is shaded. There are some beautiful spots to stop on either end of the trail. Never over packed. I always see a ton of wildlife, which my kids love. It's not hard to bike, mostly flat.

August, 2025 by kailarice2013

Multiple spots to stop. Most of the trail is shaded. There are some beautiful spots to stop on either end of the trail. Never over packed. I always see a ton of wildlife, which my kids love. It's not hard to bike, mostly flat.

Mount Airy Rails to Trails

Great but short

July, 2025 by prhelt

The western end is paved and is a nice as any rail trail anywhere. Just short. The eastern end has a boardwalk section and then drops you on a gravel section. The gravel is a little big for my liking. I was on a road bike riding 30s but did fine. This section goes through a cut in the mountain made to get the railroad a level grade.

Anacostia River Trail

well maintained

July, 2025 by bwjcgtc4kb

The trail is 100% paved and takes you along the Anacostia River. I like that this trail has a good mix of city elements and natural beauty. The Kenilworth aquatic gardens are a wonderful stop early in the trail, you get to see a lot of swamp flowers. Later, closer to Dc you are taken up to the Fredrick Douglas memorial bridge. The large white arches of the bridge are breathtaking. There are many places to eat diner once you make it to Dc. I stopped at Gordon Ramseys fish and chips. Great trail!

Lake Accotink Trail

Nice Trail

June, 2025 by jessicarobinson780

Starts at a dam and has some hills. It is not bike/stroller friendly. Hiking boots are better. Sneaker can be a challenge especially after rain. Dumps off into a neighborhood and you pick it back up. About a 4 mile loop.

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