Looking for the best trails around Boonsboro?

Explore the best rated trails in Boonsboro, MD, whether you're looking for an easy walking trail or a bike trail like the Western Maryland Rail Trail and The Old PA Pike Trail . With more than 68 trails covering 4774 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

Great American Rail-Trail

Airbnb right on trail in Burgettstown

June, 2026 by dowiakp

Discovered this comfortable place with great accommodations for two bike travelers. They offer a pullout sofa if you do not wish to share a bed. Indoor bike storage with a comfy bed and a hot shower! Distillery right next-door and two restaurants to fuel up in the morning to get back on the trail. Close to the panhandle of West Virginia. Their name is Harmony Trail Haven on Airbnb.

Hanover Trolley Trail

Trail is expanded!!

June, 2026 by kcurlen

Please update the Hanover Trolley Trail map. The new section is just beautiful!

Western Maryland Rail Trail

Such a beautiful trail

May, 2026 by stephaniesandler

We went on a Sunday at the end of May. The weather was perfect and the trail was impeccable. We didn’t go the entire way- we went 15 miles up and then turned around so we didn’t see the tunnel. The honeysuckle was in bloom and the entire trail smelled heavenly. We stopped for lunch at Buddy Lou’s - it’s right on the trail and we highly recommend it. We sat outside on the balcony for lunch and could watch the other cyclists and runners on the trail while we ate in the sunshine. The trail is pretty shaded in many spots so even in warm weather you’d have a comfortable ride. I was surprised, considering the perfect weather and what a great trail it is that it wasn’t busier. This is 10 out of 10 for a great trail experience.

Accordion

Washington and Old Dominion Railroad Regional Park (W&OD)

bottom half of the trail

May, 2026 by aldo_desalvo

This is one of the nicest trails out there. Lots of elevations changes and a nice brewery ( caboose brewery) along the way. I did the upper end a few weeks before and the lower end later. Lots of rest stops and bathrooms. Nice towns until you get to the dc area and it all looks the same.

Great American Rail-Trail

Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.

May, 2026 by sarahraekratz

Highly recommend this beautiful and well kept trail. Beautiful to ride along the trees and over the 2 epic ohiopyle bridges.

Ballenger Creek Linear Trail

First time my friend and I have trail skated! This was so fun, especially for 2 67 yr. olds!! Saw lots of walkers, bikers, etc., everyone was friendly, beautiful scenery, squirrels and birds everywhere, great place to rollerskate!

May, 2026 by t.ambos

First time my friend and I have trail skated! This was so fun, especially for 2 67 yr. olds!! Saw lots of walkers, bikers, etc., everyone was friendly, beautiful scenery, squirrels and birds everywhere, great place to rollerskate!

Ballenger Creek Linear Trail

My friend and I went for the first time and had a blast.

May, 2026 by janineleewilson

My friend and I went for the first time and had a blast.

Capital Crescent Trail

good trail

April, 2026 by aldo_desalvo

The part in the city is pretty boring. You get a nice tunnel and an old rail bridge. The surface is paved and has a few root issues. Most of the path is shaded. 5 stars

Washington and Old Dominion Railroad Regional Park (W&OD)

Ashland to purcerville

April, 2026 by aldo_desalvo

I did an up and back 35 miles. Great paved trail and. It many people at this end. Looking forward to riding the rest. I hate dc traffic

Vesper Trail

An urban trail that is undergoing improvements

February, 2026 by funoka

This short trail is over a creek that separates Tysons office and retail developments from residential areas. There are various side trails not on this map along the creek as well. The area is dubbed “Tysons Last Forest” by neighbors who fought to preserve the area from development prior to its opening in 2019.

Metropolitan Branch Trail

nice walk

December, 2025 by tawanda_holley824

The path in some areas were easily accessible and shown however coming from takoma the signage was not very well maintained…the bike trail was on side and the signage on the opposite side. Luckily I know the area to get to the actual trail. Other than that, it was a pleasant bike trail.

Washington and Old Dominion Railroad Regional Park (W&OD)

No Comparison

November, 2025 by randy194

The Washington & Old Dominion is the best trail hands down. It is also one of the busiest trails that hosts running clubs, cycling clubs, nature walkers, neighborhood walkers, walking and biking commuters and is at its busiest before 7 am in extreme heat.

What makes this 44 mile trail so unique is the amenities that sit along side of it making it the best trail to plan an activity on with family and friends. Just pick a city that you want to visit and you can find convenience stores adjacent to the trail within walking distance as well as myriad of restaurants for all ages, ice cream parlors, grooming services, bike shops and over the past few years breweries have been added to the scenery right on the trail.

The location is prime to the cities of Northern Virginia with access to getting into Washington DC to see the monuments and Hains Point. Nothing beats the W&OD Trail!

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