Deal Island, MD Dog Walking Trails and Maps

94 Reviews

Looking for the best Dog Walking trails around Deal Island?

Find the top rated dog walking trails in Deal Island, whether you're looking for an easy short dog walking trail or a long dog walking trail, you'll find what you're looking for. Click on a dog walking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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13 Results
Activities
Length
Surfaces
Type

413 Rail to Trail

4.5 mi
State: MD
Asphalt, Crushed Stone

Assateague Island Bike Path

4.9 mi
State: MD
Asphalt

Bob Trail

4.5 mi
State: DE
Boardwalk, Crushed Stone

Easton Rails-to-Trails

4.6 mi
State: MD
Asphalt

Georgetown-Lewes Trail

9.6 mi
State: DE
Asphalt

St. Michaels Nature Trail

1.3 mi
State: MD
Asphalt

Three Notch Trail

13.1 mi
State: MD
Asphalt

Chesapeake Beach Railway Trail

1.3 mi
State: MD
Boardwalk

Marshyhope Hike and Bike Trail

2.5 mi
State: MD
Asphalt, Gravel

St. Mary's River State Park

7.5 mi
State: MD
Dirt

American Holly Trail

0.7 mi
State: DE
Crushed Stone

Point Lookout Railroad Trail

1 mi
State: MD
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
The 413 Rail to Trail is located in Somerset County, Maryland. The trail will be 12 miles point-to-point when complete. The trail parallels State Route 413, which lends it its name, and is built in...
MD 4.5 mi Asphalt, Crushed Stone
Long known for its sandy beaches and wild pony herds, beautiful and remote Assateague Island has become more bike-friendly thanks to the construction of a 4.9-mile paved, multi-use trail that allows...
MD 4.9 mi Asphalt
The Bob Trail (or simply, The Bob) in Trap Pond State Park loops around the perimeter of the 90-acre Trap Pond for 4.5 miles. The trail winds through hardwood forests, crosses a scenic dam at Raccoon...
DE 4.5 mi Boardwalk, Crushed Stone
The Easton Rails-to-Trails runs between Dutchmans Lane in southern Easton, Maryland, and North Easton Park—a large sports complex for 2.5 miles. The trail opened in 1998 and has been a popular local...
MD 4.6 mi Asphalt
Overview    Currently open in segments, the Georgetown-Lewes Trail takes a its relatively flat route that runs through tree-lined countryside into the coastal town of Lewes before ending in an...
DE 9.6 mi Asphalt
The 1.3-mile St. Michaels Nature Trail skirts the western edge of the scenic town of St. Michaels, Maryland, which was built on the site of a 17th-century Anglican church that eventually lent the...
MD 1.3 mi Asphalt
Southern Maryland's Three Notch Trail is a work in progress under the guidance of St. Mary's County and other stakeholders.  About the Route Currently, two portions are open for use: In the...
MD 13.1 mi Asphalt
Between 1900 and 1935, the Chesapeake Beach Railway whisked vacationers from Washington, DC, to the grand hotels, beaches, and boardwalk of the resort town of Chesapeake Beach, Maryland. Now tourists...
MD 1.3 mi Boardwalk
The Marshyhope Creek is a 37-mile tributary of the Nanticoke River running from Delaware to Maryland. One of the towns it passes through is Federalsburg, Maryland, where a 2.5-mile multiuse greenway...
MD 2.5 mi Asphalt, Gravel
Redden State Forest, located just north of Georgetown in Sussex County, offers more than 44 miles of trails for hiking, mountain biking, birdwatching and hunting on several thousand acres. The most...
DE 4.6 mi Dirt
Nestled amongst the trees of St. Mary's River State Park, trail-goers will find an 8-mile path that loops around St. Mary's Lake, offering beautiful natural scenery and the chance to catch a glimpse...
MD 7.5 mi Dirt
Located in southern Delaware's Trap Pond State Park, the American Holly Trail provides a short and scenic alternative to some of the park's longer pathways. Trail users can start their journey from...
DE 0.7 mi Crushed Stone
The Point Lookout Railroad Trail (also called Periwinkle Point Nature Trail) follows a corridor that was cleared in the early 1800s for a planned railroad line connecting Point Lookout, Maryland, to...
MD 1 mi Dirt, Grass

Recent Trail Reviews

413 Rail to Trail

Nice trail. Parking at either end of the trail. 1 port-a-potty at the trailheads. All asphalt & level just watch for upheavals in the trail in a couple of different places.

May, 2025 by debkalnins

Nice trail. Parking at either end of the trail. 1 port-a-potty at the trailheads. All asphalt & level just watch for upheavals in the trail in a couple of different places.

Redden State Forest Headquarters Loop Trail

Free and accessible.

March, 2025 by mih28271

An amazing free resource for the lower eastern shore. Flat sand trail mostly covered with pine needles. I would not recommend this trail if your tires are less than 50mm (2 inch) wide. Minimal but effective main trail markings. Multiple unmarked side trails. Adequate parking. Pack a lunch and make a day of it. This is a state forest not a park, there are port-a-john's near the parking area.

Three Notch Trail

Three years later

September, 2024 by c8

BARN CATS STILL THERE! I couldn't believe it. Again, one was laying on the trail, just as chill as could be. An hour later, it was still there! Must have become jaded with all the attention it must get, b/c it didn't care about my presence, or the little pat I gave it, lol.
Trail is still a pleasant getaway in the country. Very little traffic on the trail on an early Saturday evening. Still in good shape. Some bumps in it now, from tree roots, but they are few and far between. Wish I could live along this trail.

Accordion

Easton Rails-to-Trails

Very lovely in-town trail!

July, 2024 by tpslucks

While the trail in town is very lovely, relatively short, it’s very clean and enough meandering through green space, I really enjoy the less known western spur more. That trail spur on the opposite side of Easton Parkway is really awesome. I love riding through the well laid curves and tree canopies. Enough trail benches and smooth pavement. Love it!

Three Notch Trail

Beautiful Country Views…

June, 2024 by allen.tinasia

I haven’t seen any recent reviews regarding this location so I wanted to write an update. I am an inline skater & enjoy new trails to try. It’s a beautiful location for the most part. Very quiet & a nice long trail with minimum elevation. It is surrounded by an Omish community, & farmlands throughout the entire route. Although it was beautiful views of the land & farms, it also had downsides. The roads were not very smooth, but still nice enough to skate on. There was animal poop all on the trail you have to avoid if you care about your wheels. It also smells like farmland. Do with that as you wish. Happy Riding!

Easton Rails-to-Trails

love the trail!

June, 2024 by tpslucks

Very nice trail. I just discovered the western spur the other day and it’s very nice. Was curious that it’s not on the trail map though.

Chesapeake Beach Railway Trail

nice easy walk with good views.

January, 2024 by 737doc

Trail requires a short walk through a parking lot to reach the boardwalk trail head. TrailLink said parking was available in the neighboring neighborhoods of richfield station and bayview hills, this is incorrect. We couldn't find any parking in richfield station and bayview hills was marked with multiple private property no trespassing signs as well as painted reserved spots for residents, and is clearly a private community not set up for trail parking. We went on the towns website and found parking as described behind kellams field adjacent to the water park. The trail is well maintained and easy to walk as there is very little elevation change. It is a nice amenity but isn't a day hike or time consuming activity, nice for a quick easy walk with some nice views. There was one loose dog someone felt they didn't need to have leashed, and some fast moving bicycle traffic that was quite close on the boardwalk section. The bicycles may or may not warn you of their impending passing so be aware.. The water views are nice and offer some good photo ops for birds.

Bob Trail

Firm trail through the wood

October, 2023 by nphillips_tl

Firm fine gravel or dirt through the woods around the pond. A small section near the dam was paved. The south side is about 8 feet wide with gradual curves. The north side is about four feet wide and winds through the trees with a couple of sharp turns. We went counterclockwise out of the campground and found that to be downhill all the way around, or felt that way. Really no hills, just a slight up on the wider path for a short distance. We had two inch tires which were fine. One inch tires would probably be fine too. It was an enjoyable ride through the woods. Stop at the lovely church restored church

Easton Rails-to-Trails

Pleasant ride on a hot afternoon

August, 2023 by fisher1_tl

We just got back from a ride. Parked at the north end of the trail, and rode to the southern end and back. Took a detour through the new John F. Ford park, which was a nice surprise. Except for a few tree root speed bumps and some hickory nuts, the paved trail was in very good condition. More than half is shaded in the afternoon. Passed a few pedestrians, but had the trail mostly to ourselves. Not a trail to go speed riding, as there are frequent gates at road crossings.

413 Rail to Trail

Great for biking

May, 2023 by sbabym

We did four miles yesterday and only saw four other bikers. Great flat path the shrubs and small trees along the path are beautiful but in some areas we had to go around because branches are growing over the path so if this isn’t maintained Mother Nature will take over and the path will be unusable and I would hate to see that happen! I don’t want to have to carry a machetes with me next time

Three Notch Trail

My new favorite trail

November, 2022 by bessetted43

Today husband and I started the 3 Notch Trail at the library in Charlotte Hall MD, on a perfect autumn day. The trail was everything we could want. Interesting scenery, well maintained asphalt trail, friendly fellow travelers. As "super seniors" (ages 75 & 81) we limited our trip to a 16 mile there and back again. Can't wait to finish that last segment, but winter approacheth, so next time, next year...

Bob Trail

Nice Fall bike trail

October, 2022 by jamvjm

This was a nice ride to do in the fall. The route mostly went thru wooded areas. It was an easy mostly level ride over a gravel path that sometimes got narrow between the trees. It was 4.5 miles starting and ending at the nature center parking lot.

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