Middletown, DE Snowmobiling Trails and Maps

1004 Reviews

Looking for the best Snowmobiling trails around Middletown?

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

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Kent Island South Trail

5.8 mi
State: MD
Asphalt
Trail Image Trail Name States Length Surface Rating
The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel...
MD 5.8 mi Asphalt

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Trails by activity

Kent Island South Trail

MD - 5.8 miles

The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel...

Kent Island South Trail

MD - 5.8 miles

The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel...

Kent Island South Trail

MD - 5.8 miles

The Kent Island South Trail is one of two popular recreational trails (along with the Cross Island Trail) on Maryland's Kent Island, the largest island in the Chesapeake Bay. The trail runs parallel...

Recent Trail Reviews

Torrey C. Brown Rail Trail

Only biked the Northern End - PA state line into Maryland just terrible condition

February, 2021 by captinbandwagon

Biked the northern end from PA state line into Maryland a few miles. The trail condition is all dirt, with ruts and bumps and is just in absolute deplorable condition. Buy some gravel Maryland and smooth the trail surface out. The trail has quite a grade and is all downhill from PA into Maryland and could be quite nice if the surface were improved.

Northern Delaware Greenway Trail

Very steep - like a mountain face from Blue Ball Barn to Brandywine Creek

February, 2021 by captinbandwagon

Started at Blue Ball Barn and rode to Brandywine Creek, its the steepest paved trail I have ever been on with wicked swichbacks and places you had to get off thb bike going downhill. Very thick woods and quiet for an urban area. If I did that section again it would be without bikes.

Cooper River Park

love it

January, 2021 by central.roommom

3.6 miles. Bathroom is a huge plus.

Accordion

Cobbs Creek Trail

sketchy

January, 2021 by central.roommom

Lots of trash. Not a good neighborhood

Jack A. Markell Trail

great walk

January, 2021 by central.roommom

Walked today-8.3 miles total. Loved it. Will be bank.

Schuylkill River Trail

Awesome

January, 2021 by chandlerlehman03

Awesome trail! Well maintained.

MA & PA Heritage Trail

Weekends are crowded!

January, 2021 by ameliawiyy98

If you are riding a bike the hills are tremendous for beginners or if you are looking for a casual ride. Trails are crowded so don’t go fast. Most people are maskless even in large groups. Go early. I have only done bottom half but will go back and include the Brewery as a stop!

Enola Low Grade Trail

Cold and Windy but fun

January, 2021 by sandymo

Great 29 mile out and back from Route 372 trailhead. Introduced a friend to the trail. Sorely need a big sign for the trailhead and an actual address. Still, it was a great day to be out, nice and sunny. Nice frozen trail on the way out and a little softer on the return. There were a few rock climbers along the river. I thought both bridges were being repaired but the first one didn’t appear to started yet. The trail has so much potential. I can’t wait for the bridges to be repaired. Highly recommend the trail even if it’s a little bumpy high now.

Chester Valley Trail

little loud

January, 2021 by cassini56

Started at the North Gulf road. Nice trail. Little loud since your close to the interstate. My recommendation would be to drive further down (3-4 miles in the trail, around Penn medicine) and it’s getting quieter. Overall nice trail to bike and be out of the house.

Chester Creek Trail

great trail

December, 2020 by clintoncw_ww

Great trail parking a little hard if you come at a busy time

Chester Valley Trail

Great trail in great shape

December, 2020 by richardsj1

Flat and paved is always a welcome reprieve from crushed stone or otherwise. The drawbacks (frequent road crossings and occasional visual proximity to rte 202) are easily outweighed by the quality of the trail. Signage makes the trail easy to follow, and the quarter mile markers are an improvement over the usual half mile markers. The crossings are well designed to keep cyclists and pedestrians safe.

Cross Island Trail

Fantastic

December, 2020 by ameliawiyy98

What a great trail. Lots of places to stop for lunch too. I will be back.

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