The Ranking

Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.

#1. Green "Perimeter" Trail

Green "Perimeter" Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #1. Expect asphalt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Green "Perimeter" Trail trail page →Map, elevation profile, current weather, and OSM source.

#2. Green "Perimeter" Trail

Green "Perimeter" Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #2. Expect asphalt surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Green "Perimeter" Trail trail page →Map, elevation profile, current weather, and OSM source.

#3. Green "Perimeter" Trail

Green "Perimeter" Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #3. Expect asphalt surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Green "Perimeter" Trail trail page →Map, elevation profile, current weather, and OSM source.

#4. Green "Perimeter" Trail

Green "Perimeter" Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #4. Expect asphalt surface on a forgiving grade. Compared to similar trails in Delaware, this route trades difficulty for either solitude or scenery — sometimes both. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Green "Perimeter" Trail trail page →Map, elevation profile, current weather, and OSM source.

#5. Green "Perimeter" Trail

Green "Perimeter" Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #5. Expect asphalt surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Green "Perimeter" Trail trail page →Map, elevation profile, current weather, and OSM source.

#6. Red Trail

Red Trail near Wenonah in Gloucester County is one of the better-tagged dog-friendly hikes in Delaware, landing at #6. Expect asphalt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Red Trail trail page →Map, elevation profile, current weather, and OSM source.

#7. Tat Starr Trail

Tat Starr Trail near Newport in Cumberland County is one of the better-tagged dog-friendly hikes in Delaware, landing at #7. Expect ground surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tat Starr Trail trail page →Map, elevation profile, current weather, and OSM source.

#8. Tat Starr Trail

Tat Starr Trail near Newport in Cumberland County is one of the better-tagged dog-friendly hikes in Delaware, landing at #8. Tagged easy in OpenStreetMap. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tat Starr Trail trail page →Map, elevation profile, current weather, and OSM source.

#9. Tat Starr Trail

Tat Starr Trail near Newport in Cumberland County is one of the better-tagged dog-friendly hikes in Delaware, landing at #9. Expect ground surface on a forgiving grade. Compared to similar trails in Delaware, this route trades difficulty for either solitude or scenery — sometimes both. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tat Starr Trail trail page →Map, elevation profile, current weather, and OSM source.

#10. Tat Starr Trail

Tat Starr Trail near Newport in Cumberland County is one of the better-tagged dog-friendly hikes in Delaware, landing at #10. Expect wood surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Tat Starr Trail trail page →Map, elevation profile, current weather, and OSM source.

Planning your Delaware trip

A few pieces of context are worth keeping in mind specifically for Delaware. Spring and fall are ideal; summer brings humidity and biting flies in the marshes; winter is mild but bare. Ticks and chiggers are abundant in coastal scrub; deer ticks carry Lyme.

Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.

If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.

More Delaware hiking guides

If you found this useful, the rest of our Delaware coverage continues below.