The Best Hikes In Maryland for a Relaxing Walk

If you love walking and hiking but would rather not tackle treacherous trails, explore these easy and enjoyable excursions instead. Spend some quality time with your partner on the trail, relax, and talk without having to worry about huffing and puffing on a more difficult trek. Take in all the beauty of the Eastern Shore in Tuckahoe State Park just a 35 minute drive away from our Chestertown, Maryland bed and breakfast, and Eastern Neck National Wildlife Refuge, just a 25 minute drive away. We’ve created a list of the best hikes in Maryland in these nearby parks, in order of their overall reviews. Scroll down for details…


Top Trails in Tuckahoe State Park

Foot bridge on one of the best hikes in Maryland
#1 – Pee Wee Trail
  • Difficulty Level: Easy
  • Length: 3.6 mi
  • Estimated Time: 1 hour 32 minutes
  • Lake / River Access: No
  • Dogs Allowed: No

This is a moderately trafficked out and back trail located near Queen Anne, Maryland that offers river access and is good for all skill levels. The trail is primarily used for hiking, running, nature trips, and horseback riding.


#2 – Pee Wee’s and Tuckahoe Valley Loop Trail
  • Difficulty Level: Easy
  • Length: 9.2 mi
  • Estimated Time: 3 hours 56 minutes
  • Lake / River Access: No
  • Dogs Allowed: Yes

This is a loop trail located near Ridgely, Maryland that features a great forest setting and is good for all skill levels. The trail offers a number of activity options and is accessible year-round.


#3 – Adkins Arboretum Loop
  • Difficulty Level: Easy
  • Length: 1.9 mi
  • Estimated Time: 48 minutes
  • Lake / River Access: No
  • Dogs Allowed: Yes

This is a lightly trafficked loop trail located near Ridgely, Maryland that offers views of beautiful wild flowers and is good for all skill levels. The trail is primarily used for hiking, walking, nature trips, and bird watching.


#4 – Tuckahoe Lake Trail
  • Difficulty Level: Easy
  • Length: 1.4 mi
  • Estimated Time: 36 minutes
  • Lake / River Access: Yes
  • Dogs Allowed: Yes

This is an out and back trail located near Ridgely, Maryland that offers lake access and is good for all skill levels. The trail is primarily used for hiking, walking, and running.


Top Trails in Eastern Neck National Wildlife Refuge

Boardwalk over a marsh on a Maryland hiking trail
#1 – Duck Inn Trail
  • Difficulty Level: Easy
  • Length: 1.0 mi
  • Estimated Time: 24 minutes
  • Beach Access: Yes
  • Dogs Allowed: Yes

This is an out and back trail located near Rock Hall, Maryland that offers the chance to see the local wildlife, and is good for all skill levels. The trail is primarily used for hiking, walking, and birding and is accessible year-round.


#2 – Butterfly Trail
  • Difficulty Level: Easy
  • Length: 0.4 mi
  • Estimated Time: 10 minutes
  • Beach Access: No
  • Dogs Allowed: Yes

This is a lightly trafficked loop trail located near Rock Hall, Maryland that offers a view of beautiful wild flowers and is good for all skill levels. There are a number of activity options available. This trail is best from April until October.


#3 – Tubby Cove Boardwalk Trail
  • Difficulty Level: Easy
  • Length: 0.3 mi
  • Estimated Time: 7 minutes
  • Beach Access: No
  • Dogs Allowed: Yes

This is a moderately trafficked, out and back trail located near Rock Hall, Maryland that surrounds you with beautiful wild flowers and is good for all skill levels. This trail is perfect for hiking, walking, nature trips, and birding, and is best from April until September.


#4 – Eastern Neck Boxes Point Trail
  • Difficulty Level: Easy
  • Length: 1.1 mi
  • Estimated Time: 27 minutes
  • Beach Access: Yes
  • Dogs Allowed: Yes

This is a well maintained, moderately trafficked out and back trail located near Rock Hall, Maryland that offers the chance to see wildlife, amazing water views and even a small beach. This trail is good for all skill levels, offers a number of activity options and is accessible year-round.


Rest & Recharge

Camelia Cottage bedroom with breakfast
Pair your hiking adventure with our Picnic Package for an even more fun day on the trails! After a day of discovering the natural wonders of the Eastern Shore, rest and relax in one of our charming and luxurious rooms, suites, and cottages. In the morning, recharge with the best breakfast on the Eastern Shore of Maryland. And if your four-legged friend is a fan of hiking too, bring them along! Our cottages at the inn are pet-friendly and ready for your faithful companion! Book your trail trekking and tail wagging getaway and enjoy the best hikes in Maryland today.


Book Now