4.6
(42)
339
hikers
42
hikes
Hikes around Orleans are characterized by coastal landscapes, freshwater ponds, and woodland paths. The region, situated on Cape Cod, offers a mix of easy walks and moderate trails, often featuring gentle terrain through state parks and national seashore areas. The routes frequently include sections along sandy shores and through swamp ecosystems.
Last updated: May 1, 2026
2
hikers
3.69km
00:59
40m
40m
Embark on the Baker Pond Loop for an easy hiking experience that takes you through diverse scenery. This pleasant route covers 2.3 miles (3.7 km) with a gentle elevation gain…
3.0
(1)
2
hikers
2.93km
00:47
30m
50m
Embark on an easy 1.8-mile (2.9 km) hike along the John Kenrick Woods Trail, a serene journey that takes about 47 minutes. You'll experience a gentle elevation gain of 91…

Sign up for free
9.74km
02:34
90m
80m
Hike the moderate 6.1 miles (9.7 km) Ober, Deer Park, and Ruth Pond Loop through woodlands and past kettle ponds in Nickerson State Park.
4.8
(4)
20
hikers
2.57km
00:39
10m
10m
Embark on the Red Maple Swamp and Fort Hill Loop, an easy 1.6-mile (2.6 km) hike that takes you through diverse landscapes. You will gain a gentle 27 feet (8…
5.0
(1)
1
hikers
14.4km
03:46
100m
100m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Extensive information about the Captain Penniman House can be found on the following website: https://www.nps.gov/caco/learn/historyculture/penniman.htm
1
0
Near Fort Hill, the trail meanders through the Red Marple Swamp wetland in a circular route, with one section on a wooden boardwalk. https://www.nps.gov/caco/planyourvisit/red-maple-swamp-trail.htm Historically, the area was a natural, low-lying swamp that supported only a few species, such as the hardy red maple. In the 20th century, the swamp was drained to control mosquitoes. Over the years, dry conditions caused the understory vegetation to thicken and prevent the growth of young red maple trees. In several pilot areas, the understory vegetation was removed to give the red maple better opportunities to grow.
1
0
Skiff Hill is the site of a 20-ton granite boulder that was used by Native Americans to sharpen tools. The boulder was moved from its original location in the marsh to the hill in 1965. The site is now underwater.
1
0
This house was built in 1868 by a famous whaler named Captain Edward Penniman. It is now a protected site that was added to the National Register of Historical Places in 1976.
0
0
Nickerson State Park is a great 1,900 acre natural area with a host of hiking, running and biking trails. It is a beautiful wooded area and there are plenty of different routes to go and explore the multitude of scenic ponds in the area. You can enter the park here on your bike but if you have a car you will have to go to the main entrance just off the Cape Cod Rail Trail (CCRT). From here you have good access to the park trails.
0
0
Covering an area of 204 acres (82.5 ha), Cliff Pond is the biggest pond in Nickerson State Park. It's a popular place to swim, boat and fish during the summer. In 1992, the largest ever recorded American eel was caught here, weighing 8 pounds. Named after the surrounding cliffs, the pond is full of life, with trout, perch, bass and killifish. Fish stocks are replenished in spring and summer.
1
0
This house was built in 1868 by a famous whaler named Captain Edward Penniman. It is now a protected site that was added to the National Register of Historical Places in 1976.
0
0
Covering an area of 204 acres (82.5 ha), Cliff Pond is the biggest pond in Nickerson State Park. It's a popular place to swim, boat and fish during the summer. In 1992, the largest ever recorded American eel was caught here, weighing 8 pounds. Named after the surrounding cliffs, the pond is full of life, with trout, perch, bass and killifish. Fish stocks are replenished in spring and summer.
0
0
Yes, the area is very welcoming for beginners. The majority of trails around Orleans are rated as easy, featuring gentle terrain through parks and along ponds. A great example of an accessible route is the Flax Pond loop from Orleans, which is a short and relatively flat walk.
Hiking around Orleans is characterized by coastal landscapes. You can expect to encounter woodland paths, trails alongside freshwater ponds, and sections that cross sandy shores or boardwalks through swamp ecosystems. Most routes have minimal elevation gain.
Absolutely. The region's gentle terrain makes it ideal for family outings. Many trails, like the popular Cliff Pond loop from Nickerson State Park, are perfect for a family walk, offering beautiful pond views without being too strenuous.
Many trails in the area are dog-friendly, but rules can vary, especially within state parks and national seashore areas. For example, Kent's Point is known to be a popular spot for dog walkers. Always check the specific regulations for the trail you plan to hike and keep your dog on a leash where required.
The trails are highly regarded by the komoot community, earning an average rating of 4.8 stars. Hikers frequently praise the beautiful scenery around the freshwater ponds and the well-maintained paths through the woodlands of Nickerson State Park.
Yes, for those seeking a longer challenge, there are moderate trails that offer more distance. The Nickerson State Park Long Trail is a great option, providing an extended exploration of the park's diverse landscapes over nearly 9 miles.
The region offers some unique ecosystems. For a memorable experience, you can explore a coastal swamp habitat on the Skiff Hill loop via Red Maple Swamp Trail. This short hike features a boardwalk that takes you through a beautiful and distinct red maple swamp.
You'll find a good selection of routes, with over 30 hiking trails available in the area. These range from short, easy walks to more moderate, longer treks, ensuring there's a trail for every type of hiker.
For a day hike, comfortable walking shoes are a must. It's also wise to bring water, snacks, and sun protection, as some trails can be exposed. Since many routes are near water or swampy areas, insect repellent is highly recommended, especially during warmer months.
Yes, many of the most popular hikes in the area are loop trails, which allow you to enjoy a continuous journey without backtracking. The trails around the ponds in Nickerson State Park, for instance, are almost all circular routes.
Many of the best-loved hikes are concentrated within Nickerson State Park, which features numerous trails around its freshwater ponds. The Cape Cod National Seashore also offers excellent walking paths. For a different experience, Kent's Point is a well-regarded local spot known for its easy, flat trails and dog-friendly atmosphere.


Browse the best Hikes in other regions.