4.8
(21)
229
hikers
30
hikes
Family friendly hiking trails around Naval Academy in Annapolis offer a blend of coastal scenery, urban green spaces, and historic landscapes. The terrain is generally flat, making it accessible for various activity levels. Hikers can explore paths along the Severn River and Spa Creek, providing views of the waterways and coastal wetland ecosystems. The region features urban parkland and historic districts, allowing for walks that combine natural beauty with cultural immersion.
Last updated: July 8, 2026
20
hikers
4.86km
01:15
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
8
hikers
7.98km
02:03
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
Easy hike. Great for any fitness level. 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
The Maryland State House in Annapolis is the oldest U.S. legislative building still in active use for legislative purposes. Construction began in 1772 and took until 1797 to complete. Its striking feature is its large wooden dome—built entirely without nails. The U.S. Congress of the Confederation met here between 1783 and 1784. Today, the building is located on the grounds of Fort Williams Park and is managed by the State House Trust.
0
0
The Annapolis boardwalk, located at City Dock, is a historic waterfront promenade that offers great views of the Chesapeake Bay. You can watch boats navigate the harbor, dine at nearby restaurants, and attend seasonal festivals and parades that celebrate Annapolis's rich nautical heritage.
0
0
The 6th Street Bridge, also known as the Spa Creek Bridge, is a drawbridge that takes you across Spa Creek. There is a sidewalk for pedestrians to safely cross the bridge and get great views of Spa Creek.
0
0
The Kunta Kinte-Alex Haley Memorial in Annapolis, Maryland, is the only U.S. memorial that commemorates the actual name and arrival location of an enslaved African Kunta Kinte. The memorial features a bronze sculpture of author Alex Haley reading to three children of diverse backgrounds, along with a Story Wall and Compass Rose, all symbolizing the enduring strength of African heritage and the importance of family history.
0
0
Located at the U.S. Naval Academy, the Herndon Monument is a 21-foot-tall grey granite obelisk. It stands in honor of Captain William Lewis Herndon, who lost his life evacuating passengers during the SS Central America sinking on September 12, 1857. A nearby ship rescued women, children, and many men during the storm, preserving their lives.
0
0
Built in 1772, Maryland State House is the oldest state house that's still in use. It is a beautiful building, topped with the largest wooden dome in the US constructed without nails. It's a designated National Historic Landmark.
1
0
The docks are a wonderful stop on a bike trip. Historic buildings hug the water of Chesapeake Bay and boats come and go from the harbor. There are lots of eateries to refuel and shops to browse through. The docks have hosted town merchants for over 350 years.
2
0
Established on 10 October 1845, the Naval Academy is the second oldest of the five U.S. service academies, and educates officers for commissioning primarily into the United States Navy and United States Marine Corps. The campus including the Chapel, the Memorial Hall and the impressive Dahlgren Hall can be visited, e.g. by way of historical walking tours (90 mins). https://navalacademytourism.com/historical-walking-tour?hsLang=en https://en.wikipedia.org/wiki/United_States_Naval_Academy#Halls_and_principal_buildings
1
0
There are nearly 30 family-friendly hiking trails around the Naval Academy, ranging from easy strolls to slightly more moderate walks. Most of these routes are considered easy, making them suitable for families with children.
The terrain around the Naval Academy and Annapolis is generally flat, making it very accessible for families. You can expect coastal paths with scenic views of the Severn River and Spa Creek, as well as routes through urban green spaces and historic districts. These trails are well-suited for a relaxed family outing.
Yes, many of the family-friendly trails are circular, offering a convenient way to explore without retracing your steps. For example, the Annapolis City Dock – Maryland State House loop from Annapolis is an easy circular route that takes you through the city's historic heart.
Many family-friendly routes in Annapolis weave through historic areas and past notable landmarks. You can explore the historic district and see sights like the Maryland State House, the Annapolis City Dock, and the Kunta Kinte–Alex Haley Memorial. The Naval Academy grounds themselves offer many points of interest, such as the Naval Academy Chapel and Bancroft Hall, which can be explored on foot.
The Naval Academy area is highly rated by the komoot community, with an average score of 4.99 stars. Reviewers often praise the combination of scenic waterfront views, the historical charm of Annapolis, and the generally flat, accessible trails that are perfect for families. The ability to combine outdoor activity with cultural exploration is a frequently highlighted aspect.
Given the generally flat terrain and many paved or well-maintained paths, several routes are suitable for strollers. Trails that stick to urban parks, waterfront promenades, or historic district sidewalks are often the best choices for families with strollers. Always check the specific route details for surface information.
Spring and fall generally offer the most pleasant weather for family hikes around the Naval Academy, with mild temperatures and beautiful scenery. Summer can be warm and humid, so early mornings or late afternoons are preferable. Winter hikes are also possible, though you should dress warmly.
Many parks and trails in the Annapolis area are dog-friendly, provided dogs are kept on a leash. It's always a good idea to check specific park regulations before you go, but generally, you'll find plenty of options to enjoy with your canine companion. Remember to bring water for your dog and clean up after them.
Parking is available in various public garages and street parking areas throughout Annapolis, especially near the historic district and waterfront. For trails that start within the city, you may need to use paid parking. For trails slightly outside the immediate city center, smaller parking lots might be available. Always check local signage for parking restrictions and fees.
Yes, especially on routes that pass through the historic district of Annapolis or along the waterfront, you'll find numerous opportunities for restrooms and cafes. The city center offers a wide array of dining options and public facilities. For routes that venture into more natural park areas, facilities might be less frequent, so it's wise to plan accordingly.
For family hikes around the Naval Academy, we recommend bringing comfortable walking shoes, water, snacks, sunscreen, and hats, especially during warmer months. Given the coastal environment, insect repellent can also be useful. If you're exploring the historic district, a camera is a must for capturing the beautiful architecture and waterfront views.
The duration of family hikes varies depending on the route and your pace. Many easy routes, like the Commodore John Barry Monument – Annapolis City Dock loop from Annapolis, can be completed in about an hour to an hour and a half. Longer moderate routes, such as the Maryland State House – Annapolis City Dock loop from Annapolis, might take closer to two to three hours. There are options for quick strolls or longer explorations to suit your family's schedule.


Browse the best Hikes in other regions.