City Orientation Walk, Annapolis

In addition to the historic houses of Annapolis, the city is home to more great pieces of culture and history, such as the First Presbyterian Church and St. Mary's Parish, the fabulous Kunta Kinte-Alex Haley Memorial in the City Dock, etc. You will also be able to take a walk to the Eastport neighborhood to see the Maritime Museum and get familiar with the boating community of Annapolis.
You can follow this self-guided walking tour to explore the attractions listed below. How it works: download the app "GPSmyCity: Walks in 1K+ Cities" from iTunes App Store or Google Play to your mobile phone or tablet. The app turns your mobile device into a personal tour guide and its built-in GPS navigation functions guide you from one tour stop to next. The app works offline, so no data plan is needed when traveling abroad.

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City Orientation Walk Map

Guide Name: City Orientation Walk
Guide Location: USA » Annapolis (See other walking tours in Annapolis)
Guide Type: Self-guided Walking Tour (Sightseeing)
# of Attractions: 19
Tour Duration: 3 hour(s)
Travel Distance: 5.1 km
Author: Caroline
Kunta Kinte - Alex Haley Memorial

1) Kunta Kinte - Alex Haley Memorial (must see)

Located at the City Dock, the Kunta Kinte-Alex Haley Memorial is the only memorial in the country honoring the real name and place of arrival of an enslaved African. The Memorial consists of three parts: the Alex Haley sculpture group, the Compass Rose and the Story Wall. The Alex Haley sculpture group depicts Alex Haley sitting in front of three children of different ethnic backgrounds. The Compass Rose made of granite and bronze, points to the true north. The third piece, the Story Wall is...   view more
Ego Alley

2) Ego Alley (must see)

Ego Alley (Annapolis City Dock), is a scenic marina on the Annapolis waterfront, good for walking, shopping, dining, and ship-watching. You can regularly see Naval Academy midshipmen here in uniform on the weekend, coming down to relax and with visiting friends. On the weekends, you can also expect to hear various free musical performances from locals such as the band Little...   view more
Sight description based on wikipedia
Middleton Tavern

3) Middleton Tavern

Established in 1750, the Middleton Tavern is a historic place which served as the meeting site of many historic personalities. It is also a tavern where Annapolis specialty foods such as crab cakes, rockfish, oysters, and clams can be served. Located in an 18th-century Georgian building, the Middleton Tavern is not only a place to drink and eat; it also hosts some great live music events. You can listen to live acoustic blues, piano, jazz and anything else to make you feel great. Daily hours are...   view more
Annapolis Park Historic District

4) Annapolis Park Historic District (must see)

The Annapolis Park Historic District was listed on the National Register of Historic Places in 2006. Annapolis Park contains 354 houses situated along a series of curved streets. The houses are ranch houses, primarily with brick exteriors, and all constructed in 1953-57. A thriving community theater scene, including two venues, is based in the historic...   view more
Sight description based on wikipedia
William Paca House

5) William Paca House (must see)

The William Paca House is a historic landmark in Annapolis. The house was constructed in 1765, with its architecture designed by William Paca himself. The Paca House and Garden were built in Georgian style and consist of five brickwork parts. These are the central 2 1/2-storey blocks on a higher platform, the latter being flanked by symmetrical 1 1/2-storey end pavilions. The parts are connected by 1 1/2-storey hyphens. The building's beautiful interior boasts original woodwork and other...   view more
Naval Academy Chapel

6) Naval Academy Chapel (must see)

The United States Naval Academy Chapel is one of two houses of worship on the grounds of the Navy's service academy. Protestant and Catholic services are held there. The Naval Academy Chapel is a focal point of the Academy and the city of Annapolis. The chapel is an important feature which led to the Academy being designated a National Historic Landmark in 1961.

The Naval Academy Chapel was designed by Ernest Flagg. In 1940, the Chapel underwent remodeling which doubled the seating...   view more
Sight description based on wikipedia
Bancroft Hall

7) Bancroft Hall (must see)

Bancroft Hall at the United States Naval Academy is the largest single dormitory in the world. Bancroft Hall, named after former Secretary of the Navy George Bancroft, is home for the entire brigade of 4,000 midshipmen, and contains some 1,700 rooms, 4.8 miles of corridors, and 33 acres of floor space.

All the basic facilities that midshipmen need for daily living are found in the hall.

Bancroft Hall was designed by Beaux-Arts architect Ernest Flagg and its central rotunda and first two...   view more
Sight description based on wikipedia
Naval Academy Museum

8) Naval Academy Museum (must see)

The United States Naval Academy Museum is the Annapolis maritime museum, located in Preble Hall. The museum was founded in 1845 and occupies about 12,000 square feet. It consists of four galleries, its collections depicting American naval history. There are thousands of 2D and 3D artworks such as uniforms, weapons, books, flags and photographs. The most popular collections are the Naval Academy Art Collection with its 1200 paintings, The Rogers Ship Model Collection and the Malcolm Storer Naval...   view more
Hammond-Harwood House

9) Hammond-Harwood House (must see)

The Hammond-Harwood House is one of the premier colonial houses remaining in America from the British colonial period (1607–1776). It is the only existing work of colonial academic architecture that was principally designed from a plate in Andrea Palladio’s I Quattro Libri dell’Architettura.

The house was designed by the architect William Buckland in 1773-74. The house ranks architecturally with many of the great mansions built in the late Colonial period; however, it is the only house...   view more
Sight description based on wikipedia
Maryland State House

10) Maryland State House (must see)

The Maryland State House is located in Annapolis and is the oldest state capitol in continuous legislative use, dating to 1772. It houses the Maryland General Assembly and offices of the Governor and Lieutenant Governor. The capitol has the distinction of being topped by the largest wooden dome in the United States constructed without nails. The current building, which was designated a National Historic Landmark in 1960 is the third statehouse on its site. The building is administered by the...   view more
Sight description based on wikipedia
Government House

11) Government House

Also located at State Circle, the Government House is the residence of Maryland's Governor. The house was constructed in 1870 according to the design of Baltimore architect R. Snowden Andrews. Originally built as a representative of the Victorian mansion wave, today it is a Georgian-style country house. The Government House features seven public rooms, Entrance Hall, Reception Room, Victorian Library, Parlor, Conservatory, State Dining Room and Drawing Room, all these preserving important...   view more
Annapolis Post Office

12) Annapolis Post Office

The Annapolis Post Office is an outstanding 2 1/2-storey building laid in English bond brick. Built in 1901, it features Georgian Revival architecture represented by the traditional three-parts facade with a three-bay central section. There are also impressive elements such as a classical stone cornice, a neo-Palladian doorway and windows, the balustrade and the Wren style cupola, Venetian windows etc. The building's impressive interior features mainly woodwork, especially oak...   view more
St. Anne's Church

13) St. Anne's Church (must see)

St. Anne's Episcopal Church is a historic Episcopal church located in Church Circle. The first church in Annapolis, it was founded in 1692 to serve as the parish church for the newly created Middle Neck Parish, one of the original 30 Anglican parishes in the Province of Maryland.

Since St. Anne's was often referred to by writers of the time as a "barn" rather than a "proper place of worship", many locals asked the government for a new church in 1775. Their wish...   view more
Sight description based on wikipedia
Banneker-Douglass Museum

14) Banneker-Douglass Museum (must see)

The Banneker-Douglass Museum is a museum that preserves African American heritage. The museum is located in the Mt. Moriah African Methodist Episcopal Church, built in 1875 in Gothic style. The museum displays contributions of Benjamin Banneker, Kunta Kinte, Harriet Tubman, Matthew Henson, James Pennington, Frederick Douglass and Thurgood Marshall. There are also exhibitions depicting African American life and art, and covering issues of slavery and change in the education system in the US. As...   view more
Maryland Inn

15) Maryland Inn

One of the main charms of Annapolis historic inns is the Maryland Inn. Built in 1720, Maryland Inn features an imposing design determined by its semi-octagonal shape and its red brick laid in Flemish bond. The building is 3 1/2 storeys of imposing brickwork landmark, with its floor levels emphasized by belt courses. Maryland Inn has operated continuously since the 18th century and is today considered a significant piece of Annapolis history and...   view more
Old City Hall and Engine House

16) Old City Hall and Engine House

The Old City Hall and Engine House form a small historic municipal building located on Main Street. The two-and-a-half-storey building composed of three brick bays was constructed between 1821 and 1822. The structure is popular as it is the first building constructed as a part of the municipality. The "Engine House" is named after the presence of a fire station on the first floor, having selected the above meeting room for town council. In 1868 the building was sold for commercial...   view more
Main Street

17) Main Street (must see)

Main Street is as assortment of everything that Annapolis has to offer, and a great point to start a day in town. Nightlife, dining, art, and shopping take center stage on Main Street. Tucked away on this historic street are dozens of restaurants, shops, bars and art galleries, offering shoppers plenty of options to choose from no matter what you’re looking for. Visitors will also find a handful of cafés, ice cream parlors, a bookstore, and souvenir...   view more
First Baptist Church of Eastport

18) First Baptist Church of Eastport

Located in the Eastport district, Annapolis' community center of boating, the First Baptist Church of Eastport is a relatively small church, but extraordinary, lovely and romantic. The church features architecture which is typical of New England, except for the cream-colored building and its dark brown roof, combined with the tower and the front arched window. The First Baptist Church of Eastport is the most prominent landmark in the Eastport area of...   view more
Annapolis Maritime Museum

19) Annapolis Maritime Museum (must see)

The Annapolis Maritime Museum is a museum in the Eastport neighborhood of Annapolis, preserving maritime heritage of the Annapolis area as well as Chesapeke Bay. The museum is located in the 7000 square foot McNasby Oyster Company building and the 600 square foot Barge House. It hosts permanent as well as temporary exhibitions. The museum provides rare access to the waters of Chesapeake Bay, with a great beach where canoes can be launched.

Operation Hours: Thursday - Sunday: 12 pm - 4...   view more

Walking Tours in Annapolis, Maryland

Create Your Own Walk in Annapolis

Create Your Own Walk in Annapolis

Creating your own self-guided walk in Annapolis is easy and fun. Choose the city attractions that you want to see and a walk route map will be created just for you. You can even set your hotel as the start point of the walk.
Art Galleries Walking Tour in Annapolis

Art Galleries Walking Tour in Annapolis

Annapolis is not only the sailing capital of the United States, it is also a place where art has a significant value. As a result, the city has a large variety of art galleries, concentrating on any type of art from painting to sculpture and from photographs to jewelry. You will also have the possibility to enjoy the local artists of Annapolis and the local bay beauty depicted in the Marine Art Gallery.

Tour Duration: 1 hour(s)
Travel Distance: 2.0 km
Shopping Tour in Annapolis

Shopping Tour in Annapolis

As Annapolis has a rich history and culture, the city is bursting with amazing stores offering primarily handmade art. Annapolis is a place where you cannot feel the difference between a gallery and a shop, because of the love and beauty with which these are nurtured. There are also great shops that sell interesting stuff like NAVY apparel or the world's most famous comics like Batman. Experience the Annapolis shopping scene.

Tour Duration: 1 hour(s)
Travel Distance: 0.7 km
Annapolis Historic Houses Tour

Annapolis Historic Houses Tour

Annapolis is an attractive city and its landmarks bustle with five parts red brick mansions, all of them under 2 1/2-storeys. You will also find splendid mansion interiors with accents on woodwork or other elements of the prevailing Georgian style. Take a walk through the great tale of little historic houses in Annapolis.

Tour Duration: 2 hour(s)
Travel Distance: 1.8 km
Best Pubs and Taverns in Annapolis

Best Pubs and Taverns in Annapolis

As Annapolis is the sailing capital of Maryland, the city enjoys numerous exciting places offering great beer and seafood till late at night. There are pubs, saloons and bars, the majority of them hosting live music nights, as well as different contests. This guide will introduce you to the nightlife in Annapolis, and will also allow you to try its specialty seafood and drinks.

Tour Duration: 1 hour(s)
Travel Distance: 1.2 km
Annapolis Downtown Walking Tour

Annapolis Downtown Walking Tour

The core of Annapolis is home to the city's greatest sights. All these structures laid in brick form the architectural scene in Annapolis. Maryland Statehouse, St. Anne's Church, the famous Maryland Inn and others will make you experience history and culture in Annapolis. Join the tour to see the city's beautiful downtown area.

Tour Duration: 1 hour(s)
Travel Distance: 0.7 km
Naval Academy Campus Walking Tour

Naval Academy Campus Walking Tour

Established in 1845 under George Bancroft, the US Naval Academy is Annapolis' most prominent complex, situated right at the confluence of Severn River and Chesapeake Bay. The Academy's campus has on its territory some of the most beautiful structures in the city. Following this guide, you will find a variety of attractions, including the museum, outstanding buildings, some monuments, the observatory and the cemetery of the Naval Academy.

Tour Duration: 2 hour(s)
Travel Distance: 3.1 km