Old Port Tour
Select a number on the map to view a picture and information about the site.


1. Charles Q Clapp Block
103-107 Exchange
Italianate, 1866 |
The rounded corner and deep hip roof of this building
create an effective transition from stately Federal Street to the busy
mercantile atmosphere of Exchange Street. Originally there was a twin
building on the opposite street corner. Both were covered with mastic to
simulate stone and land the buildings a more dignified appearance. The
rchitect, Charles Quincy Clapp, was self-taught. A prominent Portland
real estate speculator, he designed several houses and commercial
buildings in strikingly original versions of the current architectural
styles. |

2. Centennial Block
93-95 Exchange St.
Mansard, 1876
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The granite for the facade of the Centennial Block came
from the Spruce head quarries in Thomaston, Maine. The sandstone came
from Nova Scotia. Francis H. Fassett, the building's architect, drew a
plan for the building which indicated the shape and color of each stone to
be placed in the facade. The Thomaston quarries then chose and cut the
stone. The building's owner, Horatio N. Jose, personally supervised the
setting of the stones at the building site, where they were fit together
like the pieces of a jigsaw puzzle. This is the only Victorian building
constructed in this elaborate fashion; it is a fitting monument to the
United States Centennial. In the early twentieth century, the Mansard
roof was removed and a fourth story was added above the original cornice. |

3. Portland Savings Bank
81-89 Exchange St.
Italianate, 1866-67
(Illustrations by
Nancy Barba and Carol Lindeman) |
Built by the Portland Savings Bank after the 1866 fire,
this Victorian Italianate building was designed by prominent Boston
Architects, Levi. P. Newcomb and his son Edgar Allen Poe Newcomb.
A fire of unknown origin on December 22, 1876 destroyed the mansard roof
and top floors. A double hipped roof was constructed, and much later it
was replaced by the flat roof seen today. The ground floor front and side
windows were remodeled early in this century. However, the rear of the
building remains almost unchanged. |

4. Tommy's Park Mural
Corner of Exchange and Middle Streets
1985
(Illustrations by
Nancy Barba and Carol Lindeman) |
A recent addition to the Old Port is this dramatic trompe
l'oeil (fool-the-eye) mural, designed by local artists, Michael Lewis and
Chris Denison. The mural includes architectural elements from the 1867
Post Office building that occupied the lot across Exchange Street until it
was demolished in 1965. Eight shades of paint were used to simulate the
granite walls which took Denison and assistants 10 weeks to complete.
This mural replaces a 1976 mural by Denison which had to be destroyed due
to structural problems in the underlying wall. This impressive new"landmark" was made possible by the generous donations from Portland
residents and businesses alike and as such is a true example of "public
art." |

5. Oxford Block
183-187 Middle St.
Romanesque Revival, 1886-87 |
One of Portland's few examples of Romanesque Revival
architecture in commercial buildings, the Oxford Block was designed by
John Calvin Stevens. Stevens utilized the top floor as his office. The
rusticated first floor (with its "rough-cut" stone) and the arched
openings are typical of the Romanesque Revival features. The rich surface
texture is achieved through the use of various materials -- brick,
granite, freestone, and terracotta. The swirling terracotta panels were
designed by Stevens as well. |

6. Casco Bank Block and Banking House
193-197 Middle Street.
1867
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7. Deering, Milliken and Company Block
154-166 Middle Street
1866-1867 |
A turn-of-the-century fire destroyed the original Mansard
roof of the Milliken Building, but the original cast iron facade remained
intact across the first story. The decorative brick relief was originally
painted to resemble sandstone. |

8. Storer Brothers' Block
142-150 Middle St.
Queen Anne, 1881 |
Frances H. Fassett and John Calvin Stevens designed this
building with the richly patterned and textured surfaces associated with
the Queen Anne style. Pink freestones are used as voussoirs in the window
arches and as bands on the pilasters. Dark bricks are used for string
courses. Terracotta panels ornament the corner pilasters. The decorative
elements of the facade are also carried along both sides of the building.
The architectural style of this building contrasts with the more regular
pattern and relief of the Italianate style of the Milliken Block to the
west. |

9. Woodman Block
133-141 Middle St.
Mansard, 1867
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The Woodman, Rackleff, and Thompson Blocks were all
designed by architect George M. Harding, who worked in Portland from the
late 1850's to the early 1870's. The three buildings comprise the most
elaborate and well-preserved grouping of Mansard-style buildings in the
state. The intricate cast iron first story storefronts were made at the
nearby Portland Company. The Woodman Block was one of the first
commercial buildings to be completed after the Great Fire of 1866. Its
straight-sided and semi-circular sandstone window arches are connected by
sandstone string courses. The slate Mansard roof is raised to form towers
at the corners. Harding "signed" this building at the base of the left
corner pilaster on Middle Street. |

10. Rackleff Block
129-131 Middle St.
Italianate, 1867
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The cast iron first story and the window arches on the
second and third stories are identical to Harding's Woodman Block. The
vertical groupings of the windows, however, are different, emphasizing the
corner bay with its double windows. The rounded corner by Church Street
forms a transition to the Thompson Block. With its flat roof instead of
Mansard, the Rackleff Block is distinguished by the Italianate elements of
its façade: the brackets and arches connected by string courses. |

11. Thompson Block
117-125 Middle Street
Mansard, 1868 |
The motif of an oak tree, symbolizing strength, is employed
for the ornamentation of the Thompson Block. Oak leaves and acorns adorn
the alternating rustication blocks, the keystones over the windows and the
triangular panels under the wall dormers. The freestone trim is unpainted
and its natural color complements the red brick. Cast iron columns are
used on the first story facade as in the Woodman and Rackleff Blocks, but
the decorations above the windows between the columns is of wood here.
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12. First National Bank Block
57 Exchange Street
Queen Anne, 1883-84 |
The First National Bank exhibits the key features of the
Queen Anne commercial style: the corner tower, the asymmetrical facade,
tall chimneys, and rich surface texture. Blocks and carved pieces of
sandstone, rosy terracotta panels with swirling designs, and raised bands
of brick are used to form the horizontal stringcourses which balance the
vertically grouped windows. Henry Van Brunt and Frank Howe of Boston were
the architects. |

13. Preble Heirs Block II
41-49 Exchange Street
Mansard, 1866-67 |
The wooden dormer windows, with their bold semi-circular
caps, make this building stand out from the neighboring structures. Iron
beams with decorative studs form a cornice above the first story shop
fronts and support the long flat brick facade. Brick window arches and
pilasters, dividing the building into three sections, provide minimal
decoration. |

14. Widgery Block
38-40 Exchange Street
Italianate, 1871 |
The Thomas family, prominent throughout the development of
Portland, built this commercial block. The semi-circular pediment above
the corner of the block emphasizes this building by punctuation the
otherwise flat roof lines on this side of the street. The storefronts of
the Widgery Block are original. |

15. Merchants Bank Block
34 Exchange Street
Italianate, 1866-67 |
Matthew Stead designed this building for the Merchants
Bank. The Bank lost its first building in the 1866 fire, despite a
guarantee that its brick and iron construction was "fireproof." The first
story facade of this later building, with its arched recessed entrances
and three-part treatment of the center bay, makes this building more
impressive than the other commercial structures in this row. |

16. Ocean Insurance Co.,
Proctor Block
15-17 Exchange Street
Colonial Revival, 1866-1867 |
Without historic photographic documentation, one must
conjecture the original appearance of the Ocean Insurance Company Block,
for the present building -- remained the Proctor Block -- virtually
replaced the earlier three story Mansard roofed structure destroyed by
fire in 1898. The Mary L. Deering Block next door was also destroyed in
this fire and was similarly rebuilt with a flat roof and bay windows.
The ground floor appears to date from the 1866-67 building. Its design
is fairly typical for Italianate commercial structures. The two shop
fronts have central recessed entries and are flanked by display windows on
low wood bulkheads; the left half (#17) has multi-paned sash.
A double banded granite lower cornice separates the shop fronts from the
upper stories which are certainly a product of 1898. Francis H. Fassett,
architect for the remodeling, opted for an added floor with a flat,
greatly exaggerated, overhanging wood roof on paired brackets in lieu of
the former mansard roof. Instead of windows with hoods, maximum light is
drawn into the three upper stories by broad tripartite bay windows on each
half of the building. They have 1/1 sash and applied swags and wreaths,
both motifs favored by Colonial Revival sensibilities. The brick wall
surface , though dominated by these colossal bay windows, is enlivened
though the use of an overhanging grid pattern which recesses each bay from
the corners and divides the building into two halves while also
emphasizing, through a projecting stringcourse, the upper added story.
In the cross formed by this intersecting raised brick pattern is a stone
medallion with the building's name and reconstruction date in relief. |

17. Mary L. Deering Block
9-13 Exchange Street
1866-67, Italianate
1889, Colonial Revival |
Deering family members have been leading Portland citizens
for many generations. The magnificent Deering Oaks Park and Deering
Street are part of the legacy which the Deerings have left. A remodeling
after a fire in 1898 added design elements of the Colonial Revival style
to this otherwise plain Italianate structure. These features are seen in
the center bay with its Palladian window on the fourth story and windows
framed by classical columns. |

18. Thomas Chadwick and William Duran Block
384-392 Fore Street
Greek Revival, 1854 |
Pre-dating the fire of 1866, this building is a fine
example of the heavy, "blocky" Greek Revival style. The wide, flat window
lintels and sills (granite and freestone), and the continuous granite
lintel above the first story are typical of this style. On the side of
the building, the wide raised brick cornice and triangular pediment are
noteworthy. |

19. Seaman's Club
373-375 Fore Street
Gothic Revival, 1866 |
Designed and built by Charles Quincy Clapp shortly after
the 1866 fire, this building is noted for its pair of dominant Gothic
windows. Three circular medallions, carved in wood, are found within the
brick arch surrounding each. |

20. Mariner's Church
366-376 Fore Street
Federal and Greek Revival, 1828 |
The first floor shops of this building were originally
rented to finance the activities of the Mariner's Church, which occupied
the third floor. After serving for several years as a warehouse, the
building is in use once again for shops and businesses, though the Church
has long since departed. The combination of Federal and Greek Revival
architectural styles has created an unusual facade. The overall shape of
the building and its windows are Greek Revival. But the delicate cornice
outlining the pediment and the fan window are Federal style elements. |

21. The State of Maine Armory
20 Milk Street
Romanesque Revival, 1895 |
Designed by Frederick A. Thompson and built by the State of
Maine, this structure once housed several National Guard units. Its
design was intended to resemble a fortress. The rusticated granite blocks
used for the trim lend the Armory its visual strength. The corner turrets
and the brick dentils of the cornice also suggest military fortifications. |
22. Boothby Square
Fore Street
1902 |
This park was given to the city by Colonel Frederick E.
Boothby in 1902. Born in Norway, Maine, Boothby became the General
Passenger Agent for the Maine Central Railroad. He served as president of
the Board of Trade and was mayor of Portland for three years. |

23. Samuel Butts House and Store
332-334 Fore Street
Colonial, 1792 |
This is the second oldest surviving structure on the
Portland peninsula. The roof rising close above the windows, the small
window openings, and the large central chimney are all distinguishing
features of Colonial architecture. A change in the brickwork indicates
the addition of the third story at a slightly later date. |

24. United States Custom House
312 Fore Street
Mansard, 1868-1871 |
Alfred B. Mullet, the supervising architect for the United
States Treasury Department, designed the Custom House. It was built for a
cost of $485,000. The light-colored New Hampshire granite used in the construction was meant to simulate more expensive marble. A rusticated
lower story on Commercial Street adapts the building to its sloping site.
The elaborate interior includes magnificent chandeliers, painted and
gilded ceilings, fine crafted woodwork, and marble floors and staircases.
Both inside and out, the building retains most of its original appearance. |

25. Elias Thomas Block
102-103 Commercial St.
Italianate, 1860 |
The Thomas Block is the largest mid-nineteenth century
commercial structure erected on Commercial Street. The building is
divided in eight sections, each with three windows facing the street.
Together the bays form a concave curve which fits the arc of Commercial
Street. The plain brick facade is enlivened by the bracketed cornice with
its central pediment, and by the granite windows sills and lintels. The
merchants who built the block named it for Elias Thomas who donated the
clock on the pediment. The block has been renovated for modern uses.
Accommodation of elevators and other modern services has resulted in the
redesigning of the building's entrance on Commercial Street. |
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History of the Old Port Area
Attracted by the deep, sheltered harbor, English settlers first established
themselves on the Portland peninsula in 1632. One of the nation's oldest
Atlantic seaports, Portland has had a long maritime history.
The struggling town (then called "Falmouth") was destroyed twice by the Indians
during the seventeenth century. From 1718 until the Revolution, it prospered as
a major British lumber port. However, strong support for the revolutionary cause
angered British officials. On October 18,1775, Captain Henry Mowatt bombarded
Portland from the harbor. Four hundred fourteen of the settlement's five hundred
buildings were destroyed.
After the Revolution, Portland was rebuilt and established once again as a
commercial port. Lumber was exported to the West Indies, exchanged for molasses
and manufactured into rum to be sold in markets along the Atlantic coast.
Portland prospered until the Embargo Act of 1807 closed the harbor.
Not until the 1820's did Portland recover from the economic decline brought on
by the Embargo Act and the War of 1812. A combination of new local industries,
coastal steamships, and railroads linking the city to Canada and the West
established Portland's commercial pre-eminence, causing the harbor to thrive
again. Large shipping and mercantile companies were established in Portland,
especially in the Old Port area. The area which now forms Commercial Street was
created by a landfill between 1850 and 1852. Wharves, stores and warehouses soon
lined the street, spilling over from nearby Fore Street.
Although Portland sent men and money to the Civil War, the harbor was not
affected by the war effort. However, on July 4, 1866, fire swept through the
city burning much of the business core of the city which was centered around the
port area. Parts of Fore Street and most of Middle and Exchange Streets were
destroyed by the blaze. Many businesses were lost and 10,000 people left
homeless after the fire. Recovery from the Great Fire was extraordinarily rapid.
By the early 1870's the burned area had been rebuilt in grand Victorian style,
demonstrating the city's economic resilience.
Again, Portland thrived as a major commercial center. Coastal and transatlantic
steamers used the harbor. Portland was a major railroad terminus bringing summer
tourists in droves. Quantities of lumber, grain, livestock, and other cargoes
were shipped from the port. Despite the economic changes of the twentieth
century, Portland remains the most important commercial center in Maine and a
major oil port for Canada. Because many of the buildings erected during the
eighteenth, nineteenth, and early twentieth century remain, the history and
development of the commercial area can still be seen and experienced.
With the resurgence of activity on the waterfront, the commercial growth
continues. Interest in historic preservation and urban lifestyles have led many
to undertake the recycling of some of the area's splendid buildings.
Restaurants, offices and art galleries now exist side by side with sailmakers
and chandlers. The City of Portland has dedicated itself to maintaining the area
as a "working harbor," full of the sights, sounds, and smells of the sea.
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