This is a list which includes a photographic gallery, of historic structures in Holbrook, a city in Navajo County, Arizona, United States. Some of the structures of historical significance are listed in the National Register of Historic Places. Other structures, which are located on the historic Route 66 are eligible to be listed in National Register of Historic Places in accordance to the "Route 66 in Arizona Survey Report". Holbrook was founded in 1881, and incorporated in 1917.
 The first known inhabitants of the Holbrook area were the Pre-Columbian Puebloans and Anasazi. The Agate House built by the Puebloans, made out of petrified wood in the Petrified Forest, serves as evidence that they inhabited that area approximately from the year 900 to 1200 AD. The Anasazi pueblo village compound in the forest was inhabited from 1250 to 1350 AD. It contains over 100 rooms and kivas. The area was later inhabited by the Hopi, Navajos and Apaches. The Navajos and Apaches often fought each other and against the Puebloans.
 The first Europeans to arrive in the area were the Spanish conquistadores. Captain Don Garcia de Cardenas and his party arrived in Arizona, which at the time was part of "New Mexico", in 1540. Francisco Vázquez de Coronado searched for the Seven Cities of Cibola and camped some sixty miles east of what was to become Holbrook. Coronado sent an expedition west to find the Colorado River, and they crossed the Little Colorado River some twenty-five miles east of the future Holbrook site and found a colorful area which they named "El Desierto Pintada" (The Painted Desert). The expedition was then led by the Hopis to the Grand Canyon. The area became part of Mexico when Mexico gained its independence from Spain.
 The United States fought against Mexico in what is known as the Mexican–American War. The war ended officially when the 1848 Treaty of Guadalupe Hidalgo was signed and forced onto the remnant Mexican government. It specified its major consequence, the Mexican Cession of the northern territories of Alta California and Santa Fe de Nuevo México to the United States.
 From 1851 to 1857 the U.S. Army sent three expeditions along the 35th parallel. the company led by Lt.Edward Fitzgerald Beale built a ten foot wide wagon road known as Beale's Wagon Road. The area was known as Navajo Springs, after a spring a dozen miles northeast of Holbrook. Soon afterwards a store and saloon were established at the confluence of the Rio Puerco and Little Colorado Rivers two miles east of what was to become Holbrook, and the area became known as the Horsehead Crossing. The wagon road that Lt. Beale built became a popular immigrant trail during the 1860s and 1870s, and it was this survey which marked out for the first time a practicable highway along the 35th parallel that has been used from that day on.
 Among the migrants who moved westward through Beale's Wagon Road were members of the Mormon religion who in 1876 founded Joseph City. The Atlantic and Pacific railroad began their expansion westward under the supervision of Henry Randolph Holbrook, the railroad chief engineer. The railroad workers set up a camp a mile from Joseph City (at the time the city was called St. Joseph City). Later, they established a temporary railroad station at Horsehead Crossing in present-day Holbrook. John W. Young, a grading contractor, named the station "Holbrook" in honor of the A & P chief engineer. The name stuck and on September 24, 1881, after the railroad reached Holbrook Station, the town of Holbrook was founded.
 The town became a booming cow-town after the Aztec Land and Cattle Company was established in 1884. The Aztec soon became known as the Hashknife Outfit because their brand resembled the knife used by range-land “chuckwagon” cooks. The company hired cowboys of ill repute who often rode into the main commercial district branding and firing their guns.
 Terrill's Cottage Saloon was a popular cowboy gathering place. According to local lore a gunfight took place in 1891 where two men were murdered. There was so much blood spilled on the floors that it looked like a "bucket of blood" and hence the saloon was renamed the Bucket of Blood Saloon. Twenty-six men were killed in what also became known as the Bucket of Blood Street.
 Apache Chief Geronimo had been at war with the United States for some time, before surrendering in 1886. On September 13, 1886, some of his people were escorted by the US Cavalry to the Atlantic and Pacific Railroad Depot in Holbrook from Fort Apache and placed on a train which took them to Fort Marion in Florida where they were imprisoned.
 Navajo County was split from Apache County on March 21, 1895. There had been a rivalry between the towns of Winslow and Holbrook as to who was to have the County Seat of Navajo. Holbrook received the majority of the votes. The first county sheriff was Commodore Perry Owens, a gunman who had previously served as the sheriff of Apache County. The county was the location of many of the events which occurred during the Pleasant Valley War.
 Andy Blevins, a member of the Hashknife Outfit who was wanted in Texas, bragged about killing two men in the Pleasant Valley War. On September 4, 1887, Sheriff Commodore Perry Owens decided to serve Belvins with an arrest warrant. The sheriff went alone to the Belvins house and a shoot out known as the "Holbrook Shout-Out" ensued. Sheriff Owens was fired upon by the occupants of the Blevins house and, in the space of a few seconds, he killed Andy, his brother Sam and Mose Roberts.
 The town gained a reputation as being "Too Tough For Women or Churches". Holbrook was said to be the only county seat in the U.S. that didn't have a church. Dr. Sidney Sapp, was the Judge of the Superior Court of Navajo County. He was also, the founder of the "Holbrook News". Judge Sapp was married to Alma Sapp who protested that she will not live in a town without a church. Judge Sapp decided to collect enough funds to establish a church. The Community Church building was finally built in 1912.
 Holbrook was affected by two large fires, one in 1888 and another in 1902. Both fires destroyed many of the businesses which were established in the area. Holbrook was also affected by many floods which were harder to control.
 On March 6, 1917, the City of Holbrook, which is now known as the "Gateway to the Petrified Forest", was finally incorporated. The first appointed city mayor was W. R. Scorse and the first person who was elected as mayor on May 28, 1917, was George W. Hennesey.
 The historic Route 66, which runs through Holbrook, was completed in 1926. The establishment of Route 66 was one of the major factors which contributed to the growth of the city. People who emigrated to the western part of the United States and tourists from different parts of the country often stopped and visited the city. As a consequence many motels were built, among them the Wigwam Motel also known as the "Wigwam Village #6", located at 811 West Hopi Drive.
 
Some of the structures in Holbrook are listed in the National Register of Historic  places. There are other structures, which according to the "Route 66 in Arizona Survey Report" are eligible to be listed in National Register of Historic Places. The fact that a property is listed in the National Register of Historic Places or that it may be eligible to be listed as such, does not mean that the property is safe from being demolished by its owner. According to Jim McPherson, Arizona Preservation Foundation Board President:  "It is crucial that residents, private interests, and government officials act now to save these elements of our cultural heritage before it is too late."
 The Navajo County Historical Society, which is in charge of show casing the legacy given to Holbrook and neighboring areas from its early residents, is located in the historic Navajo County Courthouse. The museum, which is also an official Arizona Visitors Center, has a collection of items related to the history of Holbrook on exhibit. The society's mission is to "collect, preserve and disseminate as a public trust, the heritage of the citizens of Navajo County".
 The following is a short description of the structures which are either individually or as part of the historic district, listed in the National Register of Historic Places. Also, pictured are structures which were related to the historic 1887, "Holbrook Shoot Out" between Commodore Perry Owens, the local sheriff, with cattle rustlers.
 According to the "Route 66 in Arizona Survey Report" the following structures are eligible to be listed in National Register of Historic Places: