Culebra Rd. at I-10 looking west (ca. 1948)
This is looking across the overpass over the future US 87 expressway. In the distance, you can see a recently-widened section of Culebra Rd. which was being upgraded to provide a high-capacity connection to the new expressway from the northwest side.
(TxDOT)

Culebra Rd. at I-10 looking west (ca. 1948)
Same location at the photo above but looking over the bridge rail at the expressway that's still under construction at this time.
(TxDOT)

Culebra Rd. and Zarzamora St. looking southeast (ca. 1948)
You can see the widened section of Culebra Rd. between Zarzamora St. (at the bottom of the photo) and the new expressway (at the top of the photo). Culebra west of Zarzamora would be widened in the early '50s.
(TxDOT/Ralph N Miller Aerial Industrial Photos)

Culebra Rd. at Alazan Creek looking east (ca. 1950)
This is the original, narrow bridge on Culebra Rd. over the creek. To the left, you can see the Basilica of the National Shrine of the Little Flower.
(TxDOT)

Culebra Rd. at Alazan Creek looking east (ca. 1955)
This is the widened bridge and road.
(TxDOT)

Culebra Rd. bridge over Alazan Creek looking northeast (ca. 1950)
A side view of the old bridge showing how primitive it was.
(TxDOT)

Culebra Rd. bridge over Alazan Creek looking northeast (ca. 1955)
A side view of the new bridge.
(TxDOT)

Culebra Rd. at Neff St. looking east (ca. 1955)
A view of the widened Culebra Rd. from near 24th St.
(TxDOT)

Culebra Rd. at Bandera Rd. looking east (ca. 1950)
Culebra Rd. just west of its junction with Bandera Rd. before improvements.
(TxDOT)

Culebra Rd. at Bandera Rd. looking east (ca. 1955)
The same location as above after the intersection was upgraded.
(TxDOT)

Bandera Rd. at Culebra Rd. looking southeast (ca. 1950)
The same intersection as above but looking from Bandera Rd. before improvements.
(TxDOT)

Bandera Rd. at Culebra Rd. looking southeast (ca. 1955)
The same location as above after the intersection was upgraded.
(TxDOT)

Bandera Rd. at Texas Ave. looking southeast (ca. 1950)
Bandera Rd. near Cincinnati Ave. before widening. If you look closely at the right, you can see the screen for the old Varsity Drive-In; it was located where the HEB is today.
(TxDOT)

Bandera Rd. at Texas Ave. looking southeast (ca. 1955)
The same location as above after Bandera Rd. was widened.
(TxDOT)

San Antonio city limits welcome monument (ca. 1930)
This is on Bandera Rd. at Cincinnati Ave. looking southeast.
(TxDOT)

Bandera Rd. at Sunshine Dr. looking northwest (1919)
I had previously indicated that this was at Leon Creek based on a highway station number that was included with the photo and an old right-of-way map that seemed to pinpoint the position there. However, the geography in the photo doesn't quite square with the Leon Creek site, and the road at that time would have made a noticeable bend to the right as it ascended the far side of the creek, which it does not in this photo. After additional research, I located an older right-of-way map that confirmed the station numbering in use ca. 1920 and which indicates this is located on Bandera Rd. at Sunshine Dr., and indeed the geography of that location better matches that in the photo.
(TxDOT)

Bandera Rd. at Sunshine Dr. looking northwest (1921)
See the note in previous photo regarding this location. This is slightly further northwest than the previous photo.
(TxDOT)

Loop 410 at Bandera Rd. looking northeast (1956)
An aerial view showing construction of Loop 13 (now Loop 410) at Bandera Rd. Bandera is the road running from left to right near the center of the photo. In the middle of the photo is construction of the Loop 13/Bandera interchange with Loop 13 then continuing to the southwest; work had not yet started to continue it to the northeast. The old Bandera Drive-In is visible just to the right of the interchange. The short stretch of road from the interchange to the northeast is today's Daughtry Dr., which at one time was actually part of Bandera Rd.
(TxDOT/Jack Amman Photogrammetric Engineers)

Loop 410 at Bandera Rd. looking east (ca. 1958)
Construction of the Loop 13 (now Loop 410) overpass at Bandera Rd.
(TxDOT/Les Guthrie)

Loop 410 at Bandera Rd. (1961)
Another aerial view of the Bandera Rd./Loop 410 intersection. This photo is oriented with north at the bottom. Again, you can see the Bandera Drive-In near the center of the photo. The road that branches off of Bandera at Wurzbach (lower right side of the photo) and connects to Loop 410 was the original path of Bandera Rd.
(TxDOT)

Bandera Rd. at Loop 410 looking west (ca. 1998)
Notice the old Target store at the left. The large parking lot just to the left of the center of the photo is a former VIA Park & Ride.
(TxDOT)

Bandera Rd. at Loop 410 looking southeast (ca. 1998)
This is looking back the other direction from the photo above.
(TxDOT)

Bandera Rd. at Wurzbach Rd. looking northeast (ca. 1988)
(TxDOT)

Bandera Rd. at Huebner Creek (ca. 1920)
Early bridge over Huebner Creek in Leon Valley.
(TxDOT)

Bandera Rd. at Eckhert Rd. looking northeast (ca. 1988)
Eckhert Rd. was still two lanes at this time and the Leon Valley neighborhood at the upper right was still mostly undeveloped.
(TxDOT)

Bandera Rd. at Leon Creek looking northeast (ca. 1988)
If you look closely, you can see a diagonal concrete slab in the creek bottom just in front of the bridges-- this was the original Bandera Rd. route across the creek. At that time, the road made a sweeping S-curve in order to cross the creek at a right angle. The road was straightened and the creek bridged in 1948.
(TxDOT)

Bandera Rd. at Mainland Dr. looking northeast (ca. 1988)
This is long before the Wal-Mart was built.
(TxDOT)

Bandera Rd. at Guilbeau Rd. looking northeast (ca. 1988)
(TxDOT)

Old Bandera Rd. at Riggs Rd. in Helotes looking northwest (Date unknown)
Not having any photos of Bandera Rd. in the Helotes area, I found this one at the site listed below. This is on what is now Old Bandera Rd. in Old Town Helotes and was the original route for Bandera (SH 16 nee SH 81 nee SH 27) before a bypass was built ca. 1970.
(Borrowed from Palo Alto College Small Town Texas Projects http://pacweb.alamo.edu/InteractiveHistory/projects/rhines/StudentProjects/1998/Helotes/Helotes.htm)