Materials needed: Paper (get the thick kind used for watercolors), Pens (Black, Red, Blue, Brown) and watercolors (ocre and a darker shading color)
Step 1: ‘’age’’ the paper
Even though most high quality paper usually has a yellow tint I felt that a true TOR map should be a more weathered. So make a strong cup of tea and apply it to your paper with a brush. When the tea dries it will give the paper a nice ‘’oldish’’ look.
http://i.imgur.com/Svz6WPa.jpg
Step 2: Trace the official map.
Simply print out the TOR map (included in the PDF-version of the rules) on several sheets of paper (there usually is a ‘’poster function’’ on most printers). Tape it to the back of your prepared paper and place it against a strong light source (a window will do fine.) You should end up with something like this:
At this point it’s not necessary to be very accurate. Simply mark the edge of the forests, simple circles to show places and just sketch out the rivers. As long as the map is fairly accurate it’s okay.

Step 3: Fill in the rivers
Using a thin black pen start to outline the rivers. Then fill the rivers in with a blue pen. A lighter shade of blue is usually better since most old maps had little to no coloring.

Step 4: Fill in places, roads and names
When filling in the different POI use a red pen and different symbols:
http://i.imgur.com/Ap4OkjH.jpg
Roads are simply red dotted ‘’lines’’. On my map the only two real roads is The Elven path and The old forest road.
Writing the names if the places can be daunting for some people but practice makes perfect. Take your time and have a practice paper next to you. Use a ruler to make sure you get everything straight! Don’t forget to sign your map!

Step 5: Fill in the trees
The trees are (like on Tolkien’s original maps) basically just small round circles. Where the forest ends and meet other geographical features (rivers, roads, mountains) make a small vertical line symbolizing the trunk of the trees. You should also slightly vary the size and shape of the circles to symbolize different kinds of trees.

Step 6: Fill in the mountains
This is the trickiest part. Use a brown pen to outline the mountains and then give them an ocre basecoat. Add a litte bit of a darker brown to the ocre and shade the mountains. If you’re unsure of where the shade goes use the original map as a reference ( I choose to shade my mountains on the opposite side due to the sun raising in the east.)
Remember to make Gram and Gundabad a bit bigger and meaner than the rest of the mountains
http://i.imgur.com/NSuD28u.jpg?1
The result:



Hope this helps! If you want help or clarification PM me or just post in this thread!