http://www.portlandhikersfieldguide.org/wiki/Tom_Dick_and_Harry_Mountain_Hike

Activity Notes

HIKE LEADER : David Rempel, ph.# 928 587-0511; email: crempel2@yahoo.com;  ASSISTANT HIKE LEADER : Emily Walbridge, completing her provisional hike for Hike Leader badge. START : 7:00 a.m. Gateway/99th St. Transit Center P&R, plan on being there 10-15 minutes early to check-in and organize carpooling. TRAIL HEAD : 8:30 a.m. Tom, Dick & Harry TH WEATHER : Watch the forecast going into the hike to know what to expect. This time of year is about my favorite for hiking Tom Dick and Harry--cold and crisp with everything in a snowy white mantle. The popularity of the trail should provide for a well-stomped down trail.  REQUIRED GEAR : Trekking poles & foot traction (e.g., Yaktrax, microspikes, etc.)--this is not a snowshoe hike. Drivers will need to have tire traction devices on board (e.g., chains, studded tires, etc.) REQUIRED PASS/FEES : Drivers will need an Oregon Sno-Park pass (available at REI or the Zigzag Ranger Station). Hike sign-up on Mazamas website is required. NO DOGS : Sorry, we will be crossing into a wilderness area where the 12 heartbeats rule is in effect. HIKE SIGN-UP must be completed on the Mazamas website prior to hike (i.e., no paper sign-ups day of hike). 
Other Information
Driving Distance from Portland 94 miles
Distance - Round Trip 7 miles
Expected Duration Car to car in one day
Relevant Maps MH3
Awards Qualified Mt. Hood Award, Wild Ones