As noted in the first post, we have found TripIt to be very useful. If I traveled regularly, I would consider upgrading (paying) for the "pro" version.
I have regularly used both Bing and Google maps. I think Bing gives better and more accurate directions, but Google seems to show more places of interest (restaurants, hotels, etc).
One tool saved us lots of money - Kayak (www.kayak.com). We set up a watch list for airfares and snagged a really good fare from Portland to Anchorage on Continental and used our free Southwest tickets for the flight to/from Portland. There are other tools that provide the same watch list capability, but Kayak really worked for us.
Books and other references. The Milepost is the standard for traveling in Alaska and we have used their web site to check maps and other items but did not buy. If you are interested in the Milepost, be sure to check Amazon, B&N, etc. Every time I checked, the online retailers were cheaper than buying directly from Milepost. My primary reference has been "Traveler's Guide to Alaskan Camping: Alaska and Yukon Camping with RV Or Tent" by Mike & Terri Church. This book gets very good reviews and provides very detailed information on RV parks and campgrounds and lat/long for entry into your GPS.
The bags are packed and we are ready to go.