My current solution to creating tracks is to use 2 gps, mainly I use a HTC Wizard (TMobile MDA2 / O2 XDA something) with a Holox BT-321 bluetooth GPS module. In addition I've been carrying a GlobalSat DataLogger DG100 borrowed from work.

Pocket PC
The PocketPC come Phone runs Windows Mobile 5 and I use NoniPlot for creating tracks. I've tried several other apps, but nothing free has been as good at recording the tracks. I plan on writting an application aimed for OSM mappers, I've not written the spec yet, but I want it to be easy to use for tagging on the fly. The Holox gps was very cheap buy from ebay, and I'm very impressed. It aquires position very quickly and battery life is incredible, I think I've ever only charged it up 3 or 4 times, it has a Lithium Ion battery which matchs the one supplies with some nokia phones, so if the battery ever did fail replacements should be easy to find.

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Fortunatly my local area is still missing quite a few roads and POI, the ideal excuse to spend a few sunny evenings in the new sports car exploring.
Hopefully over the next few days I should get tracks for most of the missing roads to the west of Desford, Leics.

Arrived here yesterday. There is no roads on osm for the area, other than the Trans-canadian Highway. I'll try and make some traces whilst I'm here and hopefully someone with local knowledge will be able to help fill out the details.

Last nights walk resulted in little useful tracking. I'm still experimenting with software for Pocket PC to record the tracks. Turbo GPS was pretty useless.

Today I went out at lunch and drove some of the smaller roads around Grantham, this time I used NoniGPSPlot. The tracks are more better, I'll get them into JOSM this evening and have a closer look.

Any suggestions on alternative software for the Pocket PC, or even a list of useful features you'd like in such software.

Heading out to make my first set of traces.