The biggest problem with the Windsor Tourist is the component selection... The first thing I'd do if I bought one for cross-country touring is toss the crank and replace it with one that had lower gearing. Either a 26/38/48 trekking crank or a 22/32/44 mountain bike crank. I'd also be tempted to rebuild the wheels with better hubs. And spokes. And rims. And tires. Some have suggested the Oryx brake calipers need better brake pads (ex: KoolStop). The saddle looks like a nightmare. You could easily spend another $200+ making the bike more cross-country worthy.

At that point, you're getting pretty close to the price of the LHT, Novara Safari, Jamis Aurora, etc. all of which seem like better choices than the box-stock Windsor Tourist.