The TT is informal - no license needed though you are meant to sign a waiver. Just show up before 6:30pm on Wednesday. There's a sign in sheet that will give you your start number. Riders go off every 30 seconds starting at 6:30. The Waterbury start is about 20 minutes by car from Trapp's, and the course is pretty smooth road. If the weather is rainy/stormy, it would likely be cancelled, and there should be an update on the SBC Facebook page. Here's a link or three:
Waterbury Course Map:
http://www.mapmyride.com/...ullscreen/337542197/ Overall Stowe Bike Club Schedule:
http://www.onionriver.com/...ke-club-time-trials/ Facebook:
https://www.facebook.com/...lub-620718594609832/ In general, if you want to minimize traffic for rides from/around Stowe, you should try to minimize your time on Route 100 (which is the main North/South road into/out of Stowe.)
Ride suggestions, given that you'll be on a TT bike:
If you are on your TT bike and planning to start rides directly from Trapp's, my advice would be to have a more climbing oriented cassette. Trapp's is at the top of a pretty good hill.
Here's a basic town loop within Stowe that you could easily start from Trapp's:
http://www.mapmyride.com/...-68mi-route-37296728 Using the loop above, you could add to it via several additional out and back options:
Up/down Route 108 (The "Mountain Road"). This is the road that goes up to Stowe ski resort and eventually over the Notch (see note below.)
North on Route 100 and turn left onto Stagecoach Rd. Ride out/back Stagecoach Rd, then reconnect to loop
North on Route 100 a little further and turn right onto Randolph Road. Ride out/back Randolph Rd, then reconnect to loop
Please note that, if you are planning to ride the Notch, the last couple of switchbacks on the Stowe side have sections in the 15-17% range, so you don't often see TT bikes going up and over from the Stowe side. (road bikes, yes, no problem.) Usually, TT bikes headed up Route 108 toward the Notch would stop and turn around at the point where they stop painting the yellow center line in the road. For what it's worth, the grade on the other side of the Notch (Smuggler's Notch ski resort) is less steep, so if you did really want to ride up and over on your TT bike, you would be better off doing the 50 mile counterclockwise loop from Stowe and riding up the Notch from the other side (and you would then be coming down the 15-17% switchbacks, so hopefully your brakes are solid.) I can probably find a Mapmyride for this if interested?
Outside of Stowe and not too far away, my first suggestion would be a pretty scenic (in my opinion anyway) ride along Route 100B. Drive back to Interstate 89, head south one exit to Exit 9 (Stowe is exit 10) and turn right at the offramp - there is a Park and Ride just off the exit in Middlesex where you would start. Turn left out of the Park and Ride, go about a mile and the next intersection will be a right turn onto 100B. You will follow the Mad River to Waitsfield and just after Waitsfield, turn right up toward App Gap (and Mad River Glen ski resort) and climb as far as you like, then head back to the start.
Renting a mountain bike at Trapp's should be a good option as well.