Calistoga Bikeshop

Friendly staffers can arrange packages that include bike rentals, maps, wine-tasting appointments, lunch reservations, and (if you need it) roadside assistance, for around $80 per person. Opt for a self-guided tour and cruise two miles south to the kitschily impressive Castello di Amorosa winery, housed in a vast “medieval” castle. Or take the Cool Wine Tour, which guides you on a customized bike-friendly route to local wineries—should you buy a bottle to take home, they’ll stash it back at the shop as you continue your ride. Choose from fast-paced road bikes like a Cannondale Quick Speed or get an extra boost from an Electra Townie.