Elora
Elora sits on a stunning gorge alongside the banks of the Grand and Irvine Rivers. The 80-foot (24.3-meter) limestone cliffs, gushing waters, romantic old mill, and stone storefronts of this town make it an ideal place to spend the weekend at a cottage for fun as well as natural beauty. Elora has plenty of outdoor activities and its own music festival called Riverfest. Over time, Elora has maintained its historical allure, and the century-old buildings have been transformed into galleries, gift shops, artists studios, and restaurants.
Elora, ON, Canada

Elora | © OTMPC
Picton lies in another one of Ontario’s wine regions, Prince Edward County. Picton’s Main Street has all the small town attractions, bakeries, tea shops, a theatre, historical landmarks, and shops. Prince Edward County’s countryside, farmhouses, famous vineyards, and Sandbanks Provincial Park are close by, so you will have plenty of things to do and access to wine and cheese galore.

Snowy streets | Courtesy of Experience Picton