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Chester is a village on the South Shore of Nova Scotia. It is famous for sailing, offering some of North America's best opportunities to explore the pristine scenery on Mahone Bay and visit the many islands located there. Sailboat racing is a serious sport and the village is home to Canada's largest keel boat regatta. Those who are lucky and / or adventurous enough can bring their own boat or sail with friends. If it is easier however to rent a kayak than to charter a boat. If you must get on the water, try the Tancook ferry or look for a business in the area offering sail training.
There are many other ways to enjoy your visit. Park your car and take a walk around the waterfront. Water Street and Victoria Road provide views of the water and the local and visiting yachts. The gardeners, both amateur and professional have been at work and the results are spectacular. Once a year the Chester Garden Club holds a tour and you can view the best. Roses grow wild on Freda's beach and are featured in many gardens with blooming season lasting from June to September.
A bicycle is a perfect way to explore some of the back streets and see homes of wealthy owners who come to enjoy the yachting and the social life of a summer resort. Some of these houses are rented by the month or week. Book early. Try a trip to Graves Island or the Blandford Peninsula A walking and biking trail runs through the village and can be accessed at the Tourism Centre. The trail runs all through the province.
Work by local artists can be viewed at the local galleries and shops. Marine art is a favourite subject (of course there are painting of sailboats) and if you do not meet the artists at the gallery, stop for lunch or coffee and cakes at one of the cafes. You may find them there and if not, you can still enjoy a Chester pastime, coffee and long conversation.
Another favourite pass-time is deck sitting. Pick a sunny day and head down to the waterfront to sit on the wharf of a local restaurant where the beverages are cold and the seafood fresh. If's its a race day, the racers can be seen hurrying down the dock to catch the start of the race. If you are lucky perhaps a large yacht will arrive and you can speculate about who the owner is.
Chester is also home to rural Nova Scotia's oldest tavern, which is also a family restaurant, with a live band every Friday night. It is just around the corner from Chester Playhouse where the summer season includes a number of plays. The Chester Golf Club welcomes visitors, call ahead for details. Tennis can be played on the courts at Church Park. Swim or sunbath at Freda's Beach and hike the trails of nearby Graves Island. Then spend some time discussing the possibilities for dinner.