Chester

Travel Guide

Chester featuring a house and a small town or village
Chester which includes boating, a coastal town and a bay or harbor
Chester showing a bay or harbor, a coastal town and general coastal views
Chester showing a house
Chester showing flowers
Stay in a beautiful coastal location that delights with its beaches, islands and waterways. Hike, bike and sail through the picturesque area.

Founded in 1759 during the French and Indian War, Chester is one of the oldest communities on the east coast of Nova Scotia. Escape to the scenic shores of this coastal village to relax on its beaches, to sail across its waterways and to explore the neighboring islands.

With cold winters and wet springs, Chester is more of a summer destination. Find a pretty beach in front of the village, just off Peninsular Road. Dip your feet in the cool water and watch as yachts and trawlers make their way to and from the harbor. 

A great way to spend the day is to tour the beautiful islands and waterways of St. Margret’s Bay. Hop aboard the ferry and stop off at Tancook Island. The 50-minute voyage travels to the two parts of the island: Little Tancook and Big Tancook. During your trip you will pass by many of Mahone Bay’s islands and may see porpoises and seals. 

Tancook Island has some interesting beaches, including the “fossil beach” near where the ferry docks on Big Island. Hunt for a precious souvenir of millennia-old life frozen in time. Look for crabs, starfish and other marine creatures in rock pools. Hike or bike across the island landscapes and go bird watching on Big Tancook, where more than 70 species of resident and migratory birds can be seen.

Return to Chester and enjoy an evening performance at the Chester Playhouse. The cultural venue presents live theater and music throughout the year. Bring your day to an end at one of the many restaurants that overlook the bay.

Consider planning your trip to coincide with Chester Race Week. The annual sailing regatta takes place around the middle of August and features teams from across North America. In addition to the spectacle on the water, there is live music and a big party at the end of the week.

You can reach Chester by flying into the international airport at Halifax. From here, it’s about a 1-hour drive south to the scenic coastal spot.

Family Home In the Heart of the Village of Chester
Family Home In the Heart of the Village of Chester
Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tancook Island and St. Stephen's Church are located ...
Great stay multiple families
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."

Reviewed on Apr 27, 2025

Family Home In the Heart of the Village of Chester
Best Western Plus Bridgewater Hotel & Convention Centre
Best Western Plus Bridgewater Hotel & Convention Centre
3.5 out of 5
527 Highway 10 Exit 12, Cookville, NS
The price is ¥25,191 per night from Jun 22 to Jun 23
¥25,191
¥28,718 total
Jun 22 - Jun 23
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Cookville. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (874 reviews)
"Clean, really nice rooms and comfy bed"

Reviewed on Jun 14, 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
Stay at this 4-star hotel in Lunenburg. Enjoy free WiFi, daily housekeeping, and premium bedding. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (620 reviews)
"Central location."

Reviewed on Jun 16, 2025

Smugglers Cove Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Home In the Heart of the Village of Chester
Family Home In the Heart of the Village of Chester
Chester
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tancook Island and St. Stephen's Church are located ...
Great stay multiple families
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."

Reviewed on Apr 27, 2025

Family Home In the Heart of the Village of Chester
Black Forest Cabins
Black Forest Cabins
3 out of 5
15 Longhill Rd, Mahone Bay, NS
Stay at this 3-star spa cabin in Mahone Bay. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn ...
10/10 Exceptional! (1 review)
"Black Forest Cabins were beautiful! The decor inside the cabin was adorable. It was spacious and clean. I was pleasantly surprised with the size of the bathroom- bigger than expected. The cabins are located within walking distance to restaurants, cafes, shopping, the ocean, and walking trails. I ..."

Reviewed on May 18, 2025

Black Forest Cabins
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Lunenburg
Book a stay at this family-friendly cottage in Heckmans Island. Enjoy free WiFi, a water park, and a garden. Popular attractions Heckman-Morash House and Battery ...
9.8/10 Exceptional! (89 reviews)
Lovely Location, Cozy Space
"We had a weekend getaway with my in-laws and Frank and Val's property was well equipped, clean, and comfortable!"

Reviewed on May 28, 2025

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.