Chester

Travel Guide

Chester which includes a small town or village and a house
Chester featuring boating, a bay or harbor and a coastal town
Chester which includes a coastal town, boating and a bay or harbor
Chester which includes a house
Chester featuring 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.

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! (623 reviews)
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Reviewed on Jun 21, 2025

Smugglers Cove Inn
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 P9,892 per night from Jul 4 to Jul 5
P9,892
P11,277 total
Jul 4 - Jul 5
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! (883 reviews)
"I liked the hotel and its areas"

Reviewed on Jun 22, 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Travelodge by Wyndham Bridgewater
Travelodge by Wyndham Bridgewater
2 out of 5
49 North St, Bridgewater, NS
The price is P6,370 per night from Jun 29 to Jun 30
P6,370
P7,704 total
Jun 29 - Jun 30
includes taxes & fees
Stay at this hotel in Bridgewater. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (701 reviews)
"Great views. Wonderful room"

Reviewed on Jun 23, 2025

Travelodge by Wyndham Bridgewater
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.
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! (2 reviews)
"Beautiful quiet cabins with local trails to enjoy and explore. The sauna was fantastic and we loved the decor! So easy to access our room. Highly recommend!"

Reviewed on Jun 23, 2025

Black Forest Cabins
Oakhill Pines Campground
Oakhill Pines Campground
3 out of 5
388 Oakhill Rd, Oak Hill, NS
Stay at this 3-star cabin in Oakhill. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Osprey Ridge Golf Course and Bridgewater Mall are ...
"It was ok but I found it very expensive for only 1 plug in and no shower. I did like the location and staff were very friendly."

Reviewed on Oct 4, 2024

Oakhill Pines Campground
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.

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