Chester

Travel Guide

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

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 theatre 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.

Best Western Plus Bridgewater Hotel & Convention Centre
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3.5 out of 5
527 Highway 10 Exit 12, Cookville, NS
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 30 Mar to 31 Mar
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30 Mar - 31 Mar
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 ...
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Reviewed on 17 Mar,2025

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
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The price is S$185 per night from 30 Mar to 31 Mar
S$185
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30 Mar - 31 Mar
Stay at this 4-star hotel in Lunenburg. Enjoy free WiFi, daily housekeeping, and a hair salon. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (586 reviews)
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Reviewed on 19 Mar,2025

Smugglers Cove Inn
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Days Inn & Conference Center by Wyndham Bridgewater
2.5 out of 5
50 North Street, Hwy 103 and North Street, Bridgewater, NS
The price is S$134 per night from 23 Mar to 24 Mar
S$134
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23 Mar - 24 Mar
Book a stay at this business-friendly hotel in Bridgewater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,001 reviews)
"It is a great place to stay. Very quiet. Staff were wonderful and very pleasant. Only downfall is the restaurant only offers breakfast."

Reviewed on 18 Mar,2025

Days Inn & Conference Center by Wyndham Bridgewater
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Cameo Hotel and Suites
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3 out of 5
1572 Barrington St, Halifax, NS
Stay at this 3-star aparthotel in Halifax. Enjoy free WiFi, laundry facilities, and Netflix. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.4/10 Very Good! (263 reviews)
"Easy to access. Close to parkade. Loved having a stove and full fridge!"

Reviewed on 18 Mar,2025

Cameo Hotel and Suites
Micro Boutique Living Wolfville
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3.5 out of 5
336 Main Street, Wolfville, NS
Stay at this 3.5-star apartment in Wolfville. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the convenient parking and the ...
8.8/10 Excellent! (900 reviews)
"An incredibly comfortable place to stay right in the heart of Wolfville. The area was beautiful, and dining and shopping options were close to the property as well."

Reviewed on 15 Dec,2024

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Windmill walk
3 out of 5
63 Windmill Rd, Dartmouth, NS
Stay at this 3-star business-friendly apartment in Dartmouth. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Halifax Waterfront Boardwalk ...
9.2/10 Wonderful! (153 reviews)
"Spacious, warm, comfortable, bit bring your coffee!"

Reviewed on 5 Mar,2025

Windmill walk
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