Chester

Travel Guide

Chester which includes a house and a small town or village
Chester which includes boating, a coastal town and a bay or harbour
Chester featuring a bay or harbour, a coastal town and boating
Chester featuring 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 balconies. Popular attractions Tancook Island and St. Stephen's Church are located ...
9.4/10 Exceptional! (20 reviews)
Great Spot
"Awesome time!"

Reviewed on 22 Oct 2023

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 €108 per night from 4 May to 5 May
€108
includes taxes & fees
4 May - 5 May
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! (846 reviews)
"Not enough smoking stations set up for people to smoke, so there were alot of butts on the ground. And chlorine in the pool was very strong but the kids had such an amazing time."

Reviewed on 18 Apr 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Days Inn & Conference Center by Wyndham Bridgewater
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 €82 per night from 1 May to 2 May
€82
includes taxes & fees
1 May - 2 May
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! (1,000 reviews)
"Everything was great"

Reviewed on 20 Apr 2025

Days Inn & Conference Center 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.
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 balconies. Popular attractions Tancook Island and St. Stephen's Church are located ...
9.4/10 Exceptional! (20 reviews)
Great Spot
"Awesome time!"

Reviewed on 22 Oct 2023

Family Home In the Heart of the Village of Chester
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
Book a stay at this golf vacation home in Fox Point. Enjoy free WiFi, a garden, and patios. Popular attractions Black Harbour Distillers Inc. and Fox Point Beach ...
7.8/10 Good! (8 reviews)
Great view
"Great house. Some of the furniture needs changing like the dining room chairs that are very wobbly.3 bedrooms in basement are only doubles so like my son and his wife that are bigger people they had to sleep separately. All in all there was a great view and it was worth the prixe."

Reviewed on 28 Aug 2024

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Hubbards
Book a stay at this beach vacation home in Northwest Cove. Enjoy a beach locale, a garden, and patios. Popular attractions Southwest Cove Lake and Northwest ...
9.8/10 Exceptional! (81 reviews)
Idyllic cottage on the shore
"Bring your groceries and leave your worries behind. This out-of-the-way vacation cottage is a great place to settle in and watch the waves. We spotted seals, eagles and fishing boats gliding past. The road onto the island, with it's twists, turns and one-lane bridge, adds to the charm. The property ..."

Reviewed on 2 Nov 2024

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
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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