Chester

Travel Guide

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

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 HK$931 per night from 19 May to 20 May
HK$931
HK$1,062 total
includes taxes & fees
19 May - 20 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
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
The price is HK$1,039 per night from 26 Apr to 27 Apr
HK$1,039
HK$1,185 total
includes taxes & fees
26 Apr - 27 Apr
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! (588 reviews)
"Really nice old property. Owners and staff very nice and helpful. Very quiet inn, didn’t hear a sound from other guests. They could use a carpeting upgrade throughout and new, firmer pillows would be great to match the very comfortable bed. All in all a great experience, thank you!"

Reviewed on 29 Mar 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 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
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
Arm's length from the sea, private cove beach. Easy to access town and city.
Arm's length from the sea, private cove beach. Easy to access town and city.
Chester
Book a stay at this beach cottage in East Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Goat Lake and Graves Island Provincial ...
9.2/10 Wonderful! (18 reviews)
A relaxing home away from home
"We enjoyed our stay at this cottage very much. A quiet and peaceful spot by the water with all the comforts of home. Enjoyed morning coffee and hot chocolate on the deck by the Bay, with three different seating areas to choose from. We had great weather all week and the cottage was centrally located ..."

Reviewed on 5 Oct 2024

Arm's length from the sea, private cove beach. Easy to access town and city.
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.

Popular places to visit