Chester

Travel Guide
Chester which includes a house and a small town or village

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.

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 CA $128 per night from Feb 3 to Feb 4
Situated in Cookville, this hotel is within 3 mi (5 km) of Cookville Provincial Park, Osprey Ridge Golf Course, and Bridgewater Mall. Bridgewater Memorial Arena ...
4.6/5 Wonderful! (494 reviews)
"The property is very clean and neat. Most of the staff were fantastic"

Reviewed on Dec. 27, 2021

Best Western Plus Bridgewater Hotel & Convention Centre
the village chester
the village chester
Bouvet Island
the village chester
Oak Island Resort & Conference Centre
Oak Island Resort & Conference Centre
3.5 out of 5
36 Treasure Drive, Western Shore, NS
The price is CA $185 per night from Jan 30 to Jan 31
Situated in Western Shore, this hotel is within 9 mi (15 km) of Lordly House Museum, Chester Art Center, and Chester Playhouse. Chester Golf Club and Graves ...
4/5 Very Good! (468 reviews)
"Lovely view... lots of activities"

Reviewed on Sep. 15, 2021

Oak Island Resort & Conference Centre
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.
Spectacular South Shore Oceanfront Estate with Heated Indoor Swimming Pool.
Spectacular South Shore Oceanfront Estate with Heated Indoor Swimming Pool.
Ingramport, NS
This family-friendly Ingramport vacation home is located by the ocean, within 3 mi (5 km) of Saint Margarets Bay Look Off Park and Cleveland Beach Provincial ...
4.8/5 Exceptional! (132 reviews)
Great
"This is our fourth time staying here So nice to have your own pool We enjoyed every minute of it"

Reviewed on Jan. 20, 2022

Spectacular South Shore Oceanfront Estate with Heated Indoor Swimming Pool.
Larinda's Landing Oceanfront Cottages
Larinda's Landing Oceanfront Cottages
4 out of 5
7532 St. Margaret's Bay Road, Boutiliers Point, NS
This Boutiliers Point cottage is on the beach, 1.1 mi (1.8 km) from Saint Margarets Bay Look Off Park, and within 6 mi (10 km) of Cleveland Beach Provincial ...
4.9/5 Exceptional! (16 reviews)
Amazing view and cottage!
"The cottage was nice and clean and we couldn't have asked for a more homey feel. We would definitely stay again!"

Reviewed on Oct. 28, 2019

Larinda's Landing Oceanfront Cottages
One bedroom fully equipped Mahone Bay luxury cottage
One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay, NS
Situated by the sea, this cottage is within a 10-minute walk of Mahone Bay Settlers Museum and Mahone Bay Swimming Pool. Bluenose II and St John's Anglican Church ...
5/5 Exceptional! (31 reviews)
Excellence in the details
"A lovely stay in a purpose built property executed by a master. Well done!"

Reviewed on Jan. 13, 2022

One bedroom fully equipped Mahone Bay luxury cottage
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.