Chester

Travel Guide

Chester
Chester
Chester
Chester
Chester

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.

The Chester House. Seaside in the village, with private wharf

The Chester House. Seaside in the village, with private wharf

Chester NS
Book a stay at this beach vacation home in Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Chester Art Center and Chester Playhouse ...
10/10 Exceptional! (4 reviews)
Authentic shore stay
Our first time in charming Chester was exactly what I had imagined in an authenticly historic home , well appointed with comfortable and tasteful decor. Perfect. And the town has evrything- a bakery with wonderful coffee and pasteries, a pub and a wharf front restaurant with lobster and chowder, ...

Reviewed on Jun 28, 2025

The Chester House. Seaside in the village, with private wharf
One 12 Queen

One 12 Queen

Chester NS
Stay at this vacation home in Chester. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Lordly House Museum and Chester ...
10/10 Exceptional! (1 review)
Very accomodating multi-bdrm/bath property for senior 3 adults, not easy to find in the Chester/Mahone Bay area. Great in-town location. Very helpful and responsive owner.

Reviewed on Sep 26, 2025

One 12 Queen
Chester Back Harbour Exclusive providing direct access to water via private dock

Chester Back Harbour Exclusive providing direct access to water via private dock

Chester Basin NS
Stay at this vacation home in Chester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Tancook Island and Lordly House Museum are located ...
Chester Back Harbour Exclusive providing direct access to water via private dock
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.
The Chester House. Seaside in the village, with private wharf

The Chester House. Seaside in the village, with private wharf

Chester NS
Book a stay at this beach vacation home in Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Chester Art Center and Chester Playhouse ...
10/10 Exceptional! (4 reviews)
Authentic shore stay
Our first time in charming Chester was exactly what I had imagined in an authenticly historic home , well appointed with comfortable and tasteful decor. Perfect. And the town has evrything- a bakery with wonderful coffee and pasteries, a pub and a wharf front restaurant with lobster and chowder, ...

Reviewed on Jun 28, 2025

The Chester House. Seaside in the village, with private wharf
One 12 Queen

One 12 Queen

Chester NS
Stay at this vacation home in Chester. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Lordly House Museum and Chester ...
10/10 Exceptional! (1 review)
Very accomodating multi-bdrm/bath property for senior 3 adults, not easy to find in the Chester/Mahone Bay area. Great in-town location. Very helpful and responsive owner.

Reviewed on Sep 26, 2025

One 12 Queen
Chester Back Harbour Exclusive providing direct access to water via private dock

Chester Back Harbour Exclusive providing direct access to water via private dock

Chester Basin NS
Stay at this vacation home in Chester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Tancook Island and Lordly House Museum are located ...
Chester Back Harbour Exclusive providing direct access to water via private dock
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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