Chester Travel Guide

Tourist Guide

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

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 out of 5
527 Highway 10 Exit 12 Cookville NS
The price is Rp1.983.012 per night from 5 Dec to 6 Dec
Rp1.983.012
per night
5 Dec - 6 Dec
Stay at this business-friendly hotel in Cookville. Enjoy free breakfast, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,004 reviews)
Clean rooms. Good breakfast. Yummy restaurant. Easy parking. We always rent the jacuzzi suit but we got the jetted by misunderstanding. It wad very small compared to what we are used to. Definitely only built for one. Be sure to specify jacuzzi, not jetted.

Reviewed on 23 Nov 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
The price is Rp1.532.419 per night from 30 Nov to 1 Dec
Rp1.532.419
per night
30 Nov - 1 Dec
Stay at this hotel in Bridgewater. Enjoy free breakfast, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their ...
8/10 Very Good! (908 reviews)
Clean room excellent staff

Reviewed on 20 Nov 2025

Travelodge by Wyndham Bridgewater
Smugglers Cove Inn

Smugglers Cove Inn

4 out of 5
139 Montague Street Lunenburg NS
Stay at this hotel in Lunenburg. Enjoy free Wi-Fi, daily housekeeping and premium bedding. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.8/10 Excellent! (763 reviews)
Everything was great! Such a cute place. Was nice for a weekend get away.

Reviewed on 25 Nov 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.
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Stay at this spa cabin in Mahone Bay. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn are ...
9.8/10 Exceptional! (16 reviews)
It was cozy and quiet.

Reviewed on 18 Nov 2025

Black Forest Cabins
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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