Chester

Travel Guide

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

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 P6,272 per night from Nov 27 to Nov 28
P6,272
P7,150 total
Nov 27 - Nov 28
includes taxes & fees
Book a 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 ...
9.2/10 Wonderful! (1,001 reviews)
Great property all around, location, grounds, staff, breakfast, restaurant, room, price, am i missing anything 👍

Reviewed on Nov 15, 2025

Best Western Plus Bridgewater Hotel & Convention Centre
The Homeport Motel

The Homeport Motel

2 out of 5
167 Victoria Road Lunenburg NS
The price is P4,506 per night from Nov 21 to Nov 22
P4,506
P5,137 total
Nov 21 - Nov 22
includes taxes & fees
Stay at this motel in Lunenburg. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (550 reviews)
Loved the small kitchenette, was great to make bagels coffee for breakfast.

Reviewed on Nov 8, 2025

The Homeport Motel
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
The price is P6,373 per night from Dec 8 to Dec 9
P6,373
P7,708 total
Dec 8 - Dec 9
includes taxes & fees
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 our ...
8/10 Very Good! (904 reviews)
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Reviewed on Nov 14, 2025

Travelodge 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.
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Book a stay at this spa cabin in Mahone Bay. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn ...
9.8/10 Exceptional! (14 reviews)
It was beautiful! Definitely a 5. If we didn't have prior commitments we would've tried to stay atleast another night. My friend and I were going through some 'stuff' and really needed to forget everything and everyone. Cabin 8 was the perfect get away. We didn't have a chance to enjoy all the amenities ...

Reviewed on Nov 13, 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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