Chester

Travel Guide

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

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St, Bridgewater, NS
$111 nightly
The price is $131 total per night from Nov 14 to Nov 15
$131 total
Nov 14 - Nov 15
Total with taxes and 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! (903 reviews)
Friendly staff

Reviewed on Nov 8, 2025

Travelodge by Wyndham Bridgewater
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
$107 nightly
The price is $121 total per night from Nov 27 to Nov 28
$121 total
Nov 27 - Nov 28
Total with taxes and fees
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! (1,000 reviews)
Front desk folks were welcoming and so kind to check us in early and make us feel extra special. Thank you! Our room was wonderful and we are thankful to be here!

Reviewed on Nov 3, 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn

Smugglers Cove Inn

4 out of 5
139 Montague Street, Lunenburg, NS
$119 nightly
The price is $136 total per night from Nov 12 to Nov 13
$136 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 4-star hotel in Lunenburg. Enjoy free WiFi, daily housekeeping, and premium bedding. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (757 reviews)
Excellent location!

Reviewed on Oct 30, 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 laundry facilities. Popular attractions Tancook Island and Lordly House Museum are located ...
9.4/10 Exceptional! (24 reviews)
Chester Nova Scotia
This is a great whole home property that offers a lot of easy trip options. There is a super cute small downtown that is a good spot for breakfast / shopping. There is a grocery store super close to the house and the kitchen is well equipped for any meal. The home has no AC but did provide fans. ...

Reviewed on Jul 6, 2025

Family Home In the Heart of the Village of Chester
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd, Mahone Bay, NS
Stay at this 3-star 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! (13 reviews)
Excellent. Beautiful cabins a+++

Reviewed on Oct 25, 2025

Black Forest Cabins
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Lunenburg
Book a stay at this family-friendly cottage in Heckmans Island. Enjoy free WiFi, a water park, and a garden. Popular attractions Ironworks Distillery and Heckman-Morash ...
9.8/10 Exceptional! (116 reviews)
We enjoyed our 2 night stay at this beautiful cottage. It is beautifully decorated, and very clean. I loved sitting and watching the water and the birds in the morning. It was very relaxing! If we were staying more than a few nights, it would be nice to have a place to hang some clothes, and it would ...

Reviewed on Oct 21, 2025

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
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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