Chester

Travel Guide

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

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 St. Stephen's Church are located ...
9.4/10 Exceptional! (23 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
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St, Bridgewater, NS
The price is CA $185 per night from Aug 18 to Aug 19
CA $185
CA $224 total
Aug 18 - Aug 19
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! (772 reviews)
"The young lady at the front desk was very friendly & immediately put us at ease. Don't let her get away. The pillows were so.o.o comfortable. Sleep was quick & lasting."

Reviewed on Aug. 12, 2025

Travelodge by Wyndham Bridgewater
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

2.5 out of 5
50 North Street, Hwy 103 and North Street, Bridgewater, NS
The price is CA $207 per night from Sep 1 to Sep 2
CA $207
CA $243 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Bridgewater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,008 reviews)
"NA"

Reviewed on Aug. 11, 2025

Days Inn & Conference Center 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.
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 St. Stephen's Church are located ...
9.4/10 Exceptional! (23 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
Oakhill Pines Campground

Oakhill Pines Campground

3 out of 5
388 Oakhill Rd, Oak Hill, NS
Stay at this 3-star cabin in Oakhill. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Osprey Ridge Golf Course and Bridgewater Mall are ...
9.2/10 Wonderful! (5 reviews)
"Cute campground and exceptionally clean. We had a great stay in a little cabin. Was nicer than the photos."

Reviewed on Aug. 9, 2025

Oakhill Pines Campground
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 ...
10/10 Exceptional! (5 reviews)
"Beautiful, clean, scandi cabins with luxury bedding. Coffee and water provided. Bathroom had all the supplies. It was a calm retreat in the township of Mahone Bay, NS. It even has a sauna to complete the experience"

Reviewed on Aug. 3, 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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