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.

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St, Bridgewater, NS
The price is Rp2.164.603 per night from 24 Aug to 25 Aug
Rp2.164.603
Rp2.617.928 total
24 Aug - 25 Aug
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 their ...
8/10 Very Good! (781 reviews)
"Most everything was in walking distance of the property."

Reviewed on 16 Aug 2025

Travelodge by Wyndham Bridgewater
Miller House By the Bay

Miller House By the Bay

2 out of 5
624 Main street, mahone bay, NS
The price is Rp1.842.838 per night from 3 Sept to 4 Sept
Rp1.842.838
Rp2.100.836 total
3 Sept - 4 Sept
includes taxes & fees
Stay at this B&B in Mahone Bay. Enjoy free Wi-Fi, free parking and a garden. Popular attractions The Moorings Gallery and For The Birds Nature Shop are located ...
9.4/10 Exceptional! (53 reviews)
"Excellent breakfast and friendly atmosphere"

Reviewed on 16 Aug 2025

Miller House By the Bay
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 Rp2.422.015 per night from 1 Sept to 2 Sept
Rp2.422.015
Rp2.843.930 total
1 Sept - 2 Sept
includes taxes & fees
Stay at this business-friendly hotel in Bridgewater. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,006 reviews)
"Thank you!"

Reviewed on 16 Aug 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.
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 Wi-Fi, free parking and an outdoor pool. Popular attractions Osprey Ridge Golf Course and Bridgewater Mall are ...
9.4/10 Exceptional! (6 reviews)
"Great place"

Reviewed on 14 Aug 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 Wi-Fi, free parking and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn ...
10/10 Exceptional! (6 reviews)
"Amazing spot"

Reviewed on 13 Aug 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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