Chester

Travel Guide

Chester
Chester
Chester
Chester
Chester

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.

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
$119 nightly
The price is $136 total per night from Jul 9 to Jul 10
$136 total
Jul 9 - Jul 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Western Shore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Oak Island and Tancook ...
8.2/10 Very Good! (506 reviews)
"Resort is a bit aged but efforts to upgrade are visible everywhere."

Reviewed on Jun 21, 2026

Oak Island Resort & Conference Centre
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
$125 nightly
The price is $147 total per night from Jun 30 to Jul 1
$147 total
Jun 30 - Jul 1
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! (960 reviews)
"The staff were very helpful."

Reviewed on Jun 20, 2026

Travelodge by Wyndham Bridgewater
The Homeport Motel

The Homeport Motel

2 out of 5
167 Victoria Road Lunenburg NS
$145 nightly
The price is $165 total per night from Jun 23 to Jun 24
$165 total
Jun 23 - Jun 24
Total with taxes and 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! (638 reviews)
"Room 204 was excellent...completely remodelled, very comfortable beds and spa-like bathroom amenities. Exceptional value."

Reviewed on Jun 22, 2026

The Homeport Motel
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 NS
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 ...
Family Home In the Heart of the Village of Chester
One 12 Queen

One 12 Queen

Chester NS
Stay at this vacation home in Chester. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Lordly House Museum and Chester ...
10/10 Exceptional! (1 review)
"Very accomodating multi-bdrm/bath property for senior 3 adults, not easy to find in the Chester/Mahone Bay area. Great in-town location. Very helpful and responsive owner."

Reviewed on Sep 26, 2025

One 12 Queen
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 ...
9.6/10 Exceptional! (46 reviews)
"Very nice accommodation. Private , clean , unique and roomy. Yet close to the centre of town. Our best stay yet while visiting the Maritimes. I now post only on the nice stays and this is one of them."

Reviewed on Jun 22, 2026

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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