Chester Travel Guide

Tourist Guide

A large, two-story house with a steeply pitched roof and a chimney.
A calm lake with several sailboats and a few motorboats.
A coastal scene with multiple boats anchored in the water, a dock, and a building with a green roof.
A large, two-story house with a white porch and multiple windows.
A storefront with a green sign reading "Kiwi Cafe" and a sign below stating "Reserved Kiwi Too".

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 Rp2.319.989 per night from 26 Jul to 27 Jul
Rp2.319.989
Rp2.805.792 total
26 Jul - 27 Jul
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! (1,000 reviews)
"This hotel was not somewhere we would ever recommend. The staff at the front desk was lovely and helped us get a refund as we would not bring ourselves to stay in the hotel. It smelled awful, the beds were rock hard, the hotel is old and run down. Decorated with crayon pictures the kids ..."

Reviewed on 21 Jul 2026

Travelodge by Wyndham Bridgewater
Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

3 out of 5
230 Mason's Beach Road, RR#2 Lunenburg NS
The price is Rp3.283.481 per night from 26 Jul to 27 Jul
Rp3.283.481
Rp3.743.169 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this beach motel in Lunenburg. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (629 reviews)
"Very beautiful and serene place to stay with ocean view, and spend a couple days visit Lunenberg downtown, Mahon Bay and Peggy’s Cove. Highly recommended!"

Reviewed on 21 Jul 2026

Atlantic View Motel and Cottages
Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater

2.5 out of 5
50 North Street Bridgewater NS
The price is Rp2.751.025 per night from 25 Jul to 26 Jul
Rp2.751.025
Rp3.230.236 total
25 Jul - 26 Jul
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 ...
7.8/10 Good! (1,006 reviews)
"Staff are nice. Breakfast is good"

Reviewed on 21 Jul 2026

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.
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Stay at this 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 are ...
9.6/10 Exceptional! (57 reviews)
"💯 recommend, just I miss the microwave."

Reviewed on 21 Jul 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.

Stay near popular Chester attractions