Chester

Travel 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.

Bridgewater Hotel

Bridgewater Hotel

2.5 out of 5
35 High St. Bridgewater NS
The price is CA $119 per night from Oct 15 to Oct 16
CA $119
CA $140 total
Oct 15 - Oct 16
includes taxes & fees
Stay at this hotel in Bridgewater. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
6/10 (514 reviews)
"good"

Reviewed on Sep 13, 2026

Bridgewater Hotel
Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St Bridgewater NS
The price is CA $184 per night from Oct 5 to Oct 6
CA $184
CA $223 total
Oct 5 - Oct 6
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! (1,025 reviews)
"The lady at the reception when we checked in was an absolute gem, as she was warm, welcoming and very humorous."

Reviewed on Sep 15, 2026

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 Bridgewater NS
The price is CA $187 per night from Oct 5 to Oct 6
CA $187
CA $220 total
Oct 5 - Oct 6
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! (1,009 reviews)
"Nice rooms, though the bathroom was small. It was nice having parking right outside the room."

Reviewed on Sep 15, 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
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 Suttles ...
9.6/10 Exceptional! (76 reviews)
"Beautiful and clean room. Great location. Enormously comfortable bed! I truly loved the space. There were just a few things that prevented me from giving a full 5-stars. The shower ran out of hot water. The passageway to the doors of each cabin are elevated like a boardwalk, which looks very quaint ..."

Reviewed on Sep 13, 2026

Black Forest Cabins
Oakhill Pines Campground

Oakhill Pines Campground

3 out of 5
388 Oakhill Rd Oak Hill NS
Stay at this cabin in Oakhill. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Osprey Ridge Golf Course and Bridgewater Mall are located ...
Oakhill Pines Campground
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Lunenburg NS
Stay at this cottage in Heckmans Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ironworks Distillery and Heckman-Morash House ...
10/10 Exceptional! (135 reviews)
"You can't beat the location. Beautiful waterfront property. So peaceful and in 12 min you can be in Lunenburg. In 16 min you can be in Mahone Bay. You get the best of both worlds. Great fire pit and they provided the wood. They left a little nice touch of smores for us. Very large deck to relax on. ..."

Reviewed on Sep 12, 2026

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.

Stay near popular Chester attractions

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