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 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.

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
The price is HK$961 per night from 31 May to 1 Jun
HK$961
HK$1,096 total
31 May - 1 Jun
includes taxes & fees
Stay at this business-friendly hotel in Western Shore. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Oak Island and Tancook Island ...
8.2/10 Very Good! (495 reviews)
"Clean rooms . Ground level rooms are noisy due to outside traffic and activities from conferences. Surprised that room didn’t have water bottles. Restaurant was very good but limited menu or items on menu were not available."

Reviewed on 28 May 2026

Oak Island Resort & Conference Centre
The Homeport Motel

The Homeport Motel

2 out of 5
167 Victoria Road Lunenburg NS
The price is HK$1,050 per night from 6 Jun to 7 Jun
HK$1,050
HK$1,197 total
6 Jun - 7 Jun
includes taxes & fees
Stay at this motel in Lunenburg. Enjoy free Wi-Fi, free parking and a garden. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
9/10 Wonderful! (602 reviews)
"The check-in was seamless and the place was very laid out. Great location. We chose to drive downtown but you are ok walking it isn’t that far. I like the idea that we don’t have to worry about loosing keys. It is a keyless entry, what a great idea. We would stay there again."

Reviewed on 29 May 2026

The Homeport Motel
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 out of 5
527 Highway 10 Exit 12 Cookville NS
The price is HK$1,300 per night from 18 Jun to 19 Jun
HK$1,300
HK$1,482 total
18 Jun - 19 Jun
includes taxes & fees
Stay at this business-friendly hotel in Cookville. Enjoy free breakfast, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,002 reviews)
"The breakfast was delicious . It’s nice to have a free hot breakfast. The room was nice and clean . I was located in an easy to access area with free parking"

Reviewed on 28 May 2026

Best Western Plus Bridgewater Hotel & Convention Centre
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.
Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Pleasantville NS
Stay at this houseboat in Pleasantville. Enjoy free Wi-Fi, a garden and patios. Popular attractions DesBrisay Museum and Woodland Gardens are located ...
10/10 Exceptional! (89 reviews)
"Everything was above and beyond our expectations, the property is amazing and every single detail was perfect, sharp knives, 100% cotton bedding and towels, the absolute best tasting tap water amazing,surprises to discover on short outings! Picture perfect views and the best stars at night.We hated ..."

Reviewed on 22 Aug 2025

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route
Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!

Lunenburg NS
Stay at this golf apartment in Pine Grove. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Osprey Ridge Golf Course and Bridgewater ...
10/10 Exceptional! (15 reviews)
"Beautiful, well-maintained property. Host was lovely and very communicative. The hot tub was a little bit grimy and the smoke detector appeared to be missing, but otherwise, everything was in great condition and I had a wonderful, relaxing stay. I am recommending to all of my friends and I can't ..."

Reviewed on 23 May 2026

Luxury lakefront dome with private beach, close to nature and town!
Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

Boutiliers Point NS
Stay at this beach cottage in Boutiliers Point. Enjoy a beach locale, a sauna and a garden. Popular attractions Saint Margarets Bay Look Off Park and Cleveland ...
9.8/10 Exceptional! (18 reviews)
"Friendly staff and nice location for exploring the surrounding area. The hot tub was great. Unfortunately the lack of cleanliness and property maintenance really let it down and did not reflect the four star rating. For this reason, we would not stay here again."

Reviewed on 18 May 2026

Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax
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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