Chester Islands Holidays

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Your Chester Islands Holiday

When you organise a holiday package to Chester Islands, you can relax and enjoy your break knowing that all your travel plans have been made in advance. Discover the many wonders of this lively city while staying in a neighbourhood like Garden Lots, which is great for watersports. Fill your schedule with tours of Oak Island, Chester Golf Club and Graves Island Provincial Park, some of the attractions you should see during your trip to Chester Islands. A couple of clicks is all it takes to craft a tailored Chester Islands holiday on Expedia.

Chester Islands Holiday

Chester Islands Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Bayswater Beach Provincial Park, Chester Playhouse and Lordly House Museum

Our pick of the best Chester Islands Hotel Deals

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
The price is AU$195 per night from 31 May to 1 June
AU$195
31 May - 1 June
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is AU$213 per night from 6 June to 7 June
AU$213
6 June - 7 June
includes taxes & fees
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
Smugglers Cove Inn

Smugglers Cove Inn

4 out of 5
139 Montague Street Lunenburg NS
9/10 Wonderful! (803 reviews)
"The owners were friendly and nice and very helpful. The room we had was great very quiet. Lunenburg is a very small town with plenty to see but of course we were two streets off of the main harbour so fantastic right across the street from a really great restaurant. Go check out the Maritime museum. ..."

Reviewed on 28 May 2026

Smugglers Cove Inn
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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