
Chester Islands Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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

Days Inn & Conference Center by Wyndham Bridgewater
50 North Street, Hwy 103 and North Street, Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 1 Nov to 2 Nov
AU$187
1 Nov - 2 Nov
includes taxes & fees
7.6/10 Good! (1,021 reviews)
"Grat service"
Reviewed on 30 Sept 2025

Bridgewater Hotel
35 High St., Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 13 Oct to 14 Oct
AU$139
13 Oct - 14 Oct
includes taxes & fees
5.8/10 (372 reviews)
"The room was cleaned.The staffs were friendly and nice. I would stay again."
Reviewed on 24 Sept 2025

Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12, Cookville, NS
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 1 Nov to 2 Nov
AU$185
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (988 reviews)
"Super comfortable beds! Nice breakfast area."
Reviewed on 26 Sept 2025
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.