Chester Islands Holidays from £1,262
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- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Chester Islands Holiday
Prepare to experience Chester Islands on your own terms with a custom Chester Islands holiday package! Discovering the charms of this interesting city is made simpler with a base in a neighbourhood such as Garden Lots, which is great for watersports, among other things. Make your trip to Chester Islands even more fulfilling by going sightseeing. Oak Island, Tancook Island and Chester Golf Club are among the leading attractions worth exploring. Whatever your travel plans or budget, putting together the ultimate tailored Chester Islands holiday is a breeze with Expedia.
Top Chester Islands Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Chester Islands Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Top Sights | Bayswater Beach Provincial Park, Chester Playhouse and Lordly House Museum |
Top hotels in Chester Islands
Travelodge by Wyndham Bridgewater
49 North St Bridgewater NS
Fully refundableReserve now, pay when you stay
£120
30 Sept - 1 Oct
includes taxes & fees
8/10 Very good! (1,013 reviews)
"Odeur de vieille humidité présente dans la chambre mon seul point negatif, la chambre est propre, très bon choix d'aliment pour le déjeuner, personnel courtois"
Reviewed on 29 Aug 2026
Bridgewater Hotel
35 High St. Bridgewater NS
Fully refundableReserve now, pay when you stay
£87
31 Aug - 1 Sept
includes taxes & fees
6/10 (489 reviews)
"Our go-to stop when staying in Bridgewater; love their breakfast"
Reviewed on 30 Aug 2026
Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12 Cookville NS
Fully refundableReserve now, pay when you stay
£149
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Na"
Reviewed on 30 Aug 2026
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.
Frequently asked questions
How much does a Chester Islands travel package cost?
From as little as £1,262. Yes, you read that correctly. Our Chester Islands travel packages are a simple way to make your dollar go further. Bundle your preferred hotels, flights and rental car and get out and see this destination your way.
If I'm not able to travel, can I cancel my Chester Islands travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Chester Islands travel package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
How do I get a cheap travel package to Chester Islands?
Just think of all the thrilling things you could do in Chester Islands with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Chester Islands travel package. You have loads of choice with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotels across the globe. Whether you're heading off with the family or travelling on your own, organising a trip to Chester Islands is better with a package.
Does Expedia offer Book Now, Pay Later Chester Islands holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:
- Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can have that well-deserved holiday sooner.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday over multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in Chester Islands?
If you plan to check out Chester Golf Club, give commuting a miss and find a place to stay nearby. It's one of the most popular attractions in the area.
What are the top hotels in Chester Islands?
Compass Cottage At Deep Cove and Modern Oceanview Holiday Living In Deep Cove are a couple of the most well-known properties in Chester Islands. Why not look up the amenities and facilities at each and then decide?
How far in advance should I book my Chester Islands holiday?
While prices fluctuate, we generally recommend reserving your seat as soon as possible. Many international fares can be compared on Expedia up to a year in advance. If circumstances have left you booking late, you might still be in luck. Low prices to Chester Islands sometimes occur only weeks before departure.
What does an Expedia Chester Islands travel package include?
Much of that is up to you. You can pick from a variety of Chester Islands bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your perfect Chester Islands holiday looks like, get set to save!
What should I know before booking a Chester Islands travel package?
Bundling your bookings into a Chester Islands travel package is the easiest way to organise your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Chester Islands Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply pick your preferred carrier and put together your ideal Chester Islands escape.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
