Chester Islands Holidays

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Top hotels in Chester Islands

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

2 out of 5
49 North St, Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is HK$1,060 per night from 29 Jul to 30 Jul
HK$1,060
HK$1,282 total
29 Jul - 30 Jul
includes taxes & fees
8/10 Very Good! (737 reviews)
"Service incroyable à l’accueil. Chambre propre. Déjeuner continental correct. Tout est bien emballé individuellement. Salle à dîner petite."

Reviewed on 22 Jul 2025

Travelodge by Wyndham Bridgewater
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
Fully refundableReserve now, pay when you stay
The price is HK$1,361 per night from 24 Aug to 25 Aug
HK$1,361
HK$1,552 total
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (914 reviews)
"After a long day of driving, it was lovely to arrive to a comfortable and air-conditioned room. The location was great with a Walmart and other fast food options nearby. Having an accessible room on the ground floor was something I wish they had made me aware of before checking in with the shower ..."

Reviewed on 24 Jul 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Miller House By the Bay

Miller House By the Bay

3 out of 5
624 Main street, mahone bay, NS
The price is HK$880 per night from 3 Aug to 4 Aug
HK$880
HK$1,004 total
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (31 reviews)
"This property is absolutely amazing; clean, friendly, gorgeous and the chevy the resident dog was so cute. Margaret is a fabulous host and the homemade waffles were delicious"

Reviewed on 27 Jul 2025

Miller House By the Bay
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 holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Chester Islands costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Chester Islands?
You can usually find reduced prices and greater availability in January, February and November. Browse our cheap Chester Islands holiday packages and you could score some great off-season discounts.
How many days is enough for Chester Islands?
The ideal length for your Chester Islands holiday depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden treasures along the way.
How to find the best Chester Islands package deals?
Begin your search for a Chester Islands package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Chester Islands package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chester Islands getaway off to a flying start.
Is it cheaper to book a Chester Islands holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking stays and flights individually. Better still, you can personalise your Chester Islands getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Chester Islands?
If you've got your Chester Islands holiday dates confirmed, book as soon as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Chester Islands?

  1. Pick your travel dates: What you want to do in Chester Islands and your favourite season can help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will likely be the biggest expense during your trip to Chester Islands.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Chester Islands. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Chester Islands holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.