Chester Islands Vacations

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Find the Best Chester Islands Vacation Packages

Chester Islands Hotel Deals

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 AED 396 per night from Apr 20 to Apr 21
AED 396
AED 451 total
includes taxes & fees
20 Apr - 21 Apr
9.2/10 Wonderful! (844 reviews)
"Awesome"

Reviewed on 5 April 2025

Best Western Plus Bridgewater Hotel & Convention Centre
Smugglers Cove Inn
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
Fully refundableReserve now, pay when you stay
The price is AED 497 per night from Apr 15 to Apr 16
AED 497
AED 566 total
includes taxes & fees
15 Apr - 16 Apr
8.8/10 Excellent! (587 reviews)
"Really nice old property. Owners and staff very nice and helpful. Very quiet inn, didn’t hear a sound from other guests. They could use a carpeting upgrade throughout and new, firmer pillows would be great to match the very comfortable bed. All in all a great experience, thank you!"

Reviewed on 29 March 2025

Smugglers Cove Inn
Brigantine Inn & Suites
Brigantine Inn & Suites
3 out of 5
82 Montague Street, Lunenburg, NS
Fully refundableReserve now, pay when you stay
The price is AED 291 per night from Apr 16 to Apr 17
AED 291
AED 332 total
includes taxes & fees
16 Apr - 17 Apr
8/10 Very Good! (463 reviews)
"Room was ok, clean but very small. Quiet. Needs some renos. Restaurant down stairs is very good."

Reviewed on 6 April 2025

Brigantine Inn & Suites
See all 290 properties in Chester Islands
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 vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation 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 vacation packages and you could score some great off-season discounts.
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 vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can personalize 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 vacation package to Chester Islands?
If you’ve got your Chester Islands vacation 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 favorite 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 vacation package that brings all your bookings together.