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 SAR 405 per night from Apr 30 to May 1
SAR 405
SAR 462 total
includes taxes & fees
30 Apr - 1 May
9.2/10 Wonderful! (846 reviews)
"Not enough smoking stations set up for people to smoke, so there were alot of butts on the ground. And chlorine in the pool was very strong but the kids had such an amazing time."

Reviewed on 18 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 SAR 493 per night from Apr 23 to Apr 24
SAR 493
SAR 562 total
includes taxes & fees
23 Apr - 24 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
Days Inn & Conference Center by Wyndham Bridgewater
Days Inn & Conference Center by Wyndham Bridgewater
2.5 out of 5
50 North Street, Hwy 103 and North Street, Bridgewater, NS
Fully refundableReserve now, pay when you stay
The price is SAR 309 per night from Apr 22 to Apr 23
SAR 309
SAR 352 total
includes taxes & fees
22 Apr - 23 Apr
7.4/10 Good! (1,000 reviews)
"The staff were amazing. I had an issue when I checked in and they had it situated under 10mins"

Reviewed on 12 April 2025

Days Inn & Conference Center by Wyndham Bridgewater
See all 292 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.