Chester Vacations

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Find the Best Chester Vacation Packages

Chester 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 NT$3,898 per night from May 19 to May 20
NT$3,898
NT$4,443 total
includes taxes & fees
May 19 - May 20
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 2025/4/18

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 NT$4,396 per night from Apr 26 to Apr 27
NT$4,396
NT$5,011 total
includes taxes & fees
Apr 26 - Apr 27
8.8/10 Excellent! (588 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 2025/3/29

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 NT$2,674 per night from Apr 30 to May 1
NT$2,674
NT$3,048 total
includes taxes & fees
Apr 30 - May 1
7.4/10 Good! (1,000 reviews)
"Everything was great"

Reviewed on 2025/4/20

Days Inn & Conference Center by Wyndham Bridgewater
See all 255 properties in Chester
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 vacation package cost?
You’ll find cheap prices on Expedia for your Chester getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Chester costs.
What are the cheapest months to go to Chester?
The off-season is the best time to travel to Chester if you’re hoping to keep costs down. Another tip for getting cheap Chester vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Chester?
Usually, a handful of days is enough for a Chester vacation. With a well-organized schedule, you can see all the best attractions including Chester Golf Club, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Chester?
Known for its watersports and home to popular attractions like Chester Golf Club, a Chester vacation is sure to leave an impression. Another top sight to check out? Don’t miss Tancook Island.
How to find the best Chester package deals?
Start your search for a Chester package deal by entering your destination and travel dates under our “Packages” tab. Then select some filters, like “Property type” and “Amenities,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with irresistible savings. If you don’t find the perfect Chester package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chester escape underway.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your Chester getaway by booking a personalized vacation package. Check the “Package” heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chester?
If you’re planning a spur-of-the-moment Chester getaway, check out our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Chester?

  1. Pick your dates: What you plan to do in Chester and your favorite season can help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Chester.
  3. Decide how long to go away for: Now that you’re up to speed on Chester, you can work out the right length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: Once you’ve settled on your trip dates and duration, book the ideal Chester vacation package for you.

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