Chester Vacations

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Find the Best Chester Vacation Packages

Chester Hotel Deals

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 ₩186,459 per night from Aug 13 to Aug 14
₩186,459
₩225,515 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very Good! (744 reviews)
"Outstanding and helpful service staff and front desk help that went out of their way to be helpful."

Reviewed on Jul 30, 2025

Travelodge by Wyndham Bridgewater
Miller House By the Bay

Miller House By the Bay

3 out of 5
624 Main street, mahone bay, NS
The price is ₩158,742 per night from Aug 6 to Aug 7
₩158,742
₩180,966 total
Aug 6 - Aug 7
includes taxes & fees
9.6/10 Exceptional! (35 reviews)
"We loved EVERYTHING about this place: Margaret, our host, was warm and welcoming. The accommodations were comfortable. Continental breakfast with home-made goodies was a good way to start the day. And Mahone Bay is one of our favourite destinations in Nova Scotia."

Reviewed on Jul 31, 2025

Miller House By the Bay
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
The price is ₩239,463 per night from Aug 24 to Aug 25
₩239,463
₩272,988 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (920 reviews)
"Josh at front desk was awesome! Super helpful and polite!"

Reviewed on Jul 29, 2025

Best Western Plus Bridgewater Hotel & Convention Centre
See all 273 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.