Chester Holidays

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Top hotels in Chester

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 S$159 per night from 17 Apr to 18 Apr
S$159
includes taxes & fees
17 Apr - 18 Apr
9/10 Wonderful! (839 reviews)
"Very pleased with my stay here. The room was incredibly clean and the bed was comfortable and linens cozy. The staff at the front desk were all friendly and helpful during my two night stay. The breakfast was amazing, one of the best spreads I have seen…..definitely options for everyone."

Reviewed on 17 Mar,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 S$185 per night from 30 Mar to 31 Mar
S$185
includes taxes & fees
30 Mar - 31 Mar
8.8/10 Excellent! (586 reviews)
"This is a great location. Very clean, comfortable, and convenient. Lovely rooms and close to everything. Great view. Kind and helpful. Would stay again."

Reviewed on 19 Mar,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 S$142 per night from 1 Apr to 2 Apr
S$142
includes taxes & fees
1 Apr - 2 Apr
7.4/10 Good! (1,001 reviews)
"It is a great place to stay. Very quiet. Staff were wonderful and very pleasant. Only downfall is the restaurant only offers breakfast."

Reviewed on 18 Mar,2025

Days Inn & Conference Center by Wyndham Bridgewater
See all 251 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 holiday 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 holiday 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 holiday 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 holiday. With a well-organised 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 holiday package to Chester?
Known for its watersports and home to popular attractions like Chester Golf Club, a Chester holiday 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 holiday as a package?
You can enjoy significant savings on your Chester getaway by booking a personalised holiday 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 holiday 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 favourite 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 holiday. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: Once you’ve settled on your trip dates and duration, book the ideal Chester holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.