Chester Holidays from £828
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Your Chester Holiday
Take the hassle out of travel planning with a Chester holiday package. A great neighbourhood to base yourself in this captivating city is Garden Lots, which is good for watersports and much more. A trip to Chester is a superb opportunity to sightsee. Be sure to visit well-known attractions like Oak Island, Tancook Island and Chester Golf Club. Stop dreaming and start travelling. Browse the wide range of options on Expedia today and finally put your Chester holiday plans into action!
Top Chester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Atlantica Hotel Halifax
South End
£996
per person
5 Oct - 9 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Halifax (YHZ)
8.6/10 Excellent! (1,336 reviews)
This is our second time staying at this hotel - we love the charging station for our electric car, the pet-friendliness, the staff, and clean amenities. We used the pool this time, which was lovely. I find the bar could be open a little later though.
Reviewed on 11 Aug 2026
Homewood Suites by Hilton Halifax-Downtown
Downtown Halifax
£1,209
per person
5 Oct - 9 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Halifax (YHZ)
8.6/10 Excellent! (1,002 reviews)
The property was clean. In a GREAT location!!! The breakfast was good and the people in the lounge were fantastic. The beds are very comfortable and the rooms are a great size. The issue we had was the room was not properly stalked. You would expect at $600 plus a night the bathroom toiletries would be stalked. We had to call front desk for the toiletries to be refilled. When they were delivered the person handed us the refill bottle and said we needed to do it ourself. I would expect when the room is vacated prior to the next check in the cleaning staff would have taken care of this!
Upon check out I spoke to the front desk and they were very apologetic and proceeded to process a % discount which we appreciated. Overall this was a great place to spend a few nights!!! Would definitely stay here again!!!
Reviewed on 10 Aug 2026
Chester Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Population | 1,550 |
Max Temp Winter | 2ºC |
Max Temp Summer | 21ºC |
Top Sights | Bayswater Beach Provincial Park, Chester Playhouse and Lordly House Museum |
Top hotels in Chester
Travelodge by Wyndham Bridgewater
49 North St Bridgewater NS
Fully refundableReserve now, pay when you stay
£118
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (1,023 reviews)
"Me and my boyfriend were checking in for a wedding and they were extremely accommodating. We messed up and didn’t realize that you had to call in advance for early check in but they still tried to make it work so we were on time for the wedding, even after they were short staffed. Front desk was ..."
Reviewed on 11 Aug 2026
Bridgewater Hotel
35 High St. Bridgewater NS
Fully refundableReserve now, pay when you stay
£86
25 Aug - 26 Aug
includes taxes & fees
6/10 (466 reviews)
"Bath towels weren’t dry and had bad odour. Bed sheets weren’t clean. General room cleanliness was poor."
Reviewed on 11 Aug 2026
Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12 Cookville NS
Fully refundableReserve now, pay when you stay
£149
6 Sept - 7 Sept
includes taxes & fees
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.
Stay near popular Chester attractions
Chester Golf Club
8.4/10 (28 reviews)
Enjoy a round of golf in Chester at Chester Golf Club. Stroll along this family-friendly area's waterfront or simply enjoy its seafood restaurants.
Tancook Island
Find out about the history of Chester when you take a trip to Tancook Island. While in this family-friendly area, you can savour the top-notch restaurants.
Chester Playhouse
8.6/10 (12 reviews)
You can enjoy a show at Chester Playhouse on your trip to Chester. Stroll along this family-friendly area's waterfront or simply enjoy its seafood restaurants.
Lordly House Museum
8.8/10 (3 reviews)
You can spend time browsing the exhibits at Lordly House Museum during your travels in Chester. While in this family-friendly area, you can savour the top-notch restaurants.
Chester Art Center
8.8/10 (3 reviews)
You can spend an afternoon studying the exhibits at Chester Art Center during your trip to Chester. Stroll along this family-friendly area's waterfront or simply enjoy its seafood restaurants.
St. Stephen's Church
9.2/10 (11 reviews)
After visiting St. Stephen's Church, make a plan to see the other sights and activities in Chester. Amble around this family-friendly area's waterfront or experience its entertainment venues.
Valverde Studio Gallery
You can spend time studying the exhibits at Valverde Studio Gallery during your travels in Chester. Stroll along this family-friendly area's waterfront or simply enjoy its seafood restaurants.
Frequently asked questions
Why should I book my Chester holiday with Expedia?
Choose Expedia to plan your next big escape simply and all in one convenient place. Our top tip for landing a great deal on a Chester retreat? Bundle your hotel, flights and/or hire car into a package holiday. Then throw in a couple of exciting tours and activities. Most bookings also include flexible cancellation policies, so there's no need to worry if you have to change your travel plans. Round-the-clock assistance with cancelling and changing your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Chester?
Chester is a popular place in March, May and July. If you don't like crowds and prefer a calmer pace, book your getaway for November, December and January. To give you an idea of what type of weather to expect, the average temperature during the day in January, the coolest time of year in Chester, is -2ºC. The warmest period here is August, when temperatures hit an average of 19ºC.
What is the top hotel for my holiday in Chester?
Offering many of the creature comforts of home, Oak Island Resort & Conference Centre will make the ideal base for your Chester trip.
How do I get a cheap holiday to Chester?
Bundle your flight and hotel bookings, throw in extras such as tours, and save with a Chester holiday. You won't just enjoy awesome discounts on your escape — you'll have loads of choice within your reach too. When you book with Expedia, you'll have your pick of over 400 air carriers and 321,000 properties around the globe. Your next grand adventure begins right here, right now! Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Chester holiday?
With must-see tourist attractions such as Oak Island and Chester Golf Club, a holiday in Chester promises lots of exciting things to do and see. Swiss Air Flight 111 Memorial Bayswater and Graves Island Provincial Park are a couple of other sights also worth exploring.
What is the best area to stay in when on holiday in Chester?
There's so much to see in Chester, so stay close to its top attractions and spend more time sightseeing. Chester Golf Club is one place that should be on your itinerary.
Do I need a visa for my Chester holiday?
Visa requirements for Chester vary depending on your nationality and reason for your visit. Remember to check official government websites to determine if you need a visa for your holiday. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation that might be necessary. Research your visa requirements well ahead of time to ensure a hassle-free travel experience. Also check to see that your passport is valid for at least six months from your date of return.
What should I wear on my Chester holiday?
Though everyone's style varies, it can be helpful to have a few guidelines for what to bring during your holiday in Chester. Think about browsing social media before you leave for inspiration on local fashion trends. Pack with confidence by checking the weather forecast in Chester. August brings the warmest temperatures, with daytime averages of 19ºC, while January days average -2ºC, making it the coolest time of year.
What does an Expedia Chester holiday include?
Flights, hotels and a reliable car for all your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to creating your Chester getaway, you're the one in control! Private holiday homes and cottages are a few popular property types in Chester. No matter your holiday style or size of your group, you can count on Expedia for the freedom to personalise your next escape.
Does Expedia offer Book Now, Pay Later Chester holidays?
Yes. Expedia has partnered with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:
- Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna offers just that! Paying in several transactions will make your holiday dreams possible.
- No-deposit holidays: When you want to jump on an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.
Can I choose my airline with a Chester Expedia holiday?
Yes, you can. We have more than 400 airline partners across the globe, so select the carrier that's a good fit for your travel preferences.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
