Chester Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Chester Holiday
Make organising your next getaway a breeze with a Chester holiday package. Whether it's the food scene, history or something else entirely that draws you to this destination, our packages will help you discover it all. A carefully planned itinerary is essential for your trip to Chester. Western Shore, Bayswater and Blandford are a few of the most well-known cities here. Expedia has everything you need when it comes to organising your Chester holiday. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.
Top Chester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Brewery Park Hotel
North End
£1,224
per person
20 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LON) to Halifax (YHZ)
9.2/10 Wonderful! (276 reviews)
None of the advertised amenities were provided. when I inquired (we had NO pots or pans, the stove top was not working, there was a second unplugged fridge stored in the room, no hook, bar of place to hang towels in the bathroom), I was advised that 'housekeeping can drop off pots/pans if you wish'. But they did not drop anything off nor did they provide any of the amenities advertised nor did they address the other issues I raised. Another couple staying in another unit shared that they also were not provided with the advertised amenities.
Reviewed on 9 Sept 2026
Chester Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Stanfield Intl. Airport (YHZ) |
Top Sights | Saint Margarets Bay, Bayswater Beach Provincial Park and Graves Island Provincial Park |
Top hotels in Chester
Oak Island Resort & Conference Centre
36 Treasure Drive Western Shore NS
£163
4 Oct - 5 Oct
includes taxes & fees
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore NS
£332
29 Sept - 30 Sept
includes taxes & fees
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Chester NS
9.8/10 Exceptional! (46 reviews)
"We were extremely pleased when we drove down the lane to opening the door for the first time. It was a perfect location with lots of privacy and peacefulness. The cottage was well stocked with all the comforts of home. The owner responded within minutes of any questions.We made a great choice and ..."
Reviewed on 14 Sept 2026
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 travel package cost?
Our Chester packages, which begin from just £909, are the easiest way to save. Select your preferred hotels, flights and more to create your ideal itinerary.
If I'm not able to travel, can I cancel my Chester travel package?
We totally get that sometimes life doesn't go according to plan. If you've locked in a Chester travel package and have to amend or cancel it, we're here to help. We recommend browsing our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Chester?
Our Chester travel packages offer plenty of savings for the savvy wanderer. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are just the beginning of your next amazing adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options around the world to select from. No matter your budget, there's a travel package that's perfect for you.
Does Expedia offer Book Now, Pay Later Chester holidays?
We do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply select the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can escape on that well-deserved holiday now.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip over multiple transactions.
- Low deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.
What are the top hotels in Chester?
For properties in Fox Point with friendly service and comfy beds, you can't go past Charming 3 Bedroom Cottage Near Hubbards and Amazing Ocean - View Just Steps To Fox Point Beach. If you plan to explore Chester Basin as well, you can look forward to a solid night's sleep at 4 Bed - - Persons Holiday Rental With Cottage or A Sailors Paradise - Stevens Cove Guest Quarters.
How far in advance should I book my Chester holiday?
While not all airlines release tickets early, you can usually look up international fares on Expedia up to a year in advance. This is the time you can bag some incredible deals. If you've left everything to the last minute, you may still be in luck. Low prices occasionally appear a few weeks prior to departure.
What does an Expedia Chester travel package include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to crafting your Chester escape, you're in charge!
What should I know before booking a Chester travel package?
A travel package can be easier on the hip pocket than individually booking all you need for your getaway. For example, combine your flights, hotels and rental cars and save a pretty penny. Whatever type of holiday you have in mind, there's bound to be a package within your budget.
Can I choose my airline with a Chester Expedia travel package?
You can, and with more than 550 airlines to pick from throughout the world, you're spoiled for choice. Have a look through the available options and see which airline best suits your needs and budget.
Stay near popular Chester attractions
Bayswater Beach Provincial Park
9.0/10 (26 reviews)
If a restful holiday is part of your travel plans, Bayswater Beach Provincial Park might be the perfect place to visit during your trip to Bayswater. Make some time to visit the monuments while you're in the area.
Oak Island
9.0/10 (95 reviews)
Commune with nature and explore the great outdoors at Oak Island during your travels in Martins Point.
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.
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.
Graves Island Provincial Park
8.6/10 (9 reviews)
Commune with nature and explore the great outdoors at Graves Island Provincial Park during your travels in East Chester. Stroll along the seaside or experience the entertainment venues in this family-friendly area.
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.
Swiss Air Flight 111 Memorial Bayswater
9.0/10 (59 reviews)
You can learn about the history of Bayswater with a trip to Swiss Air Flight 111 Memorial Bayswater. Stroll along the seaside or experience the entertainment venues in this family-friendly area.
* 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.
