Chester Holidays

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    Save up to £750 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages 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.
Hearthstone Inn Boutique Hotel Halifax - Dartmouth

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

3.5 out of 5
Price was £1,388, price is now £1,207 per person
£1,207
per person
7 Oct - 14 Oct
found 24 hours ago
Return flight included
Glasgow (GLA) to Halifax (YHZ)
7.4/10 Good! (1,175 reviews)
TV didn't work. Room doors sticking. Shower controls need updating. But price was ok.

Reviewed on 31 Jul 2026

Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was £1,484, price is now £1,233 per person
£1,233
per person
7 Oct - 14 Oct
found 24 hours ago
Return flight included
Glasgow (GLA) to Halifax (YHZ)
8.6/10 Excellent! (1,017 reviews)

Atlantica Hotel Halifax

Atlantica Hotel Halifax

4 out of 5
South End
Price was £1,769, price is now £1,507 per person
£1,507
per person
7 Oct - 14 Oct
found 24 hours ago
Return flight included
Glasgow (GLA) to Halifax (YHZ)
8.6/10 Excellent! (1,324 reviews)
Smooth and easy check in, helpful front desk staff, comfy bed and clean room!

Reviewed on 31 Jul 2026

Red George Inn and Suites

Red George Inn and Suites

2.5 out of 5
Downtown Halifax
Price was £1,630, price is now £1,404 per person
£1,404
per person
7 Oct - 14 Oct
found 24 hours ago
Return flight included
Glasgow (GLA) to Halifax (YHZ)
9.2/10 Wonderful! (107 reviews)
good hotel in good location

Reviewed on 31 Jul 2026

Brewery Park Hotel

Brewery Park Hotel

3.5 out of 5
North End
Price was £1,779, price is now £1,545 per person
£1,545
per person
7 Oct - 14 Oct
found 24 hours ago
Return flight included
Glasgow (GLA) to Halifax (YHZ)
9.2/10 Wonderful! (268 reviews)

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

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
The price is £129 per night from 26 Aug to 27 Aug
£129
26 Aug - 27 Aug
includes taxes & fees
Oak Island Resort & Conference Centre
Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
Fully refundableReserve now, pay when you stay
The price is £169 per night from 3 Aug to 4 Aug
£169
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (2,364 reviews)
"Great amenities around,"

Reviewed on 31 Jul 2026

Future Inns Halifax
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
98 Chain Lake Dr Halifax NS
Fully refundableReserve now, pay when you stay
The price is £154 per night from 2 Aug to 3 Aug
£154
2 Aug - 3 Aug
includes taxes & fees
Coastal Inn Halifax
See all 613 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chester travel package cost?
Our Chester packages, which begin from just £1,207, 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.
See properties

What to do in Chester

Halifax Small Group Premium Tour with Peggy’s Cove

Halifax Small Peggy’s Cove Express

£58
per adult
96% of travellers recommend
Halifax Small Peggy’s Cove Express
Half-Day Small-Group Tour of Nova Scotia's South Shore

Half-Day Small-Group Tour of Nova Scotia's South Shore

£93
per adult
100% of travellers recommend
Half-Day Small-Group Tour of Nova Scotia's South Shore
Peggys Cove Sunset Tour

Peggys Cove Sunset Tour

£57
per adult
Peggys Cove Sunset Tour
See all activities in Chester

* 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.