Chester Holidays

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    Better together
    Save up to S$134 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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Chester

Best Western Plus Fairview Inn & Suites
Best Western Plus Fairview Inn & Suites
2.5 out of 5
802 N Main St, Fairview, OK
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 29 Nov to 30 Nov
S$148
includes taxes & fees
29 Nov - 30 Nov
9.2/10 Wonderful! (192 reviews)
"Great as always!"

Reviewed on 7 Nov,2024

Best Western Plus Fairview Inn & Suites
Crossroads Motel Seiling Us 60
Crossroads Motel Seiling Us 60
2.5 out of 5
805 NE US Hwy 60, Seiling, OK
Fully refundable
The price is S$98 per night from 1 Dec to 2 Dec
S$98
includes taxes & fees
1 Dec - 2 Dec
7/10 Good! (12 reviews)
"Friendly staff, nice rooms."

Reviewed on 12 May,2024

Crossroads Motel Seiling Us 60
Knights Inn Fairview
Knights Inn Fairview
1.5 out of 5
801 North Main Street, Fairview, OK
Fully refundableReserve now, pay when you stay
The price is S$104 per night from 23 Nov to 24 Nov
S$104
includes taxes & fees
23 Nov - 24 Nov
8.2/10 Very Good! (43 reviews)
"Only complaint is there is no breakfast"

Reviewed on 7 Nov,2024

Knights Inn Fairview
See all 39 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?
Live it up in Chester from just . We offer a great selection of rental cars, hotels and flights to suit your travel style. Land even more discounts when you add a few sightseeing activities to your holiday package.
How do I get a cheap travel package to Chester?
Just think of all the wonderful things you could do in Chester with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Chester holiday package. You have loads of choice when you book with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotels throughout the world. Whether you’re taking a break with the family or travelling on your own, organising a trip to Chester is better with a package.
How far in advance should I book my Chester holiday?
Browse Expedia to compare international fares as soon as possible. You can usually purchase a seat up to 12 months before departure. If you don’t see your preferred carrier, or you have to book last minute, don’t stress. The lowest prices to Chester sometimes appear just weeks before the date of departure.
What does an Expedia Chester travel package include?
With Expedia, you can select a combination of hotels, car rentals and flights to build your ideal Chester travel package. Once you’ve made your booking, you can add on fun stuff like tours and experiences. Remember, the more you bundle, the more you’ll save!
What should I know before booking a Chester travel package?
When you book your flights, hotels and car rentals together, you’ll walk away with incredible discounts. Whether you’re organising an island getaway in a villa or prefer to stay in a luxurious city hotel, Expedia will make it happen for less.
Can I choose my airline with a Chester Expedia holiday package?
Yes, you can. We offer more than 550 airline partners across the globe, so fly with the carrier that best suits your budget and travelling style.
If I'm not able to travel, can I cancel my Chester holiday package?
Don’t stress if you’re rethinking your Chester holiday package — it’s possible to change or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We realise life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’re here to help.

* 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.