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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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

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$141 per night from 7 Jul to 8 Jul
S$141
7 Jul - 8 Jul
includes taxes & fees
9.4/10 Exceptional! (214 reviews)
"Very comfortable beds, nice room. Well appointed room, mini fridge w/icebox. Great breakfast with good selection. Friendly and helpful staff."

Reviewed on 12 Jun, 2025

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 refundableReserve now, pay when you stay
The price is S$82 per night from 23 Jul to 24 Jul
S$82
23 Jul - 24 Jul
includes taxes & fees
6.2/10 (20 reviews)
"The manager's assistance made the check-in process very comfortable, and the online option saved me considerable time. Everything else went smoothly, and the customer service was excellent. The rooms were also clean."

Reviewed on 11 Jun, 2025

Crossroads Motel Seiling Us 60
Knights Inn Fairview
Knights Inn Fairview
1.5 out of 5
801 North Main Street, Fairview, OK
The price is S$183 per night from 24 Jun to 25 Jun
S$183
24 Jun - 25 Jun
includes taxes & fees
8.4/10 Very Good! (52 reviews)
"Owners are working hard to improve"

Reviewed on 19 May, 2025

Knights Inn Fairview
See all 41 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 can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Chester costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chester?
January, February and March are great times to search for cheap Chester holiday packages. Opting to travel in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Chester?
Generally, a handful of days is enough to explore the top attractions during your Chester holiday. However, if you prefer to have time to chill out or take day tours, consider extending your trip.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Chester package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chester holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays individually. Better still, you can customise your Chester trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Chester?
If you've got your Chester holiday dates locked in, book as soon as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Chester?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Chester.
  2. Budget wisely: In addition to the cost of your accommodation, you should factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Chester.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Chester. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: Once you've nailed down your travel 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.