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
Skip the hassle of organising your next great adventure with a Chester holiday package. Whether you're interested in its food, history, art or something else, this city offers endless possibilities for fun. A trip to Chester is an ideal opportunity to take in the sights. Be sure to look around renowned attractions like Lake Fort Smith State Park, Artist Point and Evans Trail Loop. Whoever you're heading away with and whatever you want to spend, your ultimate Chester holiday is just clicks away with Expedia.
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Fort Smith Regional Airport (FSM) |
Population | 160 |
Max Temp Winter | 10ºC |
Max Temp Summer | 32ºC |
Top Sights | Devils Den State Park, Lake Fort Smith State Park and Evans Trail Loop |
Top hotels in Chester
Beautiful modern cabin on top of the mountain with stunning sunset views.
Chester AR
£177
26 Oct - 27 Oct
includes taxes & fees
10/10 Exceptional! (51 reviews)
"Great experience. My wife and I are both teachers, and wanted a little get away where we could have plenty of quiet and beautiful nature. The property itself is very cool! But the view is so peaceful and serene, it’s just what we had hoped for. And no one near us, just the sounds of nature and that ..."
Reviewed on 16 Aug 2026
Beard and Lady Inn
411 E Front Ave Chester AR
£73
29 Oct - 30 Oct
includes taxes & fees
9.2/10 Wonderful! (55 reviews)
"We would love to come back! Loved the soaking claw-foot tub and b&w decor in our room. A few minor things: When we booked via hotels.com it mentioned a welcome gift with the room we chose (#11) but there wasn't anything. It also felt a bit like the place was left to its own devices... breakfast list ..."
Reviewed on 24 Aug 2026
Old Cross Roads Cabin 3 bed/2 bath
Chester AR
9.4/10 Exceptional! (36 reviews)
"Our hosts were very welcoming and even allowed us to check in a day early when our plans had to be changed at the last minute. They also were helpful when we encountered a couple of difficulties during our stay."
Reviewed on 10 Nov 2025
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
Why should I book my Chester holiday with Expedia?
Choose Expedia to arrange your next big escape simply and all in one place. Our top tip for bagging a great deal on a Chester getaway? Bundle your accommodation, flights and/or hire car into a package holiday. Then throw in a couple of awesome tours and activities. Many bookings also include flexible cancellation policies, so there's no need to stress if you have to switch up your itinerary. Round-the-clock assistance with cancelling and amending your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Chester?
If you love the excitement that comes with peak season, head to Chester in August, September and October. Travelling during the quieter months of November, December and January will help you avoid the crowds. Organise your trip to Chester based on what type of adventure you're looking for. January is the coolest month, when daytime temperatures average 4ºC. In July, the warmest period, you will experience temperatures of around 27ºC during the day.
What is the top hotel for my holiday in Chester?
Days Inn by Wyndham Fayetteville is the ideal base for a fabulous adventure in Chester, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Chester?
Our Chester holidays mean plenty of savings for the savvy wanderer. For the best deals, simply bundle your flights, hotels and hire cars. But impressive bargains are just the beginning of your next awesome adventure. When you book with Expedia, you'll have more than 400 airlines and 321,000 hotel options all over the world to select from. Whatever your budget, there's a holiday here just for you. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Chester holiday?
Offering must-see tourist attractions like Devils Den State Park and Lake Fort Smith State Park, a holiday in Chester is filled with fun places to visit. Artist Point and Evans Trail Loop are a couple of other sights also worth a look.
Do I need a visa for my Chester holiday?
Visa requirements for Chester vary based on your nationality and reason for your visit. Be sure to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Research your visa requirements in advance to ensure a smooth travel experience. Finally, make sure your passport is valid for at least six months from the date of your return.
What should I wear on my Chester holiday?
First, consider the types of activities you'll be doing during your holiday in Chester and take versatile pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, browse a few style blogs or social media accounts. Be sure to look at the weather forecast so you can pack accordingly. The warmest month in Chester is July, with average daytime temperatures of 27ºC. If you plan to travel in the coolest month of January, the mercury averages 4ºC during the day.
What does an Expedia Chester holiday include?
That depends on you. Simply choose from a variety of Chester packages, such as a flight, hotel and hire car. You can also book a flight and a hotel, or a car hire and a flight. Once you've made your booking, add on the fun stuff like experiences and tours. Whatever your dream Chester break looks like, you'll save! Expedia features all sorts of properties, with the most popular in Chester including private holiday homes and bed & breakfasts. With Expedia, you can expect the flexibility and freedom to design your holiday any way you like.
Does Expedia offer Book Now, Pay Later Chester holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna offers payments in multiple instalments that suit all types of budgets, so you can take that well-deserved holiday now.
- No-deposit holidays: Clicking the "book now" button is much easier with this payment option. With no upfront fee for your getaway, you can Book Now, Pay Later and start working on your travel itinerary.
Can I choose my airline with a Chester Expedia holiday?
Most definitely. Expedia has access to more than 400 partner airlines around the world, so you can customise your Chester holiday according to your travel needs.
* 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.
