Chester Holidays

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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

Our pick of the best Chester Hotel Deals

Beautiful modern cabin on top of the mountain with stunning sunset views.
Beautiful modern cabin on top of the mountain with stunning sunset views.
Chester, AR
Stay at this cabin in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Evans Trail Loop and Mountainburg City Park are located ...
10/10 Exceptional! (16 reviews)
Perfect Hub for Boston Mountain Explorations
"We used our time at the cabin to relax, read, and recharge. The surrounding area has wonderful hikes of which we took full advantage."

Reviewed on 2 Jun 2025

Beautiful modern cabin on top of the mountain with stunning sunset views.
Old Cross Roads Cabin 3 bed/2 bath
Old Cross Roads Cabin 3 bed/2 bath
Chester, AR
Enjoy an in-room coffee maker.
9.4/10 Exceptional! (27 reviews)
Great stay!
"Everything was nice and clean. Plenty of room and close to entrance. We had a great time and would stay there again!"

Reviewed on 1 May 2025

Old Cross Roads Cabin 3 bed/2 bath
Wyndham Fort Smith City Center
Wyndham Fort Smith City Center
4 out of 5
700 Rogers Ave, Fort Smith, AR
Stay at this 4-star business-friendly hotel in Fort Smith. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,004 reviews)
"Clean spacious room. Friendly staff."

Reviewed on 20 Jun 2025

Wyndham Fort Smith City Center
See all 217 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

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.