Chester, AR

Travel Guide

A waterfall in a forested area with autumn foliage.
A steel bridge over a river with a white boat.
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
$195 nightly
The price is $216 total per night from Nov 10 to Nov 11
$216 total
Nov 10 - Nov 11
Total with taxes and fees
Stay at this cabin in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Evans Trail Loop and Mountainburg City Park are located ...
10/10 Exceptional! (54 reviews)
"N/A"

Reviewed on Oct 18, 2026

Beautiful modern cabin on top of the mountain with stunning sunset views.
Beard and Lady Inn

Beard and Lady Inn

3 out of 5
411 E Front Ave Chester AR
$87 nightly
The price is $96 total per night from Dec 10 to Dec 11
$96 total
Dec 10 - Dec 11
Total with taxes and fees
Stay at this guesthouse in Chester. Enjoy free WiFi, free parking, and a garden. Popular attractions Evans Trail Loop and Mountainburg City Park are located ...
9.4/10 Exceptional! (69 reviews)
"This place was absolutely AMAZING!!! A haunted GEM!! Perfect peace and quiet!! NO TVs was the BEST!! So clean!! Beds very comfy.."

Reviewed on Nov 9, 2026

Beard and Lady Inn
Old Cross Roads Cabin 3 bed/2 bath

Old Cross Roads Cabin 3 bed/2 bath

Chester AR
Enjoy free WiFi, a garden, and an in-room coffeemaker.
9.4/10 Exceptional! (37 reviews)
"The location to the trails was great! Communication with the host was fantastic! The beds were comfortable! We will be back!"

Reviewed on Oct 18, 2026

Get rates
Old Cross Roads Cabin 3 bed/2 bath
See all 250 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.
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 WiFi, a garden, and laundry facilities. Popular attractions Evans Trail Loop and Mountainburg City Park are located ...
10/10 Exceptional! (54 reviews)
"N/A"

Reviewed on Oct 18, 2026

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 free WiFi, a garden, and an in-room coffeemaker.
9.4/10 Exceptional! (37 reviews)
"The location to the trails was great! Communication with the host was fantastic! The beds were comfortable! We will be back!"

Reviewed on Oct 18, 2026

Old Cross Roads Cabin 3 bed/2 bath
Private cabin Top of Bostonia Mountian ,all amenities hot tub and amazing views!

Private cabin Top of Bostonia Mountian ,all amenities hot tub and amazing views!

Chester AR
Stay at this cabin in Chester. Enjoy laundry facilities and air conditioning. Popular attractions Mountainburg City Park and Evans Trail Loop are located ...
Private cabin Top of Bostonia Mountian ,all amenities hot tub and amazing views!
See all 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

When is the best time to visit Chester?
The best time to visit Chester is from July through September, when the weather is generally pleasant for exploring. For fewer crowds and better value, the quieter months of April through June are a good option, offering a more relaxed experience before the peak season.
What cuisines can you find in Chester?
In Chester, you can find Mexican cuisine, with popular dishes like tacos, burritos, and enchiladas. Travelers can also enjoy Italian, diverse Asian options including Chinese and Japanese, and North American fare such as Southern soul food. There are also European Mediterranean choices available.
Can I book a refundable hotel in Chester?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chester by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chester with Expedia?
Expedia makes it easier to plan your Chester trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chester?
The best choice depends on your travel style. Hotels in Chester can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chester trip on Expedia?
Once you've booked your Chester trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chester trip?
Expedia offers customer support before, during, and after your Chester trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chester?
If it's your first trip to Chester, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chester hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chester hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Chester

A rustic cabin with a stone foundation, wooden walls, and a chimney. There is a picnic table and two Adirondack chairs in front of the cabin.

West Fork

A mountainous landscape with rolling hills and a clear sky with scattered clouds.

Mountainburg

A forested valley with a prominent rock formation.

Winslow

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