Chester Vacations from $317
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Your Chester Vacation
Skip the hassle of organizing your next great adventure with a Chester vacation 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 vacation is just clicks away with Expedia.
The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Beard and Lady Inn
Price was $385, price is now $317 per person
$317
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Fort Smith (FSM)
9.2/10 Wonderful! (49 reviews)
I read previous reviews that talked about noises, creaking of the wood floors, and how you can hear everything through the walls. Please keep in mind this is an AUTHENTIC 1800'S HOTEL. The owners have definitely did a very good job at preserving that authenticity. I stayed in room 4, the children's room. I opened the drawer and found a white noise machine ( along with a headless bride doll) that i utilized during my stay. I was the only one there (i think) until about 11pm. I slept like a baby and probably snored like a lumber jack and my apologies to the other guest. Beds were very comfy , the air was cold, and the shower was perfect,. Even though they were communal, they were still provided privacy.
Overall a wonderful experience.
I will say that the website mentioned a small staff to which I personally never saw, and the breakfast consisted of granola bars and instant grits so if your not a fan of those, bring your own. They have an impressive full kitchen there you can utilize..
I also loved the outdoor spaces there for sitting.
Reviewed on Jun 28, 2026
Wyndham Fort Smith City Center
Price was $748, price is now $620 per person
$620
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Smith (FSM)
8.2/10 Very Good! (1,004 reviews)
Didn’t have refrigerator inside the room. Didn’t have trash can and trash bag. Not a good experience
Reviewed on Jul 9, 2026
Best Western Van Buren Inn
Price was $711, price is now $616 per person
$616
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Smith (FSM)
8.4/10 Very Good! (800 reviews)
Staff was awesome and there was a good breakfast in the morning.
Reviewed on Jul 8, 2026
La Quinta Inn & Suites by Wyndham Fort Smith
Price was $660, price is now $576 per person
$576
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Smith (FSM)
8.4/10 Very Good! (1,007 reviews)
Very clean and nice staff. Very much appreciated....
Reviewed on Jul 8, 2026
Chester Hotel Deals
Beautiful modern cabin on top of the mountain with stunning sunset views.
Chester AR
$216 nightly
The price is $239 total per night from Jul 20 to Jul 21
$239 total
Jul 20 - Jul 21
Total with taxes and fees
10/10 Exceptional! (48 reviews)
"Sunset views are breathtaking and cabin was really clean and really nice."
Reviewed on Jul 6, 2026
Beard and Lady Inn
411 E Front Ave Chester AR
$105 nightly
The price is $116 total per night from Jul 12 to Jul 13
$116 total
Jul 12 - Jul 13
Total with taxes and fees
9.2/10 Wonderful! (49 reviews)
"I read previous reviews that talked about noises, creaking of the wood floors, and how you can hear everything through the walls. Please keep in mind this is an AUTHENTIC 1800'S HOTEL. The owners have definitely did a very good job at preserving that authenticity. I stayed in room 4, the children's ..."
Reviewed on Jun 28, 2026
Cherokee Casino & Hotel Roland
109 Cherokee Boulevard Roland OK
$99 nightly
The price is $105 total per night from Jul 14 to Jul 15
$105 total
Jul 14 - Jul 15
Total with taxes and fees
9.2/10 Wonderful! (1,023 reviews)
"The room was large, clean, and the bathroom was large. My only complaint was the in room coffee was very good and the food was below par. We were not there on a weekend and the buffet wasn’t available."
Reviewed on Jul 9, 2026
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.
Find the Best Chester Vacation Packages
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Fort Smith Regional Airport (FSM) |
Population | 160 |
Top Sights | Lake Fort Smith State Park, Evans Trail Loop and Artist Point |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
