Chickasaw County Vacations & Trips from $503

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Your Chickasaw County Vacation

Set off on your next epic adventure with a Chickasaw County vacation package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to customize your getaway, it'll be one to remember. You can expect to have a to-do list as long as your arm during your trip to Chickasaw County. One well-known city you'll want to explore is Houston. Expedia has everything you need for organizing your Chickasaw County vacation. From accommodations and flights, to activities and rental cars, we know how to create a travel experience like no other.

Top destinations in Chickasaw County

The Latest Chickasaw County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hometown Place Olive Branch
Historic Whispering Woods Hotel & Conference Center
Holiday Inn Express & Suites Olive Branch by IHG
Hotel DeSoto
Candlewood Suites Olive Branch by IHG

Find the Best Chickasaw County Vacation Packages

Chickasaw County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Memphis Intl. Airport (MEM)
Top Sights
Davis Lake Recreation Area and Joe Brigance Memorial Park

Chickasaw County Hotel Deals

Holiday Terrace Motel

Holiday Terrace Motel

2.5 out of 5
950 E Madison St Houston MS
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $64 total per night from Apr 27 to Apr 28
$64 total
Apr 27 - Apr 28
Total with taxes and fees
Holiday Terrace Motel
Best Western Plus Tupelo Inn & Suites

Best Western Plus Tupelo Inn & Suites

2.5 out of 5
3158 N Gloster Street Tupelo MS
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Apr 19 to Apr 20
$120 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (1,019 reviews)
Great location. Parking nice. Breakfast was good w options. Room was clean and smelled clean. The entire hotel smelled nice with no weird hotel smells.

Reviewed on Apr 11, 2026

Best Western Plus Tupelo Inn & Suites
Baymont by Wyndham Tupelo

Baymont by Wyndham Tupelo

2.5 out of 5
625 Spicer Drive Tupelo MS
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $72 total per night from May 10 to May 11
$72 total
May 10 - May 11
Total with taxes and fees
7.6/10 Good! (1,002 reviews)
The pictures on the site did not match the condition of the room. I feel like they updated one room to take pictures of to put on the website; but didn't update/repair all of them. There was water damage on the ceiling and the carpeting was old and stained. It smelled very strongly of weed when we ...

Reviewed on Apr 8, 2026

Baymont by Wyndham Tupelo
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.