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
Woodland
The Latest Chickasaw County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hometown Place Olive Branch
Price was $548, price is now $503 per person
$503
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tupelo (TUP)
8/10 Very Good! (198 reviews)
Room was nice. Staff was courteous. Beds were very comfortable Only 2 issues really. Lights for indoor pool were not working. First night staff on hand left the pool open, our kids didnt mind as it was not pitch dark. 2nd night we came back at 620 pm specifically so the kids could have aĺl the time they wanted to spend at the pool but staff member closed it 2.5 hours early due to the lightng.
Second issue was staff banging on our door at 715 am for housekeeping. Since we were sleeping i declined to let them in. We came back that evening no clean towels.
Other than those inconveniences the hotel wss awesome for the price
Reviewed on Apr 10, 2026
Holiday Inn Express & Suites Olive Branch by IHG
Price was $838, price is now $733 per person
$733
per person
Jun 22 - Jun 27
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
8.6/10 Excellent! (1,006 reviews)
It was great , good breakfast and staff are wonderful
Reviewed on Apr 9, 2026
Hotel DeSoto
Price was $708, price is now $630 per person
$630
per person
Jun 22 - Jun 27
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tupelo (TUP)
9/10 Wonderful! (1,112 reviews)
Staff were whatever, can’t be rude if you don’t speak I guess. No amenities. Bare bones place. It would be fine but the elevator stunk so bad. Does someone vomit in the shafts everyday. The hallways stink too but in a chemical way
Reviewed on Mar 24, 2026
Candlewood Suites Olive Branch by IHG
Price was $568, price is now $508 per person
$508
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tupelo (TUP)
8/10 Very Good! (195 reviews)
Great place to stay but was on 3rd floor and no elevator 😟
Reviewed on Oct 5, 2025
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
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
Best Western Plus Tupelo Inn & Suites
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
Baymont by Wyndham Tupelo
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
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
