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Chickasaw County Vacations & Trips from $590
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The Latest Chickasaw County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Super 8 by Wyndham Booneville
Aug 27 - Aug 29Super 8 by Wyndham Booneville + Flight
Booneville2 nights2.0 star property8.2/10 - Very Good (472 reviews)"Always enjoy our stay here super friendly folks😊"Reviewed July 19, 2026Roundtrip • Orlando (MCO) - Tupelo (TUP)MCO - TUP • 2 stops TUP - MCO • 2 stops$603$590found 23 hours agoper traveler - Hotel Tupelo, a Wyndham Hotel
Aug 27 - Aug 29Hotel Tupelo, a Wyndham Hotel + Flight
Tupelo2 nights3.0 star property9.6/10 - Exceptional (672 reviews)Roundtrip • Orlando (MCO) - Tupelo (TUP)MCO - TUP • 2 stops TUP - MCO • 2 stops$713$686found 23 hours agoper traveler - Express Inn New Albany I 22
Aug 27 - Aug 29Express Inn New Albany I 22 + Flight
New Albany2 nights2.5 star property7.8/10 - Good (58 reviews)Roundtrip • Orlando (MCO) - Tupelo (TUP)MCO - TUP • 2 stops TUP - MCO • 2 stops$609$591found 23 hours agoper traveler - Best Western Plus Tupelo Inn & Suites
Aug 27 - Aug 29Best Western Plus Tupelo Inn & Suites + Flight
Tupelo2 nights2.5 star property8.8/10 - Excellent (1,006 reviews)"Very nice hotel. Polite staff, clean rooms and an adequate breakfast selection. Having a chain restaurant within walking distance (actually next door) was a convenience. Would definitely stay again."Reviewed July 18, 2026Roundtrip • Orlando (MCO) - Tupelo (TUP)MCO - TUP • 2 stops TUP - MCO • 2 stops$625$607found 23 hours agoper traveler - Baymont by Wyndham Tupelo
Aug 27 - Aug 29Baymont by Wyndham Tupelo + Flight
Tupelo2 nights2.5 star property7.6/10 - Good (1,004 reviews)"Front desk lady was not very friendly. Room was clean and it was quiet. Breakfast was waffles and cereal."Reviewed July 17, 2026Roundtrip • Orlando (MCO) - Tupelo (TUP)MCO - TUP • 2 stops TUP - MCO • 2 stops$621$603found 23 hours agoper traveler
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Chickasaw County Hotel Deals
7.6 out of 10, Good, (160 reviews)
7.6/10
Good
(160 reviews)
"The staff was horrible.tried to charge me too much . They were very rude. Rooms nasty not clean brown stains on towels. Wouldn't recommend this place my worse enemy!!!"
$67 nightly
The price is $73
$73 total
Jul 25 - Jul 26
Total with taxes and fees
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.
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.