Okolona Vacations from $356

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The Latest Okolona vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel DeSoto

Hotel DeSoto

2.5 out of 5
Price was $370, price is now $356 per person
$356
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Tupelo (TUP)
8.8/10 Excellent! (1,005 reviews)
The hotel room was very spacious, clean and quiet. There are a few things that kept me from giving higher marks. No tissues in a hotel room is a first for me. Unless they were in an inconspicuous place, the room didn't have any. Secondly, for two people, there should always be at least two washcloths per person. There were only two in the whole room. And, lastly, having hot water for me is a must. The water was just warm. So, unless you're looking for a basic room that's quiet with pretty good mattresses and pillows, you may want consuder other options

Reviewed on Nov 8, 2026

Motel 6 Tupelo, MS - Downtown

Motel 6 Tupelo, MS - Downtown

2 out of 5
Price was $856, price is now $823 per person
$823
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Tupelo (TUP)
6.8/10 (339 reviews)

GLō Best Western Olive Branch

GLō Best Western Olive Branch

2.5 out of 5
Price was $444, price is now $428 per person
$428
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tupelo (TUP)
9.6/10 Exceptional! (13 reviews)

La Quinta Inn & Suites by Wyndham Olive Branch

La Quinta Inn & Suites by Wyndham Olive Branch

3 out of 5
Price was $403, price is now $389 per person
$389
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tupelo (TUP)
9.4/10 Exceptional! (403 reviews)
CLEAN ROOM

Reviewed on Nov 3, 2026

Best Western Plus Tupelo Inn & Suites

Best Western Plus Tupelo Inn & Suites

2.5 out of 5
Price was $870, price is now $852 per person
$852
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Tupelo (TUP)
8.8/10 Excellent! (1,058 reviews)
Nice staff and property. Location was excellent.

Reviewed on Nov 9, 2026

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Okolona Hotel Deals

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
$93 nightly
The price is $101 total per night from Nov 15 to Nov 16
$101 total
Nov 15 - Nov 16
Total with taxes and fees
8.8/10 Excellent! (1,087 reviews)
"Nice staff and property. Location was excellent."

Reviewed on Nov 9, 2026

Best Western Plus Tupelo Inn & Suites
Holiday Inn Hotel & Suites Tupelo North by IHG

Holiday Inn Hotel & Suites Tupelo North by IHG

3 out of 5
923 North Gloster Tupelo MS
Fully refundable
$110 nightly
The price is $120 total per night from Dec 6 to Dec 7
$120 total
Dec 6 - Dec 7
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"My stay at this hotel was incredibly pleasant. The front desk lady was exceptionally kind and helpful. The rooms were spotless and beautifully designed. I particularly enjoyed the in-house restaurant and bar, which provided a convenient option to stay in and enjoy a meal or drink without leaving ..."

Reviewed on Nov 7, 2026

Holiday Inn Hotel & Suites Tupelo North by IHG
Red Roof Inn Tupelo

Red Roof Inn Tupelo

2 out of 5
1516 Mccullough Blvd Tupelo MS
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $66 total per night from Nov 15 to Nov 16
$66 total
Nov 15 - Nov 16
Total with taxes and fees
Red Roof Inn Tupelo
See all 127 properties in Okolona
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 Okolona Vacation Packages

Okolona Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tupelo Regional Airport (TUP)
Population
2,600
Max Temp Winter
50ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does an Okolona vacation package cost?
You can pick up a vacation package to this destination from $356 on Expedia. However, how much your vacation to Okolona costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Okolona?
If you'd like to book a cheap Okolona vacation package, consider planning a trip in November, December and January. You'll generally find lower prices on hotels and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Okolona?
With a well-organized itinerary, you can easily tick off the top Okolona sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Okolona vacation for longer.
How to find the best Okolona package deals?
Use Expedia's handy filters to help you find some great Okolona package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Okolona package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Okolona vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Okolona vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Okolona?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Okolona vacation.
Does Expedia offer Book Now, Pay Later Okolona vacation packages?
Secure your perfect escape to Okolona with our Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.