Okolona Vacations from $514

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The Latest Okolona vacation packages

Price found within the past 48 hours. Click for updated prices.
Express Inn New Albany Near Tupelo I 22

Express Inn New Albany Near Tupelo I 22

2.5 out of 5
Price was $568, price is now $514 per person
$514
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tupelo (TUP)
7.6/10 Good! (50 reviews)
The staff was amazing helped with whatever i needed

Reviewed on Feb 8, 2026

Historic Whispering Woods Hotel & Conference Center

Historic Whispering Woods Hotel & Conference Center

3 out of 5
Price was $777, price is now $658 per person
$658
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tupelo (TUP)
7.4/10 Good! (1,004 reviews)
Very friendly staff and well maintained

Reviewed on Apr 13, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $723, price is now $631 per person
$631
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tupelo (TUP)
8.6/10 Excellent! (1,003 reviews)
Only stayed one night but everything was as expected.

Reviewed on Apr 24, 2026

Hometown Place Olive Branch

Hometown Place Olive Branch

2.5 out of 5
Price was $631, price is now $588 per person
$588
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tupelo (TUP)
8/10 Very Good! (216 reviews)
The property is located in close vicinity to various shopping centers and a fuel station.

Reviewed on Apr 27, 2026

Railroad Inn Amory Near Tupelo Ms

Railroad Inn Amory Near Tupelo Ms

2.5 out of 5
Price was $843, price is now $802 per person
$802
per person
Jul 11 - Jul 15
found 18 hours ago
Roundtrip flight included
Hartford (BDL) to Tupelo (TUP)
No reviews
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Okolona Hotel Deals

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
$71 nightly
The price is $78 total per night from May 17 to May 18
$78 total
May 17 - May 18
Total with taxes and fees
7.6/10 Good! (1,005 reviews)
The biggest issue with this hotel is that there is no elevator. Interior room door with no elevator is really just unheard of. It never occurred to me to ask. They gave rolling carts to get your luggage in. Why? Just for first floor use I guess. We purchased the suite-the most expensive room they ...

Reviewed on May 3, 2026

Baymont by Wyndham Tupelo
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 May 24 to May 25
$120 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
Hotel was very clean and well maintained. Everyone was so friendly and helpful. Good location and plenty of eating places.

Reviewed on May 8, 2026

Best Western Plus Tupelo Inn & Suites
Red Roof Inn Tupelo

Red Roof Inn Tupelo

2 out of 5
1516 Mccullough Blvd Tupelo MS
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $73 total per night from May 17 to May 18
$73 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
Nice clean and friendly staff

Reviewed on May 7, 2026

Red Roof Inn Tupelo
See all 118 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 $514 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.