Pontotoc Vacations from $402

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Your Pontotoc Vacation

Lock in a Pontotoc vacation package and prepare for a fabulous adventure. Famous for its small-town feel and friendly locals, there's loads to keep you on the go in this interesting city. Need some ideas on what to do or see first during your trip to Pontotoc? Don't miss leading attractions such as Trace State Park. Whoever you're taking a break with and whether your budget is big or small, your dream Pontotoc vacation is just a few clicks away with Expedia.

The Latest Pontotoc vacation packages

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

Hotel DeSoto

2.5 out of 5
Price was $466, price is now $402 per person
$402
per person
Jan 13 - Jan 18
found 2 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
8.8/10 Excellent! (1,005 reviews)

La Quinta Inn & Suites by Wyndham Olive Branch

La Quinta Inn & Suites by Wyndham Olive Branch

3 out of 5
Price was $824, price is now $747 per person
$747
per person
Jan 20 - Jan 24
found 2 hours ago
Roundtrip flight included
Washington (DCA) to Tupelo (TUP)
9.4/10 Exceptional! (403 reviews)

Historic Whispering Woods Hotel & Conference Center

Historic Whispering Woods Hotel & Conference Center

3 out of 5
Price was $583, price is now $533 per person
$533
per person
Dec 11 - Dec 13
found 11 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
7.2/10 Good! (1,000 reviews)
Good hotel,large truck parking lot close to many food options including the restaurant bar in hotel.

Reviewed on Nov 7, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $573, price is now $530 per person
$530
per person
Dec 11 - Dec 13
found 11 hours ago
Roundtrip flight included
Chicago (MDW) to Tupelo (TUP)
8.6/10 Excellent! (1,003 reviews)
The young lady that checked us in was rude, when asking for my information. She needs to go back to training 😩.

Reviewed on Nov 9, 2026

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)

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Pontotoc Hotel Deals

American Inn - Pontotoc

American Inn - Pontotoc

2 out of 5
217 Highway 15 N Pontotoc MS
$75 nightly
The price is $82 total per night from Nov 12 to Nov 13
$82 total
Nov 12 - Nov 13
Total with taxes and fees
8/10 Very Good! (390 reviews)
"Property was clean and well maintained. It wasn't fancy, so if you are looking for a 4 star experience, this is not it, but if you want a clean, quiet place to sleep and shower, thus is for you!"

Reviewed on Nov 8, 2026

American Inn - Pontotoc
Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.

Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.

Pontotoc MS
Get rates
Southern Charm and Convenience: Perfect VRBO Retreat Near Ole Miss and Tupelo.
The Inn at Ole Miss

The Inn at Ole Miss

3 out of 5
120 Alumni Drive University MS
$102 nightly
The price is $109 total per night from Nov 17 to Nov 18
$109 total
Nov 17 - Nov 18
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Great location, helpful staff! Loved the free shuttle that took guests downtown. The shuttle driver was super sweet and friendly."

Reviewed on Nov 10, 2026

The Inn at Ole Miss
See all 1,106 properties in Pontotoc
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 Pontotoc Vacation Packages

Pontotoc Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tupelo Regional Airport (TUP)
Population
5,900
Max Temp Winter
50ºF
Max Temp Summer
90ºF

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Frequently asked questions

How much does a Pontotoc vacation package cost?
You'll find cheap prices from $402 on Expedia for your Pontotoc getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Pontotoc costs.
What are the cheapest months to go to Pontotoc?
February, June and July are great times to look for cheap Pontotoc vacation packages. Opting to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Pontotoc?
The ideal length for your Pontotoc vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to tick off all the main attractions and explore some hidden gems along the way.
How to find the best Pontotoc package deals?
Use Expedia's filter tool to find some of the best Pontotoc package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Pontotoc package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Pontotoc vacation as a package?
You can enjoy significant savings on your next Pontotoc break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pontotoc?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Pontotoc escape.
Does Expedia offer Book Now, Pay Later Pontotoc vacation packages?
Your Pontotoc getaway should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.