Pontotoc Vacations from $399

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $412, price is now $399 per person
$399
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.8/10 Excellent! (1,101 reviews)
The room was incredibly clean. Check in was efficient but non-personal. My worst early impression was the luggage cart-just a utility moving cart without an upper rod to hang clothes or a purse etc. Room was small but adequate, no blanket or extra covers. Soap and shampoo were the refillable kind so you know nothing about the contents. Not even a box of Kleenex.

Reviewed on Apr 29, 2026

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was $477, price is now $457 per person
$457
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.6/10 Excellent! (1,005 reviews)
Only stayed one night but everything was as expected.

Reviewed on Apr 24, 2026

Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was $427, price is now $417 per person
$417
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tupelo (TUP)
8.4/10 Very Good! (873 reviews)
Cons: Not enough parking. Spend more on the bed. It was hard as a rock. Noticed water damage in the shower ceiling and possible black mold starting to spread. Pros: Breakfast was excellent, coffee was amazing. Room and facility were otherwise very clean and well maintained. Staff was super nice and helpful. Good value for the price.

Reviewed on Apr 29, 2026

Historic Whispering Woods Hotel & Conference Center

Historic Whispering Woods Hotel & Conference Center

3 out of 5
Price was $1,287, price is now $1,247 per person
$1,247
per person
Jul 10 - Jul 12
found 5 hours ago
Roundtrip flight included
Missoula (MSO) to Tupelo (TUP)
7.4/10 Good! (1,001 reviews)
Very friendly staff and well maintained

Reviewed on Apr 13, 2026

Candlewood Suites Olive Branch by IHG

Candlewood Suites Olive Branch by IHG

2.5 out of 5
Price was $1,271, price is now $1,246 per person
$1,246
per person
Jul 10 - Jul 12
found 5 hours ago
Roundtrip flight included
Missoula (MSO) 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

Don't see what you're looking for?
See all available trips from Columbus to Pontotoc
View all trips

Pontotoc Hotel Deals

American Inn - Pontotoc

American Inn - Pontotoc

2 out of 5
217 Highway 15 N Pontotoc MS
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $82 total per night from May 3 to May 4
$82 total
May 3 - May 4
Total with taxes and fees
8/10 Very Good! (352 reviews)
Nice, clean and basic accommodations.

Reviewed on Apr 27, 2026

American Inn - Pontotoc
Tru by Hilton Oxford

Tru by Hilton Oxford

2.5 out of 5
97 Ed Perry Blvd Oxford MS
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $87 total per night from May 13 to May 14
$87 total
May 13 - May 14
Total with taxes and fees
9.2/10 Wonderful! (968 reviews)
All great.

Reviewed on Apr 28, 2026

Tru by Hilton Oxford
La Quinta Inn & Suites by Wyndham Oxford

La Quinta Inn & Suites by Wyndham Oxford

3 out of 5
1171 Frontage Road Oxford MS
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $119 total per night from May 12 to May 13
$119 total
May 12 - May 13
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Yes

Reviewed on May 1, 2026

La Quinta Inn & Suites by Wyndham Oxford
See all 904 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pontotoc vacation package cost?
You'll find cheap prices from $399 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.