Smithville Vacations from $795

Book a Hotel + Flight or Car together to unlock savings

The Latest Smithville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 31 - Jan 3

    La Quinta Inn & Suites by Wyndham Olive Branch + Flight

    Olive Branch
    3 nights
    3.0 star property
    9.4/10 - Exceptional (415 reviews)
    "CLEAN ROOM"
    Reviewed November 3, 2026
    Roundtrip • Philadelphia (PHL) - Tupelo (TUP)
    PHL - MEM • Nonstop MEM - PHL • 1 stop
    $831
    $795
    per traveler
    found 1 day ago
    La Quinta Inn & Suites by Wyndham Olive Branch
  • Dec 31 - Jan 3

    Motel 6 Tupelo, MS - Downtown + Flight

    Tupelo
    3 nights
    2.0 star property
    6.8/10 - (340 reviews)
    Roundtrip • Milwaukee (MKE) - Tupelo (TUP)
    MKE - TUP • 2 stops TUP - MKE • 2 stops
    $857
    $823
    per traveler
    found 1 day ago
    Motel 6 Tupelo, MS - Downtown
  • Dec 31 - Jan 3

    Best Western Plus Tupelo Inn & Suites + Flight

    Tupelo
    3 nights
    2.5 star property
    8.8/10 - Excellent (1,087 reviews)
    "Nice staff and property. Location was excellent."
    Reviewed November 9, 2026
    Roundtrip • Milwaukee (MKE) - Tupelo (TUP)
    MKE - TUP • 2 stops TUP - MKE • 2 stops
    $871
    $853
    per traveler
    found 1 day ago
    Best Western Plus Tupelo Inn & Suites
  • Dec 31 - Jan 3

    Best Inn Booneville + Flight

    Booneville
    3 nights
    2.5 star property
    6.8/10 - (336 reviews)
    Roundtrip • Milwaukee (MKE) - Tupelo (TUP)
    MKE - TUP • 1 stop TUP - MKE • 2 stops
    $886
    $868
    per traveler
    found 2 hours ago
    Best Inn Booneville
  • Dec 31 - Jan 3

    Candlewood Suites Tupelo North by IHG + Flight

    Tupelo
    3 nights
    2.5 star property
    8.6/10 - Excellent (478 reviews)
    "This property was nasty. We have crawling baby, a 4 year old, and a 15 year old. The smaller 2 were black after minutes of playing on the floor, the room stunk, and my 15 year old refused to sleep on the couch that also smelled and had to sleep in the chair. We had to hold our kids on the bed the entire time to prevent them from being on the floor. The furniture is beat to hell and back. The mirror was barely hanging on the wall, and the doors were all messed up. Would not recommend this place...."
    Reviewed October 27, 2026
    Roundtrip • Milwaukee (MKE) - Tupelo (TUP)
    MKE - TUP • 2 stops TUP - MKE • 2 stops
    $925
    $910
    per traveler
    found 1 day ago
    Candlewood Suites Tupelo North by IHG

Smithville Hotel Deals

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.

Frequently Asked Questions

How much does a Smithville vacation package cost?

You can grab a vacation package to this popular destination from $795 on Expedia. However, how much your vacation to Smithville costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Smithville?

If you're hoping to book a cheap Smithville vacation package, consider visiting in December, January and February. You'll generally find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travelers.

How many days is enough for Smithville?

Generally, a handful of days is enough to check out the top attractions during your Smithville vacation. However, if you prefer to have more time to relax or go on day trips, consider extending your trip.

How to find the best Smithville package deals?

Use Expedia's filters to find some terrific Smithville package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Smithville package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.

Is it cheaper to book a Smithville vacation as a package?

You can enjoy significant savings on your next Smithville retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Smithville?

If you've got your Smithville travel dates finalized, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.

Does Expedia offer Book Now, Pay Later Smithville vacation packages?

Your Smithville trip should be an escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.