Evansville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    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

Top Evansville vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 23 - Jan 28

    Motel 6 Rolla, MO + Flight

    Rolla
    5 nights
    2.0 star property
    6.6/10 - (293 reviews)
    "I stayed there last night. The room was clean, the property was clean. My only issue was that I was asked to wait 15 minutes prior to entering tje room so they could make sure it was clean. I checked in late, after 10 pm so I think they should've known if the room was clean. I slept really good and the bed was comfortable. No issues with anything else."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,123
    CA $1,021
    per traveller
    found 1 day ago
    Motel 6 Rolla, MO
  • Dec 18 - Dec 20

    The Wildwood Hotel + Flight

    Wildwood
    2 nights
    3.5 star property
    9.2/10 - Wonderful (1,677 reviews)
    Roundtrip • Calgary (YYC) - St. Louis (STL)
    YYC - STL • 1 stop STL - YYC • 1 stop
    CA $1,344
    CA $1,062
    per traveller
    found 1 day ago
    The Wildwood Hotel
  • Jan 23 - Jan 28

    Hermann Grain Bins BNB + Flight

    Hermann
    5 nights
    2.0 star property
    7.4/10 - Good (3 reviews)
    "Our stay at the Grain Bins was excellent! The spaces were exactly as described! Everything was very clean and well appointed. Communication was great. We especially enjoyed relaxing around the fire pit. Homemade breakfast each morning was such a nice touch! Added bonus: The Hermann trolley was able to pick us up and drop us back off at the end of the day. Highly recommend staying at the Hermann Grain Bins and hope to stay again in the future!"
    Reviewed October 30, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $2,771
    CA $2,359
    per traveller
    found 1 day ago
    Hermann Grain Bins BNB
  • Jan 23 - Jan 28

    Comfort Inn Sullivan + Flight

    Sullivan
    5 nights
    2.5 star property
    8.6/10 - Excellent (959 reviews)
    "Great location"
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,320
    CA $1,215
    per traveller
    found 1 day ago
    Comfort Inn Sullivan
  • Jan 23 - Jan 28

    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG + Flight

    Rolla
    5 nights
    2.5 star property
    8.8/10 - Excellent (970 reviews)
    "Elevator has been out of service for 2 weeks! No notice by Expedia of this"
    Reviewed October 31, 2026
    Roundtrip • Toronto (YYZ) - St. Louis (STL)
    YYZ - STL • Nonstop STL - YYZ • 1 stop
    CA $1,342
    CA $1,261
    per traveller
    found 1 day ago
    Holiday Inn Express Hotel & Suites Rolla - U of Missouri S&T by IHG

Evansville 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 an Evansville vacation package cost?

You can pick up a vacation package to this popular destination from CA $1,021 on Expedia. However, how much your vacation to Evansville costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Evansville?

January, February and October are the best times to search for cheap Evansville vacation packages. Opting to travel in less busy periods means you can usually find lower prices on flights and hotels.

How many days is enough for Evansville?

The ideal length for your Evansville vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to tick off all the leading sights and discover some hidden treasures along the way.

How to find the best Evansville package deals?

Use Expedia's filter tool to help you find some unbeatable Evansville 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 break for midweek, or look for Evansville package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.

Is it cheaper to book an Evansville vacation as a package?

You can enjoy significant savings on your Evansville getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Evansville?

If you're considering a spur-of-the-moment Evansville adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking ahead.

How to plan a trip to Evansville?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to vacation in Evansville.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Evansville.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to get to in Evansville. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Evansville vacation package.

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