Leavenworth Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

Find the Best Leavenworth Vacation Packages

Leavenworth Hotel Deals

Luxurious cabin on Little Blue River and the Ohio River.

Luxurious cabin on Little Blue River and the Ohio River.

Leavenworth IN
10/10 Exceptional! (18 reviews)
"This place was beautiful. Tucked away in a nice corner off a back road. There are a lot of pretty views especially in the fall with the leaves changing. There are some other rentals or properties close by , luckily they were empty while we were there. That made the hot tub and patio pretty private ..."

Reviewed on 1 November 2026

Luxurious cabin on Little Blue River and the Ohio River.
Cozy, historical retreat near the Overlook

Cozy, historical retreat near the Overlook

Leavenworth IN
10/10 Exceptional! (8 reviews)
"Amazing location for our trip"

Reviewed on 19 October 2026

Cozy, historical retreat near the Overlook
Baymont by Wyndham Corydon

Baymont by Wyndham Corydon

2.5 out of 5
2495 Landmark Avenue NE Corydon IN
Fully refundableReserve now, pay when you stay
The price is AEDĀ 269 per night from Dec 6 to Dec 7
AEDĀ 269
AEDĀ 298 total
6 Dec - 7 Dec
includes taxes & fees
Baymont by Wyndham Corydon
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.

Stay near popular Leavenworth attractions

Frequently asked questions

How much does a Leavenworth vacation package cost?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Leavenworth costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Leavenworth?
You can generally find lower rates and better availability in January, February and November. Take a look at our cheap Leavenworth vacation packages and you could land some excellent off-season deals.
How to find the best Leavenworth package deals?
Finding a cheap Leavenworth package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Leavenworth package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Leavenworth vacation as a package?
You can enjoy significant savings on your next Leavenworth break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Leavenworth?
If you're considering a spontaneous Leavenworth trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Leavenworth?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Leavenworth.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may arise during your trip to Leavenworth.
  3. Determine how many days away: Start by listing all the attractions and activities you'd like to experience in Leavenworth. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the ideal Leavenworth vacation package for you.