Leavenworth Vacations from ¥353,916

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The Latest Leavenworth Vacation Packages

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

The Brown Hotel

Downtown Louisville
¥353,916
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Louisville (SDF)
9.4/10 Exceptional! (1,303 reviews)
The Brown Hotel used to be Louisville's premier hotel. Now it's just old and dated. It still has glimpses of that old charm. The J. Graham's Cafe was good. The parking is steep at $35/night. Really? It's Louisville., not Chicago, Philly or New York.

Reviewed on Sep 2, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

Downtown Louisville
¥383,102
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

Downtown Louisville
¥390,436
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Louisville (SDF)
9.4/10 Exceptional! (1,018 reviews)
Omni Louisville Hotel

Omni Louisville Hotel

Downtown Louisville
¥417,471
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Louisville (SDF)
9.4/10 Exceptional! (2,094 reviews)
Clean room.

Reviewed on Sep 2, 2026

Moxy Louisville Downtown

Moxy Louisville Downtown

Downtown Louisville
¥364,194
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Louisville (SDF)
9.2/10 Wonderful! (818 reviews)

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
Luxurious cabin on Little Blue River and the Ohio River.
Picturesque Camper on Little Blue River.

Picturesque Camper on Little Blue River.

Leavenworth IN
10/10 Exceptional! (2 reviews)
"We spent our 40th anniversary there 8/19/26, it was beautiful and quiet and the owner's were to nice, we will be back but we will be staying a week. It is well worth it if you're wanting to get away and relax."

Reviewed on Aug 20, 2026

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Picturesque Camper on Little Blue River.
Baymont by Wyndham Corydon

Baymont by Wyndham Corydon

2495 Landmark Avenue NE Corydon IN
Fully refundableReserve now, pay when you stay
¥11,742
¥13,033 total
Oct 4 - Oct 5
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"The room was like stepping back into the 80's with the old lamps and decor but comfy. Pillows on the bed were very tiny but adequate. Ceiling in the shower room needs some attention ASAP and the tub drain was full off stuff. Other thn that, it was very pleasant. The desk guy was awesome."

Reviewed on Sep 1, 2026

Baymont by Wyndham Corydon
See all 210 properties in Leavenworth
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

Wyandotte Cave

10.0/10 (1 review)
Learn about the local history of Leavenworth with a stop at Wyandotte Cave. While in this family-friendly area, you can enjoy the restaurants.
See properties

Stephenson's General Store

8.0/10 (1 review)
Enjoy an outing to Stephenson's General Store during your stay in Leavenworth. Discover the volcano viewpoints while you're in the area.
See properties

Frequently asked questions

How much does a Leavenworth vacation package cost?
Offering excellent value package deals from ¥353,916 on Expedia, you'll be pleasantly surprised at how much a vacation to Leavenworth costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Leavenworth?
If you'd like to snag a cheap Leavenworth vacation package, consider planning a trip in January, February and November. You're likely to find better rates on hotels and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Leavenworth?
Generally, a handful of days is enough to explore the main attractions during your Leavenworth vacation. However, if you'd like to have more time to rest or go on day tours, consider extending your itinerary.
How to find the best Leavenworth package deals?
Bagging a cheap Leavenworth package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Leavenworth package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Leavenworth vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can personalize your Leavenworth getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Leavenworth?
If you're considering a spontaneous Leavenworth vacation, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Leavenworth?
  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Leavenworth.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Leavenworth.
  3. Decide your trip length: Consider how much time you want to spend discovering Leavenworth. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Leavenworth vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.