Underwood Vacations from $380

Book a Hotel + Flight or Car together to unlock savings

The Latest Underwood vacation packages

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

The Trail Hotel

4 out of 5
Save 100% on your flight
Price was $484, price is now $380 per person
$380
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Miami (MIA) to Louisville (SDF)
17.2/10 Exceptional! (91 reviews)
Absolutely amazing and clean. Great fod and bourbon bar

Reviewed on Nov 2, 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
Price was $876, price is now $676 per person
$676
per person
Feb 13 - Feb 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
18.8/10 Exceptional! (1,001 reviews)
Very nice and centrally located.

Reviewed on Nov 17, 2025

Hancock House

Hancock House

3 out of 5
Downtown Louisville
Price was $717, price is now $555 per person
$555
per person
Feb 13 - Feb 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
16.4/10 Exceptional! (245 reviews)
The apartment was so elegant with an antique vibe. It had high ceilings and lots of tall windows with drapes and blackout blinds. Modern stainless steel kitchen appliances. I really liked that it had an icemaker and lamps in every room. Besides the stairs you couldn’t hear the neighbors.The host made things even more convenient by providing late or early check in, late check out or the option to add an extra night right from the confirmation email of your booking. If you like wholesome comfort and simple amenities you would love this charming apartment stay.

Reviewed on Oct 31, 2025

21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
Price was $879, price is now $683 per person
$683
per person
Feb 13 - Feb 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
18.4/10 Exceptional! (1,003 reviews)
Room clean , comfortable and quiet.

Reviewed on Nov 18, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Price was $800, price is now $627 per person
$627
per person
Feb 13 - Feb 16
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
17.2/10 Exceptional! (1,001 reviews)
staff was great Room was clean

Reviewed on Nov 8, 2025

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

Underwood Hotel Deals

Hilton Garden Inn Jeffersonville Louisville North

Hilton Garden Inn Jeffersonville Louisville North

3 out of 5
4900 Water Tower Road Jeffersonville IN
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $94 total per night from Dec 4 to Dec 5
$94 total
Dec 4 - Dec 5
Total with taxes and fees
9.4/10 Exceptional! (382 reviews)
Very clean and quiet. We were short 1 set of towels as 4 guests. A free breakfast accommodation would be appreciated But great stay overall

Reviewed on Nov 17, 2025

Hilton Garden Inn Jeffersonville Louisville North
Ramada by Wyndham Sellersburg/Louisville North

Ramada by Wyndham Sellersburg/Louisville North

2.5 out of 5
360 Triangle Dr Sellersburg IN
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Dec 9 to Dec 10
$86 total
Dec 9 - Dec 10
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Nice location, clean room & friendly staff

Reviewed on Nov 13, 2025

Ramada by Wyndham Sellersburg/Louisville North
Hometowne Inn & Suites

Hometowne Inn & Suites

3 out of 5
300 N Gardner St Scottsburg IN
$69 nightly
The price is $77 total per night from Nov 25 to Nov 26
$77 total
Nov 25 - Nov 26
Total with taxes and fees
8.8/10 Excellent! (501 reviews)
Although an older property, the room was clean and well appointed to our needs. We were given an adjoining room , which was an added perk. We didn't stay for breakfast. The beds were comfortable as well. Would definitely stay again!

Reviewed on Nov 13, 2025

Hometowne Inn & Suites
See all 118 properties in Underwood
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 Underwood Vacation Packages

Underwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)

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 an Underwood vacation package cost?
You can grab a vacation package to this destination from $380 on Expedia. However, how much your vacation to Underwood costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Underwood?
If you're looking to score a cheap Underwood vacation package, consider traveling in February, October and December. You'll generally find lower prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Underwood?
The ideal length of your Underwood vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to check out all the major sights and discover some hidden spots along the way.
How to find the best Underwood package deals?
Finding a cheap Underwood package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Underwood package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book an Underwood vacation as a package?
You can enjoy significant savings on your Underwood retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel 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 Underwood?
If you've got your Underwood travel dates locked in, book early to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Underwood?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Underwood.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may come up during your trip to Underwood.
  3. Use Expedia's trip planning tool to explore Underwood: Research every aspect of your trip to Underwood with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide your trip length: Consider how long you'd like to spend discovering Underwood. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Underwood vacation package.
  6. Book any activities or excursions: Now to the fun part — locking in everything you want to do and see. Explore some of the top things to do in Underwood and book your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Underwood vacation packages?
Jet off on your perfect escape to Underwood with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.