Eastwood Vacations from $424
Book a Hotel + Flight or Car together to unlock savings
Your Eastwood Vacation
The exciting city of Eastwood is calling your name. Uncover both its hidden gems and highlights with a Eastwood vacation package that's tailored to you. Fill your spare time with tours of The Outlet Shoppes of the Bluegrass, Southeast Christian Church and Beckley Creek Park, some of the top attractions you shouldn't miss during a trip to Eastwood. Check out Expedia's wide range of travel options and start planning your ideal vacation to Eastwood now.
The Latest Eastwood vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Louisville
Downtown Louisville
$604
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
Room was nice and clean. At the same time, both the on site parking garage and the garage elevator were extremely dirty. Especially garage and elevator floors.
Reviewed on Oct 17, 2026
The Maple Retreat at Park Mammoth
$1,274
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Louisville (SDF)
9.2/10 Wonderful! (22 reviews)
Communication was proactive and showed a genuine concern for our comfort during our stay.
There was an error in double booking on the property’s end and they made extra accommodations for us and went out of their way to make sure we were taken care of.
The owner is a very kind person and reached out on a few occasions to ensure we had everything we needed.
The cabin was beautiful, well maintained, and clean, and had great amenities for cooking. We enjoyed the brand new grill outside and also used the fire pit and enjoyed the local hiking trail.
It is close to Mammoth Cave and we really enjoyed spending half the day at the park then relaxing at the cabin for the rest of the day.
Highly recommend!!!
(Side note - we are now at our next cabin destination of our road trip and we are missing the comfort and amenities at Maple Retreat!)
Reviewed on Aug 12, 2026
Regina's Country Livin'
$996
per person
Dec 22 - Dec 29
just found
Roundtrip flight included
Phoenix (PHX) to Louisville (SDF)
9.6/10 Exceptional! (14 reviews)
If I am ever doing something between Louisville and Lexington, I will be visiting Regina. This house was well-designed as a true BNB with excellent access/security, thoughtful decor, and an extremely welcoming atmosphere. The reviews praising the breakfast are true - but don't just go for the biscuits and gravy, go for the full experience.
Reviewed on Sep 28, 2026
What to do in Eastwood
Kentucky Derby Museum - General Admission and Guided Track Visit
$24
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
$29
per adult
92% of travellers recommend
Eastwood Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$140 nightly
$165 total
Nov 8 - Nov 9
Total with taxes and fees
The Brown Hotel
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
$156 nightly
$183 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (1,391 reviews)
"Nice hotel, very historic, but the bed was a full size, and the mattress was as hard as a rock."
Reviewed on Oct 16, 2026
Radisson Hotel Louisville North
505 Marriott Drive Clarksville IN
Fully refundable
$67 nightly
$75 total
Nov 17 - Nov 18
Total with taxes and fees
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 Eastwood Vacation Packages
Eastwood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Louisville Intl. Airport (SDF) |
Top Sights | Kentucky Artisan Distillery, Locust Grove Historic Home and Talon Winery |
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Frequently asked questions
How much does an Eastwood vacation package cost?
Offering great value package deals from $424 on Expedia, you'll be thrilled with how little a vacation to Eastwood costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Eastwood?
November, December and January are the best times to search for cheap Eastwood vacation packages. Opting to travel in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for Eastwood?
The ideal length for your Eastwood vacation depends on what you'd like to see. Typically, a few days to a week will give you enough time to check out all the major sights and discover some hidden treasures along the way.
How to find the best Eastwood package deals?
Use Expedia's handy filters to help you find some fabulous Eastwood package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Eastwood package deals in the off-peak season. Play around with 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 an Eastwood vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can personalize your Eastwood getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Eastwood?
If you've got your Eastwood travel dates confirmed, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Eastwood vacation packages?
Your Eastwood trip should be an escape from your busy life, not a source of money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no 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.