Pewee Valley Vacations from $394

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Your Pewee Valley Vacation

Let our vacation packages to Pewee Valley inspire your next great adventure. You'll find lots to love about this interesting city, starting with the neighborhood of Cherokee Seneca, which is great for history and walking. If a sightseeing tour is on the agenda during your trip to Pewee Valley, look around major attractions like E.P. Tom Sawyer State Park, Springhurst Towne Center Shopping Center and Paddock Shops. Your perfect Pewee Valley vacation is a few clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Pewee Valley vacation packages

Price found within the past 48 hours. Click for updated prices.
Hancock House

Hancock House

3 out of 5
Downtown Louisville
Price was $543, price is now $394 per person
$394
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
8.2/10 Very Good! (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

Caesars Southern Indiana - A Caesars Rewards Destination

Caesars Southern Indiana - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $906, price is now $467 per person
$467
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
8.2/10 Very Good! (1,002 reviews)
This is an excellent venue except for the smoky air. While we had a king non-smoking room unfortunately air is circulating throughout the facility and the unpleasant cigarette smoke smell permeates all rooms. If that doesn’t bother you you’re going to enjoy your stay.

Reviewed on Nov 25, 2025

Embassy Suites Louisville East

Embassy Suites Louisville East

3.5 out of 5
Save 100% on your flight
Price was $959, price is now $637 per person
$637
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
Helpful staff, clean room and great amenities!

Reviewed on Nov 16, 2025

Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
Price was $724, price is now $482 per person
$482
per person
Jan 23 - Jan 30
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8/10 Very Good! (277 reviews)
Cute place! Decorated for Christmas and Christmas music playing. Made me want to work there!

Reviewed on Nov 23, 2025

Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
St. Matthews
Price was $828, price is now $605 per person
$605
per person
Jan 23 - Jan 30
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (835 reviews)
Clean and comfortable room, staff was very courteous.

Reviewed on Dec 1, 2025

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Discover the most popular places to visit in Pewee Valley

Ky Derby festival balloon glow.

Kentucky Exposition Center

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's great live music and lively festivals.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

What to do in Pewee Valley

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$22
per adult
90% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

$32
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$22
per adult
100% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
See all activities in Pewee Valley

Pewee Valley Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Dec 15 to Dec 16
$128 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (3,811 reviews)
Room was spotless and with a great view

Reviewed on Nov 28, 2025

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
$72 nightly
The price is $85 total per night from Dec 10 to Dec 11
$85 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (994 reviews)
Clean and spacious rooms, good staff, good location. Stay away from Al's Kitchen, however.

Reviewed on Nov 25, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $197 total per night from Jan 1 to Jan 2
$197 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,701 reviews)
Clean and friendly staff. Hotel was close to lots of things to do.

Reviewed on Nov 26, 2025

Omni Louisville Hotel
See all 2,106 properties in Pewee Valley
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 Pewee Valley Vacation Packages

Pewee Valley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Population
1,550
Top Sights
Kentucky Artisan Distillery, Locust Grove Historic Home and Danger Run

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Frequently asked questions

How much does a Pewee Valley vacation package cost?
You can pick up a vacation package to this destination from $394 on Expedia. But how much your vacation to Pewee Valley costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Pewee Valley?
November, December and January are the best times to look for cheap Pewee Valley vacation packages. Opting to travel in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Pewee Valley?
Usually, a handful of days is enough to go to the main attractions during your Pewee Valley vacation. However, if you prefer to have more time to kick back or go on day tours, consider extending your itinerary.
How to find the best Pewee Valley package deals?
Use Expedia's filters to help you find some unbeatable Pewee Valley package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Pewee Valley package deals in the off-peak season. Switch up your travel dates and you may land even bigger 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 a Pewee Valley vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Pewee Valley vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Pewee Valley?
If you're planning a spur-of-the-moment Pewee Valley trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Pewee Valley vacation packages?
Jet off on your dream getaway to Pewee Valley with our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up cheap deals while they last.

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