Pewee Valley Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Pewee Valley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Ashbury Inn

Best Western Ashbury Inn

2.5 out of 5
per person
Sep 17 - Sep 23
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
8.2/10 Very Good! (943 reviews)
Great value for the price with hot breakfast Beds were comfortable...

Reviewed on Jul. 29, 2025

The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
per person
Sep 17 - Sep 23
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
9.4/10 Exceptional! (1,042 reviews)
what a treat ... 102 years old masterpiece

Reviewed on Aug. 7, 2025

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
per person
Sep 17 - Sep 23
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
9.4/10 Exceptional! (1,341 reviews)
Everything was great!

Reviewed on Aug. 4, 2025

The Grady

The Grady

4 out of 5
Downtown Louisville
per person
Sep 17 - Sep 23
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
9.4/10 Exceptional! (1,009 reviews)
Classy and modern southern design. Staff are friendly and helpful.

Reviewed on Aug. 7, 2025

Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
Downtown Louisville
per person
Sep 17 - Sep 23
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
8.8/10 Excellent! (1,510 reviews)
It was nice hotel, downtown. Didn’t like that we had to pay 21$ a day for a parking pass. Front didn’t explain that they would take the 21 dollars out of the 50$ incident deposit.

Reviewed on Aug. 7, 2025

Ready to book your vacation to Pewee Valley?

 

Choose your dates

Pewee Valley Hotel Deals

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
Fully refundable
The price is CA $153 per night from Aug 10 to Aug 11
CA $153
CA $179 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (724 reviews)
"Food was great. Quiet at night"

Reviewed on Aug. 2, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG
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
The price is CA $188 per night from Aug 10 to Aug 11
CA $188
CA $221 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (3,515 reviews)
"The night view was nice"

Reviewed on Aug. 5, 2025

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Aug 29 to Aug 30
CA $219
CA $257 total
Aug 29 - Aug 30
includes taxes & fees
9.2/10 Wonderful! (1,539 reviews)
"The bowling alley was so fun ! The marketplace was full of options & reasonable I would highly recommend this hotel to anyone & eveyone"

Reviewed on Aug. 6, 2025

Omni Louisville Hotel
See all 2,000 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Pewee Valley

Kentucky Exposition Center

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 acclaimed art scene.

Kentucky Exposition Center
Churchill Downs showing land animals and horse riding 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 featuring 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

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

CA $27
per adult
90% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
Old Louisville Guided Daytime Haunted History Walking Tour

Old Louisville Guided Daytime Haunted History Walking Tour

CA $34
per adult
Old Louisville Guided Daytime Haunted History Walking Tour
Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

CA $36
per adult
Derby City Ghosts: Louisville Hauntings Tour
See all activities in Pewee Valley

Frequently asked questions

How much does a Pewee Valley vacation package cost?
You can grab a vacation package to this destination from CA $1,255 on Expedia. However, how much your vacation to Pewee Valley costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Pewee Valley?
January, February and November are great times to search for cheap Pewee Valley vacation packages. Travelling in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Pewee Valley?
Allow around 2 days for your Pewee Valley vacation in order to immerse yourself in all that makes this place special. Wander around key areas, including Douglass Hills and Middletown. Then check out major sights like Valhalla Golf Club and Paddock Shops. With a good itinerary, you'll be kept busy with room for some rest and relaxation too. Want to venture outside of Pewee Valley? Consider a day trip or two.
How to find the best Pewee Valley package deals?
Begin your search for a Pewee Valley package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Pewee Valley package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pewee Valley adventure off to a flying start.
Is it cheaper to book a Pewee Valley vacation as a package?
You can enjoy significant savings on your next Pewee Valley break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pewee Valley?
If you're planning an impromptu Pewee Valley getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Pewee Valley?

  1. Pick your dates: The things you plan to do in Pewee Valley and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Pewee Valley.
  3. Decide how long to go away for: Now that you know more about Pewee Valley, you can work out the right length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Pewee Valley 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.