Pioneer Village 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 Pioneer Village Vacation

Say farewell to planning worries and hello to a Pioneer Village vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Tyler Park, which is good for cafes, nightlife and history. Make your trip to Pioneer Village even more exciting by going sightseeing. Awesome Flea Market, Heritage Hill Golf Course and Floyds Fork are among the leading attractions worth exploring. Stop dreaming and start traveling. Check out the multitude of options on Expedia today and finally put your Pioneer Village vacation plans into action!

Top Pioneer Village Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
per person
Sep 7 - Sep 11
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9.4/10 Exceptional! (1,265 reviews)
Rooms were clean, spacious and well equipped. Can’t ask for anything more.

Reviewed on Jul. 14, 2025

The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
per person
Sep 18 - Sep 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
9.4/10 Exceptional! (1,018 reviews)
For been an old property, is in good condition, staff is friendly and helpful.

Reviewed on Jul. 13, 2025

Hancock House

Hancock House

3 out of 5
Downtown Louisville
per person
Sep 18 - Sep 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8/10 Very Good! (237 reviews)
Excellent location, great parking, well equipped apartment with a comfortable bed. I’d highly recommend to anyone wanting to explore Louisville, and will definitely stay again!

Reviewed on Jul. 3, 2025

21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
per person
Sep 7 - Sep 11
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9.2/10 Wonderful! (1,000 reviews)
Great Location. Great hotel. Great team members.

Reviewed on Jul. 14, 2025

Pillow and Paddock B&B

Pillow and Paddock B&B

3.5 out of 5
per person
Sep 18 - Sep 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
10/10 Exceptional! (48 reviews)
This has been our second time staying here and we will continue to come back. Beautiful home, amazing breakfasts, and wonderful hosts, not much else we could ask for.

Reviewed on Apr. 27, 2025

Ready to book your vacation to Pioneer Village?

 

Choose your dates

Pioneer Village 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
The price is CA $194 per night from Aug 10 to Aug 11
CA $194
CA $228 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (3,445 reviews)
"Downtown location. Beautiful room!"

Reviewed on Jul. 12, 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
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jul 21 to Jul 22
CA $129
CA $152 total
Jul 21 - Jul 22
includes taxes & fees
8.6/10 Excellent! (654 reviews)
"Would recommend"

Reviewed on Jul. 14, 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
The price is CA $218 per night from Aug 8 to Aug 9
CA $218
CA $257 total
Aug 8 - Aug 9
includes taxes & fees
9/10 Wonderful! (1,508 reviews)
"The staff at the hotel were wonderful, very welcoming and friendly. The room was a bit dated and there was a large stain on the side of one of the beds mattress covers. I slept in the other bed so I did not bring it to anyone's attention. The banquet food was not the best, and the carpet in the meeting ..."

Reviewed on Jul. 15, 2025

Omni Louisville Hotel
See all 1,887 properties in Pioneer Village
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 Pioneer Village

Kentucky Exposition Center

Kentucky Exposition Center

4.5/5(14 reviews)

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

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

Churchill Downs

4.5/5(22 reviews)

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

4.5/5(18 reviews)

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 Pioneer Village

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

CA $36
per adult
Derby City Ghosts: Louisville Hauntings Tour
Where every day is Derby Day!

Kentucky Derby Museum General Admission Ticket

CA $30
per adult
90% of travellers recommend
Kentucky Derby Museum General Admission Ticket
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

Self Guided Driving Tour to Four Kentucky Bourbon Distilleries

CA $41
per traveller
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
See all activities in Pioneer Village

Frequently asked questions

How much does a Pioneer Village vacation package cost?
You can snap up a vacation package to this top destination from CA $1,007 on Expedia. However, how much your vacation to Pioneer Village costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Pioneer Village?
January, February and November are great times to look for cheap Pioneer Village vacation packages. Opting to travel in less busy months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Pioneer Village?
To fully enjoy a Pioneer Village vacation, we suggest staying for 3 days. Split your time between discovering Brooks Hill Winery, Floyd's Fork and other top attractions, as well as exploring neighbourhoods like Hebron Estates and Fox Chase. If you've got some spare time, include a day trip in your Pioneer Village vacation itinerary.
How to find the best Pioneer Village package deals?
Landing a cheap Pioneer Village package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and see 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 pocket-friendly Pioneer Village package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Pioneer Village vacation as a package?
You can enjoy significant savings on your Pioneer Village getaway 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 Pioneer Village?
If you have your Pioneer Village vacation dates locked in, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Pioneer Village?

  1. Choose your dates: The things you plan to do in Pioneer Village and your favourite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Pioneer Village.
  3. Set the duration of your trip: Start by compiling a list of the attractions you want to experience in Pioneer Village. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Pioneer Village 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.