OFF TO THE RACES

Book the Ultimate
Derby Weekend Stay
for Your Group

Stay Together, Stress-Free

Private, Not Crowded

Designed for Memorable Group Moments

super stays
owned properties

DEDICATED TRIP
COORDINATOR

MINUTES FROM THE RACE TRACK

DISTILLERY TOURS
AND TASTINGS

luxury
transportation

VIP bourbon
trail access

super stays
owned properties

MINUTES FROM
THE RACE TRACK

luxury
transportation

DEDICATED TRIP
COORDINATOR

DISTILLERY TOURS
AND TASTINGS

VIP bourbon
trail access

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We rented for Derby Weekend, and I would rent it again in a heartbeat. The customer service was amazing…The unit was clean and furnished well. I have only amazing things to say about Super Stays, they were the best!”

– Riley B.

A Winning Bet for your Derby Day

Imagine starting your day with fresh pastries delivered to your door, attending the races, returning from the track to dinner prepared, and unwinding in an elegant, comfortable space. 

From the moment you contact us, the Super Stays team is committed to creating a seamless experience.

Our touchless service ensures privacy, while our dedicated staff remains just a call away for any assistance. 

From the paddock to the party,
we’ve got your Derby crew covered.

THIS MUST BE THE PLACE

Our Properties

Super Stays gives your big group the ultimate bachelor party bourbon trail basecamp. Private connected units, tons of beds, and spacious indoor-outdoor hangouts. Relax, bond, and party hard without compromise in the heart of Louisville. 

MAKE YOUR GROUP GO ‘WHOA!’

Featured Amenities

Level up your bachelor party in Louisville with mid-stay cleaning or next-level add-ons like private chef, curated bourbon tastings, and even murder mystery nights for unforgettable group bonding.

Large
TV’s

Touchless
check-in

Free
parking

Full
kitchens

Fast
wifi

Outdoor
spaces

Walkable
locations

group stay
floor plans

professional
cleanliness

TALK DERBY TO ME

Your Ultimate Curated Kentucky Derby Experience

Luxury Rides

Parking at the Derby means long walks and expensive Uber rides. Super Stays gives you private, direct transportation with VIP drop-off near the track — no lines, no walking, no surge pricing.

Southern Flavors

From hidden local gems to private chefs, we’ll guide you to the most unforgettable meals Louisville has to offer. Experience rich Kentucky flavors — from bourbon-glazed everything to Derby classics.

Prime Location

Just 10 minutes from Churchill Downs, you’re perfectly positioned for all the Kentucky Derby action. Plus, enjoy walkable access to Louisville’s best bars, restaurants, and local shops right outside your door.

Looking for more to do during your stay?
Click here to explore our experience packages for bourbon, golf and more. →

MAKE YOUR GROUP GO ‘WHOA!’

Featured Amenities

Level up your bachelor party in Louisville with, mid-stay cleaning, and next-level add-ons like private chef, curated bourbon tastings, and even murder mystery nights for unforgettable group bonding.

Large
TV’s

Touchless
check-in

Free
parking

Full
kitchens

Fast
wifi

Outdoor
spaces

Walkable
locations

group stay
floor plans

professional
cleanliness

Unlock Your Exclusive Derby Welcome Gift & Kick Off in Style.

THE RUN FOR THE ROSES

Kentucky Derby Weekend Itinerary

DAY 1

Arrival & Kickoff

4pm – Check-In

6pm – Dinner & Bourbon

9pm – Drinks at Nearby Bars

DAY 2

Kentucky Oaks Day

8am – Breakfast

10am – Private Transportation

10:30am – Arrive at Churchill Downs

11am – Watch Horse Races

1pm – Box Lunches

4pm – Kentucky Oaks Horse Race

7pm – Dinner Reservations

DAY 3

Kentucky Derby Day

8am – Breakfast

10am – Private Transportation

10:30am – Arrive at Churchill Downs

11am – Watch Horse Races

1pm – Box Lunches

4pm – Kentucky Derby Horse Race

7pm – Dinner Prepared by Private Chef

DAY 4

Farewell Adventure

8am – Farewell Brunch

11am – Check-Out

12pm – Lunch

1pm – Louisville Distilleries

3pm – Local Shopping

DAY 1

Arrival & Kickoff

DAY 2

Kentucky Oaks Day

DAY 3

Kentucky Derby Day

DAY 4

Farewell Adventure

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“The upstairs loft area was a perfect spot to hangout and entertain everyone.”

– Justin J.

THE SECRET TO EFFORTLESS GROUP TRAVEL

Super Stays Booking Process

Bedroom in The Swepson Guesthoue

1. Dream Trip Preview

Quick, collaborative call to map out your group’s Kentucky Derby Stay and Experiences.

2. Suite Match

We match you with the ideal Super Stays property for your group size and vibe.

3. Curated Experience Customization

Work with your Dedicated Trip Coordinator to curate every detail around the most exciting two minutes in sports.

Grab Your Crew’s Welcome Gift & Map Out Your Dream Kentucky Derby Experience.

Kentucky Derby Hats

DERBY DONE RIGHT

Group Comfort.

Winner’s Circle Style.

Super Stays is your ultimate partner in crafting the perfect Derby weekend. Contact us today to plan your stay and elevate your Kentucky Derby adventure!

Frequently Asked Questions

Where to stay for the Kentucky derby?

For the Kentucky Derby, staying at accommodations close to Churchill Downs is ideal to immerse yourself fully in the experience. Super Stays offers premium lodging options near the race track, providing comfort and convenience for Derby attendees.

Why book a private property instead of a hotel room block for Derby weekend?

Hotel rates can soar past $2,000 per night — if you can even find one. Our private homes offer more space, privacy, and comfort for less than the cost of multiple hotel rooms, all just minutes from Churchill Downs.

What’s required to book a stay for Derby weekend?

A 3-night minimum stay (Thursday–Saturday) and full upfront payment are required to reserve your property. Availability is extremely limited, so early booking is recommended.

Do you offer flexible check-in and check-out times?

Yes, we provide flexible arrival and departure options to accommodate your travel plans and make your Derby weekend seamless.

How far is Churchill Downs from Super Stays?

Super Stays properties are typically just a short drive from Churchill Downs, usually within 10 to 15 minutes. This proximity ensures easy access to the Kentucky Derby events without the hassle of long commutes.

How difficult is parking for the Kentucky derby?

Parking at the Kentucky Derby can be challenging due to high attendance and limited spaces. Staying with Super Stays can minimize parking difficulties, as they offer accommodations close enough to use alternative transportation or even walk to the event.

When is the Kentucky Derby?

The Kentucky Derby is traditionally held on the first Saturday of May yearly. For the most up-to-date schedule, Super Stays can provide you with all the necessary information to plan your visit accordingly. 

What time is the Kentucky derby?

The primary race of the Kentucky Derby typically starts in the late afternoon, around 6:50 PM Eastern Time. However, festivities and preliminary races begin earlier in the day. Super Stays can supply a detailed schedule to ensure you get all the excitement.

How do I bet on the Kentucky derby?

On race day, you can place bets on the Kentucky Derby at Churchill Downs through official betting windows or authorized online platforms. Super Stays can guide you in placing your bets, enhancing your overall Derby experience.

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We greatly enjoyed staying at your property and hope to again next year.”

-Nicholas A.

Want a Free Gift From Us?

Claim your exclusive welcome gift & begin the ultimate Kentucky Derby weekend.
A premium kickoff that takes under 60 seconds.