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Shepherdsville Vacation Packages

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A building with a large sign reading "Jim Beam American Stillhouse."

Shepherdsville
Louisville
Kentucky
United States of America
North America
Hotwire.com

Shepherdsville Flight + Hotel Packages

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

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5

Price was $908, price is now $725 per person

$725

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.

It was great from the time we checked in to checking out.

Reviewed on Aug 8, 2026

Louisville Marriott Downtown

4 out of 5

Save 100% on your flight

Price was $1,714, price is now $1,254 per person

$1,254

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Book a stay at this business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.

The pressure from the Showers was amazing !!! The most relaxing shower I’ve taken in a long time

Reviewed on Aug 10, 2026

The Purple Martin

2 out of 5

Price was $1,894, price is now $1,467 per person

$1,467

per person

Sep 16 - Sep 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Louisville (SDF)

Book a stay at this golf hotel in Prospect. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chamberlain Pointe Shopping Center and Old Brownsboro Crossing Shopping Center are located nearby.

Amazing property… I would come back in a heartbeat!

Reviewed on Jun 19, 2025

Hotel Distil, Autograph Collection

4 out of 5

Price was $1,555, price is now $1,226 per person

$1,226

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.

Love this hotel. The bed was incredibly comfortable for a hotel bed. Linens were high end. Staff were great - neighborhood was great. Restaurant had a great breakfast. Would definitely stay again.

Reviewed on Aug 5, 2026

Moxy Louisville Downtown

3.5 out of 5

Price was $1,237, price is now $996 per person

$996

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Book a stay at this family-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.

My friend fell I. Front of check I. No wet sign down unprofessional!!

Reviewed on Aug 9, 2026

The Grady

4 out of 5

Price was $1,541, price is now $1,270 per person

$1,270

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Stay at this hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Louisville Slugger Museum and KFC Yum Center are located nearby.

Great Hotel and gorgeous!

Reviewed on Aug 10, 2026

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5

Price was $876, price is now $727 per person

$727

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Louisville Mega Cavern and Louisville Zoo are located nearby.

The Reserve on Main

4 out of 5

Save 100% on your flight

Price was $5,588, price is now $4,688 per person

$4,688

per person

Oct 26 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Louisville (SDF)

Stay at this aparthotel in Louisville. Enjoy free WiFi, onsite spa services, and cable TV channels. Popular attractions Louisville Slugger Museum and Fourth Street Live! are located nearby.

Super easy! Loved the vibe!

Reviewed on Apr 18, 2026

Shepherdsville Vacation Packages 3-4 Night Stays

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

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5

Shively

Price was $618, price is now $503 per person

$503

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Louisville (SDF)