Search Deals on
Dillsboro Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Dillsboro
Indiana
United States of America
North America
Hotwire.com

Dillsboro Flight + Hotel Packages

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

Belterra Casino Resort

3.5 out of 5

Save 100% on your flight

Price was $561, price is now $418 per person

$418

per person

Nov 26 - Nov 30

found 17 hours ago

Roundtrip flight included

Orlando (MCO) to Cincinnati (CVG)

Book a stay at this golf hotel in Florence. Enjoy free valet parking, an outdoor pool, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Belterra Casino and Belterra Golf Course are located nearby.

Caesars Southern Indiana Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5

Price was $963, price is now $734 per person

$734

per person

Jan 2 - Jan 7

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Louisville (SDF)

Book a stay at this spa hotel in Elizabeth. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Horseshoe Southern Indiana Casino and Waverly Hills Sanatorium are located nearby.

Hyatt Regency Louisville

4 out of 5

Price was $1,063, price is now $811 per person

$811

per person

Jan 2 - Jan 7

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Louisville (SDF)

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

This hotel was beautiful, clean and well kept. The staff were very helpful during our stay providing directions to local areas we needed to go, and giving us umbrellas to use.

Reviewed on Oct 9, 2026

Hotel Distil, Autograph Collection

4 out of 5

Price was $1,460, price is now $1,161 per person

$1,161

per person

Jan 2 - Jan 7

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

Everything was great during our visit. The only tarnish was breakfast service was slow. But great location and wonderful hotel.

Reviewed on Oct 4, 2026

Pillow and Paddock B&B

3.5 out of 5

Price was $1,256, price is now $1,005 per person

$1,005

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Louisville (SDF)

Stay at this B&B in La Grange. Enjoy free WiFi, breakfast (surcharge), and onsite spa services. Popular attractions Lagrange Quarry and Walsh Park are located nearby.

Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.

Reviewed on Dec 22, 2025

Comfort Inn & Suites Lawrenceburg

2.5 out of 5

Price was $631, price is now $512 per person

$512

per person

Dec 16 - Dec 21

found 1 day ago

Roundtrip flight included

New York (JFK) to Cincinnati (CVG)

Book a stay at this business-friendly hotel in Lawrenceburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Creation Museum and Competition Racing Indoor Karting Center are located nearby.

Friendly staff, clean room and comfortable bed. Breakfast was good. Coffee was excellent!

Reviewed on Oct 9, 2026

Distill-Inn

2.5 out of 5

Price was $544, price is now $443 per person

$443

per person

Nov 13 - Nov 17

found 20 hours ago

Roundtrip non-stop flight included

New York (NYC) to Louisville (SDF)

Stay at this hotel in Bardstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oscar Getz Museum of Whiskey and Spalding Hall are located nearby.

The Grady

4 out of 5

Price was $1,108, price is now $909 per person

$909

per person

Jan 2 - Jan 7

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

I really enjoyed my stay and hope to return soon.

Reviewed on Oct 9, 2026