The Best Winery Hotels in Southern Indiana from NT$2,418 in 2026 | Expedia

A modern glass building with a curved facade and a sign reading "The Kentucky Center".

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Southern Indiana Winery Hotels

Tonight

Sep 16 - Sep 17

Tomorrow

Sep 17 - Sep 18

This weekend

Sep 18 - Sep 20

Next weekend

Sep 25 - Sep 27

Our top choices for Southern Indiana hotels with winery

Standard Room, 2 Queen Beds, Non Smoking

Breakfast area

Breakfast area

Reception

1. Clarion Pointe Jasper

Jasper

United States

John

NT$2,719

NT$3,045 total

includes taxes & fees

Oct 8 - Oct 9

Front of property - evening/night

Reception

Room

Interior

2. Holiday Inn Express Hotel & Suites Jasper by IHG

Jasper

United States

Patricia

NT$3,538

NT$3,962 total

includes taxes & fees

Oct 15 - Oct 16

Lobby

Pool

Room

Living area

3. TownePlace Suites by Marriott Vincennes

Vincennes

United States

Jama

NT$3,984

NT$4,581 total

includes taxes & fees

Oct 5 - Oct 6

Deluxe Room | Living area

Front of property

Deluxe Room | Private kitchen

Lobby

4. The Chandler Hotel

Madison Historic District

United States

Gary

NT$5,112

NT$5,878 total

includes taxes & fees

Oct 15 - Oct 16

Restaurant

Exterior

Casino

Casino

5. Caesars Southern Indiana Hotel & Casino - A Caesars Rewards Destination

Elizabeth

United States

Alesha

NT$1,929

NT$2,778 total

includes taxes & fees

Oct 15 - Oct 16

Suite, 1 Queen Bed, Non Smoking, Refrigerator

Deluxe Suite, 1 King Bed, Non Smoking

Exterior

Restaurant

6. Travelodge by Wyndham Sellersburg / Louisville North

Sellersburg

United States

Keri

NT$2,140

NT$2,418 total

includes taxes & fees

Sep 22 - Sep 23

View all properties

Top Southern Indiana Hotel Reviews

Explore a world of travel with Expedia

Book Winery Hotels in Southern Indiana on Expedia.com