Southwest Illinois Romantic Holidays 2026

Photo by Southernmost Illinois Tourism Bureau

Plan, book, travel with confidence
Better together
Save up to NZ$2,400 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Romantic Southwest Illinois Hotels

Great Shawnee Wine Trail Cabin in Relaxing Setting

Alto Pass IL

28 min drive from Southern Illinois University

Stay at this cabin in Alto Pass. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Von Jakob Winery & Brewery and Peachbarn ...

10/10 Exceptional! (68 reviews)

"Beautiful clean property with all the comforts of home. Highly recommend!"

Reviewed on 29 Sept 2026

Exceptional Cabin on Shawnee Wine Trail near Alto Pass and Bald Knob Cross

Alto Pass IL

28 min drive from Southern Illinois University

Stay at this cabin in Alto Pass. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Von Jakob Winery & Brewery and Peachbarn ...

10/10 Exceptional! (70 reviews)

Fantastic place to stay.

"The cabins are located right on the wine trail so that was convenient and it’s very reasonably priced. The cabins are updated and kept up beautifully. The kitchen and bathrooms were stocked with everything you’d need and then some. The tv room was very comfortable for the 4 of us. I’d highly recommend ..."

Reviewed on 28 Sept 2026

Rend Lake Hunting, Fishing, Golf Cabin

Nason IL

1 hour drive from Southern Illinois University

Stay at this golf cabin in Nason. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bonnie Public Use Area and Waltonville Public Use Area ...

9.2/10 Wonderful! (123 reviews)

Nason Home

"Have stayed here several times now. For my wife and I, it really is our home away from home. Thank you as always! :)"

Reviewed on 26 Aug 2024

See all 796 properties in Southwest Illinois

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.