Southwest Illinois Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
Photo by Southernmost Illinois Tourism Bureau
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic Southwest Illinois Hotels
Cozy Cottage On The Shawnee Hills Wine Trail
Cobden IL
Love is in the air at this romantic cottage, featuring a garden and a hot tub. Couples will appreciate the in-room fireplaces.
10/10 Exceptional! (168 reviews)
Couples like: hot tub, fireplace
Travelers say...
"The Cottage was perfect inside and out. Home away from home. It had everything we needed and them some. We didn’t utilize the hot tub just because we were busy doing other things. It did look inviting though. We had a great stay."
Reviewed on May 12, 2026
Great Shawnee Wine Trail Cabin in Relaxing Setting
Alto Pass IL
If you're looking for a special getaway, consider a stay at this romantic cabin where there's in-room fireplaces and much more for you and your partner to ...
10/10 Exceptional! (63 reviews)
What a great place to relax and enjoy ourselves!
"We had such a wonderful time. The cabin was beautiful, well maintained, and stocked with all the essentials and more! We all enjoyed exploring the creek together, catching lightning bugs, and making s'mores by the fire pit! I'm was so nice to spend the day out hiking and biking and come back to a ..."
Reviewed on Jun 16, 2026
Exceptional Cabin on Shawnee Wine Trail near Alto Pass and Bald Knob Cross
Alto Pass IL
If you're looking for a special getaway, consider a stay at this romantic cabin where there's in-room fireplaces and much more for you and your partner to ...
10/10 Exceptional! (71 reviews)
Beautiful Cabin
"We were very pleased with this cabin. It was extremely clean and had a beautiful view of the creek behind it."
Reviewed on Apr 27, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
