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 ￥45,448 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.
9.8/10 Exceptional! (163 reviews)
Couples like: hot tub, fireplace
Travelers say...
Excellent stay in the Cozy Cottage! Very comfortable and all of the amenities provided. Just bring your peaceful vibe and the Cozy Cottage is for you! Great Property, Great location and Great Host! Will be Back! Thank You!
Reviewed on Nov 17, 2025
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! (42 reviews)
Very quiet and close to some wineries on the wine trail! Also super clean cabin!
Reviewed on Nov 23, 2025
Relaxing Unique Cave Creek Cabin 2 in Shawnee 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! (46 reviews)
Host provides many little extras. Very clean, comfortable. Great location to area attractions.
Reviewed on Oct 19, 2025
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.
