
Southwest Illinois Romantic Holidays
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Top Romantic Southwest Illinois Hotels

Cozy Cottage On The Shawnee Hills Wine Trail
Cobden
Stay at this cottage in Cobden. Enjoy free WiFi, a garden, and a pool table. Popular attractions Blue Sky Vineyards and Indian Creek Trail Trailhead are located ...
9.8/10 Exceptional! (158 reviews)
"BEAUTIFUL place! We loved all the upgrades. The chickens and cat outside were a cute added touch. We enjoyed the pool table,darts, and hot tub in the evening. The Starbucks state mugs were a perfect touch to our morning coffee on the porch! Close to wineries and not far from Lake of Egypt where we ..."
Reviewed on 27 Jul. 2025

Great Shawnee Wine Trail Cabin in Relaxing Setting
Alto Pass
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! (40 reviews)
"Everything was great! The property was clean and the experience was amazing. The property is beautiful and we even saw a deer walking around!"
Reviewed on 6 Aug. 2025

Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
Alto Pass
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! (45 reviews)
Amazing cabin nestled in the woods but close to everything!
"We very much enjoyed our weekend stay at this amazing cabin! The hosts thought of every detail. Be ready for a stress free, relaxing stay!"
Reviewed on 9 Jul. 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.