Southwest Illinois Romantic Holidays

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Photo by Southernmost Illinois Tourism Bureau
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Top Romantic Southwest Illinois Hotels

Cozy Cottage On The Shawnee Hills Wine Trail
Cozy Cottage On The Shawnee Hills Wine Trail
Cobden
  • 26 min drive from Southern Illinois University
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! (156 reviews)
Great weekend stay!
"Perfect spot for S I wine country. Front porch coffee in the morning with peaceful views was the best. Hosts we great. We will be back."

Reviewed on 25 Jun. 2025

Cozy Cottage On The Shawnee Hills Wine Trail
Great Shawnee Wine Trail Cabin in Relaxing Setting
Great Shawnee Wine Trail Cabin in Relaxing Setting
Alto Pass
  • 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! (39 reviews)
Perfect for us
"We were as comfortable in the cabin as we are in our own home. It was great having laundry machines (we were staying with 4 kids ages 5 to 12). The kitchen was equipped with everything we needed. Be careful the water out of the faucet can get steaming hot. We enjoyed the fire pit. Would recommend ..."

Reviewed on 29 Mar. 2025

Great Shawnee Wine Trail Cabin in Relaxing Setting
Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
Alto Pass
  • 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 ...
Perfect as always
"Our 5th year and a family tradition that we look forward to every year. Beautiful cabin, close to great hiking, and super clean with all the amenities for home away from home. Thank you as always for a great stay!"

Reviewed on 14 Jan. 2025

Relaxing Unique Cave Creek Cabin 2 in Shawnee near Alto Pass and Bald Knob Cross
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.