Southwest Illinois Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Southernmost Illinois Tourism Bureau
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Plan unforgettable romantic Southwest Illinois vacations

What are some of the benefits of booking a romantic Southwest Illinois vacation?

When booking a romantic Southwest Illinois vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Illinois.


How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Southwest Illinois destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Southwest Illinois?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as and can enjoy savings of up to when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Southwest Illinois?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Southwest Illinois certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Southwest Illinois.

Can I book a romantic Southwest Illinois vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Southwest Illinois search.

Can I book a romantic trip to Southwest Illinois that is fully refundable?

Several romantic Southwest Illinois vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Southwest Illinois

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! (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 Jul. 27, 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! (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 Aug. 6, 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 ...
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 Jul. 9, 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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.