St. Charles Vacations from $523
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The Latest St. Charles Vacation Packages
- River Terrace Resort & Convention Center
Oct 8 - Oct 11River Terrace Resort & Convention Center + Flight
Downtown Gatlinburg3 nights3.5 star property7.6/10 - Good (1,013 reviews)"The hotel used to be really nice, but it's clearly outdated now — the rooms and common areas haven't kept up with the times. Cleanliness wasn't up to the standard we expected, and general maintenance seems to have been neglected in several areas. Honestly, the whole property could use a proper refresh or renovation to bring it back up to par. On the plus side, the location is a real highlight — very convenient and well-situated, close to everything we needed. With some investment in upkeep and..."Reviewed July 27, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)MDW - TYS • 1 stop TYS - MDW • 1 stop$755$523found 0 hours agoper traveler - Westgate Smoky Mountain Resort & Water Park
Sep 28 - Oct 4Westgate Smoky Mountain Resort & Water Park + Flight
Gatlinburg6 nights4.0 star property8.4/10 - Very Good (1,277 reviews)Roundtrip • Chicago (CHI) - Knoxville (TYS)ORD - TYS • Nonstop TYS - ORD • Nonstop - Smokies Sanctuary
Sep 28 - Oct 4Smokies Sanctuary + Flight
Sevierville6 nights5.0 star property10/10 - Exceptional (1 review)"Beautiful place. Amazing views. I would stay here every time. The property owners were very nice and answered any questions I had. They made sure I was taken care of. If you are in pigeon forge or gatlinburg, stay here."Reviewed July 17, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)ORD - TYS • Nonstop TYS - ORD • Nonstop - The NuWray Hotel & Carriage House
Oct 1 - Oct 6The NuWray Hotel & Carriage House + Flight
Downtown5 nights2.0 star property9.8/10 - Exceptional (117 reviews)Roundtrip • Chicago (CHI) - Asheville (AVL)RFD - GSO • 1 stop GSO - ORD • Nonstop - Laurel Point Resort
Sep 1 - Sep 6Laurel Point Resort + Flight
Chalet Village5 nights2.5 star property9.0/10 - Wonderful (336 reviews)"Very nice facility! Staff was nice and helpful! Room was excellent! Will stay again!"Reviewed July 27, 2026Roundtrip • Chicago (CHI) - Knoxville (TYS)MDW - TYS • 1 stop TYS - MDW • 1 stop
St. Charles Hotel Deals
Quality Inn & Suites Big Stone Gap
Quality Inn & Suites Big Stone GapFrequently Asked Questions
How much does a St. Charles vacation package cost?
Offering great value package deals from $523 on Expedia, you'll be thrilled with how little a vacation to St. Charles costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to St. Charles?
November, December and January are the best times to look for cheap St. Charles vacation packages. Choosing to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for St. Charles?
With a well-planned itinerary, you can easily visit the main St. Charles attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, consider booking your St. Charles vacation for longer.
How to find the best St. Charles package deals?
Begin your search for a St. Charles package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect St. Charles package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your St. Charles adventure off to a flying start.
Is it cheaper to book a St. Charles vacation as a package?
You can enjoy significant savings on your St. Charles retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to St. Charles?
If you're considering a spur-of-the-moment St. Charles getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later St. Charles vacation packages?
Your St. Charles break is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.