Charleston Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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Your Charleston Vacation
Reserve a Charleston vacation package and you can focus on what matters — enjoying yourself. This means no more planning stresses, just more free time to experience the best parts of this fascinating city, such as its rich history and cultural experiences. If sightseeing is on your list of things to do during your trip to Charleston, find your way to major attractions like Eastern Illinois University. Expedia is here to help you escape your routine. Tailor your vacation to Charleston to suit your travel style, whatever that may be.
Top Charleston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Rockwood Resort Motel
Price was CA $1,309, price is now CA $1,287 per person
CA $1,287
per person
Aug 1 - Aug 8
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
8/10 Very Good! (51 reviews)
Just an older hotel but was clean and convenient to the area we wanted to stay.
Reviewed on May 6, 2026
Buddy's Harbor
Price was CA $1,737, price is now CA $1,595 per person
CA $1,595
per person
Aug 1 - Aug 8
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
9.4/10 Exceptional! (48 reviews)
We stayed with my family of 6 adults and 4 kids, and we thoroughly enjoyed the property. The access to the lake is convenient, the staff is friendly and the cottages are amazing. They have thought about every small detail. Would certainly come back.
Reviewed on May 26, 2026
Latibe Retreat Lakefront Condo for 4 w/ Balcony & Pool Access
Price was CA $1,879, price is now CA $1,832 per person
CA $1,832
per person
Aug 1 - Aug 8
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
10/10 Exceptional! (1 review)
The lake view was beautiful and so was the room
Reviewed on Sep 16, 2025
Highland Lake View Incredible Location!
Price was CA $1,730, price is now CA $1,701 per person
CA $1,701
per person
Aug 1 - Aug 8
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
9.4/10 Exceptional! (3 reviews)
Very nice property and we had an amazing time!!
Reviewed on Jul 17, 2024
Charleston Hotel Deals
Unique Suites Hotel
920 W Lincoln Ave Charleston IL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 20 to Jun 21
CA $152
CA $174 total
Jun 20 - Jun 21
includes taxes & fees
8.2/10 Very Good! (758 reviews)
"These rooms are not suites. I feel bad for the staff. The room furniture is junk. The bed was comfortable. This place has a long way to go."
Reviewed on Jun 6, 2026
Days Inn by Wyndham Charleston
810 West Lincoln Avenue Charleston IL
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jun 21 to Jun 22
CA $115
CA $127 total
Jun 21 - Jun 22
includes taxes & fees
7.8/10 Good! (795 reviews)
"The positive. The people who were working, clearly understaffed, still friendly and helpful. The towels were nice, no self exfolianting here. The floor was CLEAN in our room. We were separate socks when we stay in a room. Then put them away bc usually room floors aren’t so clean. Not so positive. ..."
Reviewed on Jun 8, 2026
Charleston House Bed & Breakfast Inn
956 6th St Charleston IL
The price is CA $129 per night from Jun 17 to Jun 18
CA $129
CA $143 total
Jun 17 - Jun 18
includes taxes & fees
10/10 Exceptional! (12 reviews)
"What we absolutely loved about our stay, and what made the experience uniquely special, was the exceptional treatment that Joshua showered us with—from the time he greeted us at our vehicle upon check-in—to the time he walked us to our vehicle at checkout. The room and common areas were flawlessly ..."
Reviewed on Jun 7, 2026
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.
Stay near popular Charleston attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
