Charleston Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Super 8 by Wyndham Charleston/Sikeston East MO

Super 8 by Wyndham Charleston/Sikeston East MO

2 out of 5
310 S Story St, Charleston, MO
2.35 km from city center
Stay at this motel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Quality Inn Charleston - Sikeston

Quality Inn Charleston - Sikeston

2.5 out of 5
102 Drake St, I-57 Exit 10, Charleston, MO
1.66 km from city center
Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
Eagle Inn Charleston

Eagle Inn Charleston

2 out of 5
2811 East Marshall Street, Charleston, MO
3.73 km from city center
Stay at this motel in Charleston. Enjoy free WiFi, free parking, and a health club.
Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

3 out of 5
3351 Percy Drive, Cape Girardeau, MO
47.19 km from city center
Stay at this 3-star business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Riverview

The Riverview

4 out of 5
777 Main St, Cape Girardeau, MO
45.83 km from city center
Stay at this 4-star business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Isle Casino Cape Girardeau ...
Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

2.5 out of 5
103 Cape West Pkwy, Cape Girardeau, MO
46.85 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Drury Inn & Suites Sikeston, MO

Drury Inn & Suites Sikeston, MO

3 out of 5
2608 East Malone Ave, Miner, Sikeston, MO
16.89 km from city center
Stay at this 3-star business-friendly hotel in Sikeston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Pear Tree Inn Cape Girardeau Near the Medical Center

Pear Tree Inn Cape Girardeau Near the Medical Center

2.5 out of 5
3248 William St, Cape Girardeau, MO
46.69 km from city center
Stay at this hotel in Cape Girardeau. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG

Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG

2.5 out of 5
3253 William Street, Cape Girardeau, MO
46.57 km from city center
Book a stay at this spa hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Courtyard by Marriott Cape Girardeau Downtown

Courtyard by Marriott Cape Girardeau Downtown

3 out of 5
400 Broadway St., Cape Girardeau, MO
45.29 km from city center
Stay at this 3-star business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Drury Inn & Suites Cape Girardeau

Drury Inn & Suites Cape Girardeau

3 out of 5
3303 Campster Drive, Cape Girardeau, MO
46.86 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Candlewood Suites Cape Girardeau by IHG

Candlewood Suites Cape Girardeau by IHG

2.5 out of 5
485 S Mount Auburn Rd, Cape Girardeau, MO
45.21 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Fairfield Inn & Suites by Marriott Cape Girardeau

Fairfield Inn & Suites by Marriott Cape Girardeau

2.5 out of 5
433 CAPE WEST CROSSINGS, Cape Girardeau, MO
45.36 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort D Historic Site and ...
Hampton Inn Sikeston

Hampton Inn Sikeston

2.5 out of 5
1240 Commerce Drive, Sikeston, MO
21.76 km from city center
Stay at this hotel in Sikeston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Central ...
Hampton Inn Cape Girardeau I 55 East

Hampton Inn Cape Girardeau I 55 East

2.5 out of 5
207 S Mt Auburn Rd, Cape Girardeau, MO
46.35 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Don't see what you're looking for?
See all available properties in Charleston
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Dec 6 - Sat, Dec 20
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$81 Roundtrip, found 6 days ago
$81
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Dec 6 from Denver Intl. to Lambert-St. Louis Intl., returning Sat, Dec 20, priced at $81 found 6 days ago
Delta
Mon, Jan 5 - Sat, Jan 10
SEA
Seattle - Tacoma Intl.
STL
Lambert-St. Louis Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 5 from Seattle - Tacoma Intl. to Lambert-St. Louis Intl., returning Sat, Jan 10, priced at $177 found 2 days ago
Hawaiian Airlines
Tue, Dec 30 - Tue, Jan 6
SEA
Seattle - Tacoma Intl.
STL
Lambert-St. Louis Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Dec 30 from Seattle - Tacoma Intl. to Lambert-St. Louis Intl., returning Tue, Jan 6, priced at $217 found 2 days ago
American Airlines
Sun, Jan 11 - Tue, Jan 13
TPA
Tampa Intl.
STL
Lambert-St. Louis Intl.
$227 Roundtrip, found 22 hours ago
$227
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sun, Jan 11 from Tampa Intl. to Lambert-St. Louis Intl., returning Tue, Jan 13, priced at $227 found 22 hours ago
United
Fri, Dec 5 - Sun, Dec 7
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select United flight, departing Fri, Dec 5 from Denver Intl. to Lambert-St. Louis Intl., returning Sun, Dec 7, priced at $237 found 6 days ago