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

The Riverstone Hotel Charleston-Sikeston

The Riverstone Hotel Charleston-Sikeston

2.5 out of 5
102 Drake St 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 ...
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.
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
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

2.5 out of 5
103 Cape West Pkwy Cape Girardeau MO
46.67 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
Book a stay at this business-friendly hotel in Sikeston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Riverview

The Riverview

4 out of 5
777 Main St Cape Girardeau MO
45.83 km from city center
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Century Casino & Hotel Cape ...
Days Inn and Suites by Wyndham Sikeston

Days Inn and Suites by Wyndham Sikeston

2 out of 5
220 S Interstate Dr Sikeston MO
16.51 km from city center
Book a stay at this business-friendly hotel in Sikeston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 ...
Hampton Inn Sikeston

Hampton Inn Sikeston

2.5 out of 5
1240 Commerce Drive Sikeston MO
22.38 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 ...
Fairfield Inn & Suites by Marriott Cape Girardeau

Fairfield Inn & Suites by Marriott Cape Girardeau

3 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 ...
Best Western Plus Sikeston I-55

Best Western Plus Sikeston I-55

2.5 out of 5
120 S Interstate Drive Sikeston MO
16.5 km from city center
Stay at this hotel in Sikeston. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 ...
Super 8 by Wyndham Sikeston/Miner Area

Super 8 by Wyndham Sikeston/Miner Area

2 out of 5
2609 E Malone Ave Sikeston MO
17.29 km from city center
Stay at this hotel in Sikeston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Central Park and Sikeston Depot Museum are located ...
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
Wed, Dec 16 - Fri, Dec 18
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 16 from Denver Intl. to Lambert-St. Louis Intl., returning Fri, Dec 18, priced at $98 found 1 day ago
Delta
Sat, Dec 19 - Mon, Dec 21
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 19 from Denver Intl. to Lambert-St. Louis Intl., returning Mon, Dec 21, priced at $197 found 1 day ago
American Airlines
Thu, Dec 17 - Mon, Jan 4
PHL
Philadelphia Intl.
STL
Lambert-St. Louis Intl.
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Dec 17 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Mon, Jan 4, priced at $277 found 2 days ago
Southwest Airlines
Thu, Dec 17 - Mon, Jan 4
PHL
Philadelphia Intl.
STL
Lambert-St. Louis Intl.
$296 Roundtrip, found 2 days ago
$296
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Dec 17 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Mon, Jan 4, priced at $296 found 2 days ago