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Charleston Vacation Packages

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Charleston Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Cleveland near Lee Univ

La Quinta Inn & Suites by Wyndham Cleveland near Lee Univ

3 out of 5
Price was $823, price is now $708 per person
$708
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Cleveland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cleveland Towne Center and Tinsley Park are located nearby.
Very nice!

Reviewed on Sep 10, 2026

The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

4 out of 5
Price was $1,475, price is now $1,126 per person
$1,126
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Chattanooga Choo Choo Historic District are located nearby.
Definitely a unique place to stay. The shower was amazing…felt like a massage! Bed was comfortable and you just melted into the pillows. Only thing, there was a funny smell when you first entered the building.

Reviewed on Sep 10, 2026

Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Price was $1,251, price is now $966 per person
$966
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.

Holiday Inn Express & Suites Chattanooga (East Ridge) by IHG

Holiday Inn Express & Suites Chattanooga (East Ridge) by IHG

2.5 out of 5
Price was $950, price is now $740 per person
$740
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hamilton Place Mall and Topgolf Chattanooga are located nearby.
Thanks

Reviewed on Sep 10, 2026

Hotel Clemons

Hotel Clemons

3 out of 5
Price was $1,275, price is now $1,066 per person
$1,066
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Stay at this hotel in Chattanooga. Enjoy a business center, concierge services, and a pool table. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ruby Falls and Tennessee Aquarium are located nearby.

La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

La Quinta Inn & Suites by Wyndham Chattanooga - Lookout Mtn

3 out of 5
Price was $1,066, price is now $892 per person
$892
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ruby Falls and Lookout Mountain Incline Railway are located nearby.
Great location - just down the mountain from Ruby Falls.

Reviewed on Sep 10, 2026

Days Inn by Wyndham Chattanooga/Hamilton Place

Days Inn by Wyndham Chattanooga/Hamilton Place

2 out of 5
Price was $856, price is now $727 per person
$727
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly motel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Place Mall and Pin Strikes are located nearby.
Breakfast need some improvement. Generally acceptable.

Reviewed on Sep 9, 2026

La Quinta Inn & Suites by Wyndham Chattanooga - East Ridge

La Quinta Inn & Suites by Wyndham Chattanooga - East Ridge

3 out of 5
Price was $1,028, price is now $878 per person
$878
per person
Nov 19 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Book a stay at this business-friendly hotel in Chattanooga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hamilton Place Mall and Topgolf Chattanooga are located nearby.

Charleston Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Chattanooga Heritage Inn

Chattanooga Heritage Inn

2.5 out of 5
Tyner
Price was $645, price is now $594 per person
$594
per person
Nov 25 - Nov 29
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Holiday Inn Express & Suites Chattanooga (East Ridge) by IHG

Holiday Inn Express & Suites Chattanooga (East Ridge) by IHG

2.5 out of 5
East Ridge
Price was $729, price is now $613 per person
$613
per person
Nov 25 - Nov 29
found 14 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

4 out of 5
Downtown Chattanooga
Price was $1,082, price is now $965 per person
$965
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)
Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $1,051, price is now $949 per person
$949
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chattanooga (CHA)

Charleston Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Chattanooga/Hamilton Place

Days Inn by Wyndham Chattanooga/Hamilton Place

2 out of 5
Hamilton Place
Price was $663, price is now $561 per person
$561
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Hotel Clemons

Hotel Clemons

3 out of 5
Downtown Chattanooga
Price was $1,454, price is now $1,197 per person
$1,197
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
La Quinta Inn & Suites by Wyndham Chattanooga-Hamilton Place

La Quinta Inn & Suites by Wyndham Chattanooga-Hamilton Place

3 out of 5
Hamilton Place
Price was $845, price is now $720 per person
$720
per person
Oct 14 - Oct 21
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

3.5 out of 5
Downtown Chattanooga
Price was $1,390, price is now $1,187 per person
$1,187
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Sat, Nov 21 - Tue, Dec 8
BOS
Logan Intl.
CHA
Chattanooga Metropolitan
$244 Roundtrip, found 7 hours ago
$244
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Sat, Nov 21 from Logan Intl. to Chattanooga Metropolitan, returning Tue, Dec 8, priced at $244 found 7 hours ago
Bargain Flight
Sat, Oct 3 - Tue, Oct 6
LGA
LaGuardia
CHA
Chattanooga Metropolitan
$273 Roundtrip, found 3 hours ago
$273
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Sat, Oct 3 from LaGuardia to Chattanooga Metropolitan, returning Tue, Oct 6, priced at $273 found 3 hours ago
Allegiant Air
Tue, Nov 24 - Sat, Nov 28
PIE
St. Petersburg-Clearwater Intl.
CHA
Chattanooga Metropolitan
$279 Roundtrip, found 3 hours ago
$279
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Tue, Nov 24 from St. Petersburg-Clearwater Intl. to Chattanooga Metropolitan, returning Sat, Nov 28, priced at $279 found 3 hours ago
American Airlines
Wed, Oct 21 - Tue, Oct 27
MSP
Minneapolis - St. Paul Intl.
CHA
Chattanooga Metropolitan
$323 Roundtrip, just found
$323
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 21 from Minneapolis - St. Paul Intl. to Chattanooga Metropolitan, returning Tue, Oct 27, priced at $323 just found