Southside Historic District Vacations from $358

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The Latest Southside Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sasquatch Cabin

Sasquatch Cabin

$358
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chattanooga (CHA)
9.6/10 Exceptional! (10 reviews)
Cabin was exactly as desxribed. Very cute and cozy. Host was awesome.

Reviewed on Apr 7, 2026

Hotel Clemons

Hotel Clemons

Downtown Chattanooga
$650
per person
Nov 22 - Nov 26
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
9.6/10 Exceptional! (1,153 reviews)
Hotel Clemons and staff lived up and exceeded to the five star ratings I’d seen before booking. The check-in was seamless and staff was friendly, laid-back and helpful. We loved the large apartment and keyless entry. And the lobby games, brewery and coffee shop were all fantastic. The hotel checked off all our boxes plus some. We’ll be back.

Reviewed on Oct 19, 2026

Hotel Indigo Chattanooga - Downtown by IHG

Hotel Indigo Chattanooga - Downtown by IHG

Downtown Chattanooga
$575
per person
Nov 22 - Nov 26
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
9.4/10 Exceptional! (1,004 reviews)
Holiday Motel by Belvilla Cleveland, TN

Holiday Motel by Belvilla Cleveland, TN

$367
per person
Jan 14 - Jan 18
just found
Roundtrip flight included
Miami (MIA) to Chattanooga (CHA)
5.4/10 (28 reviews)
...

Reviewed on Oct 18, 2026

Duffys Motel Calhoun by Hotel O GA I-75

Duffys Motel Calhoun by Hotel O GA I-75

$594
per person
Dec 28 - Jan 4
just found
Roundtrip non-stop flight included
Boston (BOS) to Chattanooga (CHA)
7.8/10 Good! (472 reviews)

Where to stay in Southside Historic District

Find the best Southside Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Southside Historic District
A cityscape with a river, bridges, and a mountain in the background.

Downtown Chattanooga

3 out of top 10 points of interest in this area

A noteworthy feature of Downtown Chattanooga is its must-see aquarium. While you're in town, be sure to stop and check out Tivoli Theatre and Chattanooga Choo Choo Historic District.

A cityscape with a river, industrial areas, and green hills in the background.

Lookout Valley

If you're spending some time in Lookout Valley, Raccoon Mountain Caverns and Tennessee River are top sights worth seeing.

A modern cityscape with a prominent building featuring triangular glass structures and a bridge over a calm river.

Chattanooga Riverfront

Chattanooga Riverfront is noteworthy for its river views, and you can make a stop at top attractions like AT&T Field and Tennessee Aquarium.

A river with a bridge, a cityscape, and a mountain in the background.

East Ridge

Catch a soccer match at CHI Memorial Stadium, explore Camp Jordan park, or play at Pioneer Frontover Playground with a splash pad. Don't miss the East Ridge City Library and History Center.

A nighttime view of a cityscape with illuminated buildings and a bridge over a calm body of water.

North Chattanooga

While visiting North Chattanooga, you might make a stop by sights like Coolidge Park and Walnut Street Bridge.

Southside Historic District Hotel Deals

The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

92 Choo Choo Ave Chattanooga TN
Fully refundableReserve now, pay when you stay
$139 nightly
$163 total
Nov 19 - Nov 20
Total with taxes and fees
9.6/10 Exceptional! (2,439 reviews)
"Many on site amenities, bar in the rail car was handy while at the pool. Restaurant on site was excellent"

Reviewed on Oct 20, 2026

The Hotel Chalet at The Choo Choo
La Quinta Inn & Suites by Wyndham Chattanooga Downtown/South

La Quinta Inn & Suites by Wyndham Chattanooga Downtown/South

1225 COWART STREET Chattanooga TN
Fully refundableReserve now, pay when you stay
$98 nightly
$114 total
Nov 15 - Nov 16
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chattanooga Downtown/South
Moxy Chattanooga Downtown

Moxy Chattanooga Downtown

1220 King Street Chattanooga TN
Fully refundableReserve now, pay when you stay
$111 nightly
$130 total
Nov 8 - Nov 9
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Great hotel. Loved everything about it from the games in the lobby to the rooms. Bonus was live music on Saturday night in the lobby. Walkable to many restaurants. Would definitely stay here again and we’ve stayed at many hotels in Chattanooga."

Reviewed on Oct 18, 2026

Moxy Chattanooga Downtown
See all 1,558 properties in Southside Historic District
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 Southside Historic District attractions

Finley Stadium

9.0/10 (4 reviews)
Catch an event at Finley Stadium during your trip to Chattanooga. Experience the entertainment choices and fascinating museums in this walkable area.
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Chattanooga Market

8.8/10 (102 reviews)
During your trip to Chattanooga, you can search for that perfect souvenir at Chattanooga Market. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Chattanooga Brewing Company

8.0/10 (4 reviews)
You can take time to visit Chattanooga Brewing Company during your travels to Chattanooga. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Songbirds Guitar Museum

8.4/10 (13 reviews)
You can spend an afternoon studying the exhibits at Songbirds Guitar Museum in Chattanooga. In the area, take in the fascinating museums and beautiful waterfalls.
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Chattanooga Whiskey Experimental Distillery

You can take time to visit Chattanooga Whiskey Experimental Distillery during your travels to Chattanooga. Discover the top-notch restaurants and entertainment choices in this walkable area.
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Coker Museum

6.0/10 (2 reviews)
You can spend time browsing the exhibits at Coker Museum in Chattanooga. Stroll along the riverfront or discover the beautiful waterfalls in this family-friendly area.
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Hart Gallery

You can spend an afternoon exploring the galleries in Hart Gallery in Chattanooga. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Things to do

Saving Christmas Escape Room in Chattanooga

Saving Christmas Escape Room in Chattanooga

$32
per adult
Saving Christmas Escape Room in Chattanooga
Chattanooga Express Trolley Tour

Chattanooga Express Trolley Tour

$32
per adult
100% of travellers recommend
Chattanooga Express Trolley Tour
Distillery Tour at Gate 11

Distillery Tour at Gate 11

$18
per adult
Distillery Tour at Gate 11
See all activities in Chattanooga

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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.