Southside Historic District Vacations from $498

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The Latest Southside Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Woodwose Cabin - Adventures Now

Woodwose Cabin - Adventures Now

$498
per person
Nov 20 - Nov 22
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
10/10 Exceptional! (6 reviews)
Quiet, spacious, many commodities, comfortable, AC and heating in good working condition, well equipped.

Reviewed on Oct 24, 2025

Chanticleer Inn Bed & Breakfast

Chanticleer Inn Bed & Breakfast

$573
per person
Nov 20 - Nov 22
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
9.6/10 Exceptional! (100 reviews)
Hotel Clemons

Hotel Clemons

Downtown Chattanooga
$610
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Chattanooga (CHA)
9.8/10 Exceptional! (1,136 reviews)
Glamping Collective Chattanooga

Glamping Collective Chattanooga

$900
per person
Nov 20 - Nov 22
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Chattanooga (CHA)
9.6/10 Exceptional! (7 reviews)
Wow! Such a beautiful place. I came across The Glamping Collective on a random browse, but when I seen it I knew I needed to experience something so unique and the bonus was I didn’t have to e to leave the country. Who knew. This experience made a great 46th birthday. Staff was punctual in responding, check in was smooth. All the amenities were available plus more. This was such an experience I couldn’t help but get the promotion as I’m looking forward to return my self and gifting a trip also. It was truly worth the flight from VA, the 40 minute ride from Chatt. to such a great location. Highly recommend.

Reviewed on Sep 24, 2026

The Hotel Chalet at The Choo Choo

The Hotel Chalet at The Choo Choo

Downtown Chattanooga
$589
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Chattanooga (CHA)
9.6/10 Exceptional! (2,304 reviews)
Great experience. I felt like I had stepped back in time but with all the modern amenities! We stayed in a railcar and it was very clean.

Reviewed on Sep 25, 2026

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
$170 nightly
$199 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (2,379 reviews)
"Great experience. I felt like I had stepped back in time but with all the modern amenities! We stayed in a railcar and it was very clean."

Reviewed on Sep 25, 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
$106 nightly
$124 total
Oct 18 - Oct 19
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
$135 nightly
$159 total
Oct 18 - Oct 19
Total with taxes and fees
Moxy Chattanooga Downtown
See all 1,548 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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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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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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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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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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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

Chattanooga Express Trolley Tour

Chattanooga Express Trolley Tour

$32
per adult
100% of travellers recommend
Chattanooga Express Trolley Tour
Saving Christmas Escape Room in Chattanooga

Saving Christmas Escape Room in Chattanooga

$32
per adult
Saving Christmas Escape Room in Chattanooga
1.5-Hour Cemetery Ghost Hunt in Chattanooga

1.5-Hour Cemetery Ghost Hunt in Chattanooga

$34
per adult
1.5-Hour Cemetery Ghost Hunt in Chattanooga
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.