Old Southside Vacations from $623

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The Latest Old Southside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

College Park
$623
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8.2/10 Very Good! (1,024 reviews)
Bottleworks Hotel

Bottleworks Hotel

Downtown Indianapolis
Save 100% on your flight
$1,062
per person
Nov 11 - Nov 16
found 2 days ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.8/10 Exceptional! (1,893 reviews)
Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG

Save 100% on your flight
$694
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
9/10 Wonderful! (1,024 reviews)
Breakfast was pretty good.

Reviewed on Sep 3, 2026

Hilton Garden Inn Indianapolis Downtown

Hilton Garden Inn Indianapolis Downtown

Downtown Indianapolis
Save 100% on your flight
$996
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9/10 Wonderful! (327 reviews)
Motel 6 Indianapolis, IN - Southport

Motel 6 Indianapolis, IN - Southport

Save 100% on your flight
$1,160
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
6.6/10 (1,002 reviews)

Where to stay in Old Southside

Find the best Old Southside areas and neighborhoods for the activities you enjoy most. Learn more about Old Southside
A river with people walking along the banks, a modern building labeled 'Indiana State Museum', and a city skyline in the background.

Downtown Indianapolis

5 out of top 10 points of interest in this area

As the city's cultural, political, and economic hub, this neighborhood boasts historic districts, performing arts venues, and museums. Enjoy nightlife on Meridian Street and Massachusetts Avenue, or stroll along the Indianapolis Canal Walk.

Find hotels in Downtown Indianapolis
A city street with modern and historic buildings, a statue, and a clear blue sky.

Mile Square

It is just one of the 370 square miles that make up Indianapolis, but this founding district is the city’s heart.

Find hotels in Mile Square
A theater lobby with a reception desk, a map of the USA on the wall, and a 'EXIT' sign.

Wholesale District

If you're spending some time in Wholesale District, Gainbridge Fieldhouse and Indiana Repertory Theatre are top sights worth seeing.

Find hotels in Wholesale District
A cityscape with a prominent downtown area, a river, and a bridge.

Castleton

Castleton is known for its abundant dining options, and you can plan a trip to Castleton Square and Dave & Buster's while you're in town.

Find hotels in Castleton
A street lined with parked cars, storefronts, and a tree.

Speedway

1 out of top 10 points of interest in this area

Home to the Indianapolis Motor Speedway, this enclave of Indianapolis boasts a historic district listed on the National Register of Historic Places and a public library for leisurely exploration.

Find hotels in Speedway

Old Southside Hotel Deals

Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG

Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG

410 S Missouri St Indianapolis IN
$105 nightly
$123 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,097 reviews)
"I’m t said 3 min walk to Lucas Oil to see the football game, but it was really 30 seconds! The location can’t be beat. We loved the breakfast and the eggs were actually fully cooked, unlike most hotel breakfasts. The beds were comfy and all around it was a perfect stay!"

Reviewed on Sep 3, 2026

Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG
Tru By Hilton Indianapolis Downtown, IN

Tru By Hilton Indianapolis Downtown, IN

601 Russell Avenue Indianapolis IN
$102 nightly
$119 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"Quick visit but a great stay. Parking was tricky for going to the game"

Reviewed on Sep 3, 2026

Tru By Hilton Indianapolis Downtown, IN
TownePlace Suites by Marriott Indianapolis Downtown

TownePlace Suites by Marriott Indianapolis Downtown

629 RUSSELL AVENUE Indianapolis IN
$115 nightly
$135 total
Sep 6 - Sep 7
Total with taxes and fees
TownePlace Suites by Marriott Indianapolis Downtown
See all 2,619 properties in Old Southside
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.
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Stay near popular Old Southside attractions

Lucas Oil Stadium

9.2/10 (3,297 reviews)
Admire the innovative redbrick design of this large arena and watch a game of professional football in the downtown district of Indianapolis.
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Sacred Heart of Jesus Catholic Church

After visiting Sacred Heart of Jesus Catholic Church, make a plan to see the other sights and activities in Indianapolis. Experience the area's acclaimed theater scene and entertainment choices.
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Things to do

Indianapolis: Crossroads Ghosts Haunted Walking Tour

Wicked Wraiths of White River: Indianapolis Ghost Tour

$32
per adult
Wicked Wraiths of White River: Indianapolis Ghost Tour
We do private group tours too!

Indy Walking Tours

$55
per adult
Indy Walking Tours
Step into the shadows and discover the haunting tales of our city's past.

Wicked Wraiths of White River: Indianapolis Ghost Tour

$26
per adult
Wicked Wraiths of White River: Indianapolis Ghost Tour
See all activities in Indianapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.