Old Southside Trip
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Where to stay in Old Southside
Downtown Indianapolis
Attend professional sports events, tour parks filled with museums and historical landmarks and enjoy both traditional and contemporary theater scenes.
Mile Square
The fascinating museums and prominent monuments are top of the list for many visitors to Mile Square. A stop by Gainbridge Fieldhouse or Monument Circle might round out your trip.
Wholesale District
While visiting Wholesale District, you might make a stop by sights like Gainbridge Fieldhouse and Indiana Repertory Theatre.
Speedway
You'll enjoy the museums and breweries in Speedway. You might want to make time for a stop at Indianapolis Motor Speedway or Dallara IndyCar Factory.
Castleton
Travellers come to Castleton for its abundant dining options, and you can see top attractions like Castleton Square and Dave & Buster's while you're in town.
Top hotels in Old Southside
Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG
"The hotel was very nice, but it is located near the drag-race and police chase hotspot of Indianapolis. It quieted down by about 3am. I understand it’s not in the control of the hotel staff, which were great, but remember to ask for a room on the side facing the parking lots."
Reviewed on 16 Sept 2026
Tru By Hilton Indianapolis Downtown, IN
TownePlace Suites by Marriott Indianapolis Downtown
"Renae at the front desk was so kind and helpful."
Reviewed on 15 Sept 2026