Oaklandon Vacations from $303

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Your Oaklandon Vacation

Book a custom vacation package to Oaklandon and prepare to experience this fascinating city how you want. Consider spending time in the neighborhood of Castleton, which is good for shopping and tons more. If sightseeing is part of the plan during your trip to Oaklandon, stop by popular attractions like Fort Harrison State Park, Castleton Square and Topgolf. No matter your travel plans or the size of your budget, putting together a tailored Oaklandon vacation is easy with Expedia.

The Latest Oaklandon vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Southport

Comfort Suites Southport

2.5 out of 5
Price was $397, price is now $303 per person
$303
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8.2/10 Very Good! (945 reviews)
All around good stay. Well maintained, nice staff, comfortable mattress, clean, hot water was instant. Will stay here again.

Reviewed on Nov 28, 2025

Hilton Garden Inn Indianapolis Downtown

Hilton Garden Inn Indianapolis Downtown

3.5 out of 5
Downtown Indianapolis
Price was $727, price is now $537 per person
$537
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
9.2/10 Wonderful! (71 reviews)
Very friendly and helpful staff.

Reviewed on Dec 8, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Price was $880, price is now $669 per person
$669
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Houston (IAH) to Indianapolis (IND)
9.8/10 Exceptional! (1,664 reviews)
We stayed overnight for the Big 10 Championship game and loved everything about the place. Very walkable, great vibe, friendly staff. Go Hoosiers.

Reviewed on Dec 7, 2025

Sleep Inn Indianapolis East

Sleep Inn Indianapolis East

2.5 out of 5
Price was $404, price is now $311 per person
$311
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8/10 Very Good! (1,473 reviews)
Overall a good stay.

Reviewed on Dec 7, 2025

Hampton Inn Indianapolis Northwest - Park 100

Hampton Inn Indianapolis Northwest - Park 100

2.5 out of 5
Price was $386, price is now $314 per person
$314
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
8.8/10 Excellent! (944 reviews)
Great counter support. Clean room. Helpful during visit. Great breakfast.

Reviewed on Dec 6, 2025

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Discover the most popular places to visit in Oaklandon

Downtown Indianapolis

Lucas Oil Stadium

4.5/5(891 reviews)

Admire the innovative redbrick design of this large arena and watch a game of professional football in the downtown district of Indianapolis.

Lucas Oil Stadium
Indiana Convention Center which includes signage and flowers

Indiana Convention Center

4.5/5(555 reviews)

A multipart venue welcomes visitors to downtown Indianapolis for conference and trade events, exciting sports competitions and performing artist concerts.

Indiana Convention Center
Bankers Life Fieldhouse which includes signage

Gainbridge Fieldhouse

4.5/5(457 reviews)

For men’s and women’s basketball, WWE wrestling and concerts, this eclectic and modern arena is at the apex of Indiana sports and entertainment.

Gainbridge Fieldhouse

What to do in Oaklandon

Indiana Pacers Basketball Game at Gainbridge Fieldhouse

Indiana Pacers Basketball Game at Gainbridge Fieldhouse

$32
per adult
Indiana Pacers Basketball Game at Gainbridge Fieldhouse
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
Group with axes for throwing in Indianapolis

1-Hour Walk-In Axe Throwing Experience Indianapolis

$37
per adult
100% of travellers recommend
1-Hour Walk-In Axe Throwing Experience Indianapolis
See all activities in Oaklandon

Oaklandon Hotel Deals

Sheraton Indianapolis City Centre Hotel

Sheraton Indianapolis City Centre Hotel

4 out of 5
31 W Ohio St Indianapolis IN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Dec 14 to Dec 15
$109 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Great hotel with a view

Reviewed on Dec 1, 2025

Sheraton Indianapolis City Centre Hotel
Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
2721 E 86th Street Indianapolis IN
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $199 total per night from Dec 21 to Dec 22
$199 total
Dec 21 - Dec 22
Total with taxes and fees
9.6/10 Exceptional! (1,718 reviews)
Wonderful reception area. Easy check-in with friendly professional staff. Room was inviting, clean and presented as expected. We settled in comfortably for the night.

Reviewed on Dec 5, 2025

Ironworks Hotel Indy
Courtyard by Marriott Indianapolis Downtown

Courtyard by Marriott Indianapolis Downtown

3 out of 5
601 West Washington Street Indianapolis IN
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $152 total per night from Dec 14 to Dec 15
$152 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
Yes it was fresh and yes parking was safe

Reviewed on Dec 3, 2025

Courtyard by Marriott Indianapolis Downtown
See all 2,411 properties in Oaklandon
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.

Find the Best Oaklandon Vacation Packages

Oaklandon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Indianapolis Intl. Airport (IND)
Top Sights
Childrens Museum of Indianapolis, Fort Harrison State Park and Clowes Memorial Hall

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Frequently asked questions

How much does an Oaklandon vacation package cost?
You'll find cheap prices from $303 on Expedia for your Oaklandon getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Oaklandon costs.
What are the cheapest months to go to Oaklandon?
If you're looking to score a cheap Oaklandon vacation package, consider planning a trip in January, June and December. You're likely to find better prices on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Oaklandon?
The ideal length of your Oaklandon vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to hit all the top sights and explore some hidden gems along the way.
How to find the best Oaklandon package deals?
Begin your search for an Oaklandon package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Oaklandon package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oaklandon escape off to a flying start.
Is it cheaper to book an Oaklandon vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Oaklandon vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Oaklandon?
If you've got your Oaklandon vacation dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Oaklandon vacation packages?
Set off on your perfect trip to Oaklandon with help from our Book Now, Pay Later vacations. There's no need to save up or wait until the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.