Oaklandon Vacations from $328

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Wampler House

Wampler House

3.5 out of 5
Save 100% on your flight
Price was $435, price is now $328 per person
$328
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)
9.8/10 Exceptional! (131 reviews)
We have stayed here three times and everytime is a wonderful get away. The rooms are always clean, close to many restaurants, staff is kind and welcoming! I love having drinks, and snacks available to curb those needs. Breakfast is also always tops tier and enough to fill you up before heading to town to see the sights and try new places.

Reviewed on Jan 18, 2026

The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Price was $1,673, price is now $1,248 per person
$1,248
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
9/10 Wonderful! (36 reviews)
Highly recommended stay, I stayed for 1 month long for school safe quiet and clean. Full laundry room inside room very convenient large apartments. Communication with management was great. There are no elevators and I was on the 3rd floor but I am active does not bother me. Just keep that in mind if you cant climb stairs. Great place ! High recommended!

Reviewed on Nov 24, 2025

Comfort Inn Indianapolis East

Comfort Inn Indianapolis East

2.5 out of 5
Price was $847, price is now $634 per person
$634
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
8.2/10 Very Good! (732 reviews)
The room was clean and recently updated. The staff was friendly.

Reviewed on Jan 12, 2026

Comfort Inn & Suites Indianapolis Northwest - College Park

Comfort Inn & Suites Indianapolis Northwest - College Park

2.5 out of 5
College Park
Price was $790, price is now $602 per person
$602
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Indianapolis (IND)
7.2/10 Good! (338 reviews)
This place was so good

Reviewed on Jan 21, 2026

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

4 out of 5
Downtown Indianapolis
Price was $533, price is now $407 per person
$407
per person
Mar 26 - Mar 29
found 15 hours ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
9.2/10 Wonderful! (333 reviews)
Great staff, super friendly, quiet, clean

Reviewed on Jan 20, 2026

Don't see what you're looking for?
See all available trips from Columbus to Oaklandon
View all trips

Discover the most popular places to visit in Oaklandon

Indiana Convention Center which includes signage and flowers

Indiana Convention Center

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

Indiana Convention Center
Downtown Indianapolis

Lucas Oil Stadium

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
Bankers Life Fieldhouse which includes signage

Gainbridge Fieldhouse

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

$29
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

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
2721 E 86th Street Indianapolis IN
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $206 total per night from Jan 25 to Jan 26
$206 total
Jan 25 - Jan 26
Total with taxes and fees
9.6/10 Exceptional! (1,780 reviews)
Clean, friendly, food was amazing. Loved the shower!!!

Reviewed on Jan 18, 2026

Ironworks Hotel Indy
Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
850 Massachusetts Avenue Indianapolis IN
$177 nightly
The price is $209 total per night from Jan 25 to Jan 26
$209 total
Jan 25 - Jan 26
Total with taxes and fees
9.8/10 Exceptional! (1,793 reviews)
Everything is always in top condition, the facility is very pleasant to visit

Reviewed on Jan 17, 2026

Bottleworks Hotel
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
40 West Jackson Place Indianapolis IN
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Jan 25 to Jan 26
$210 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (809 reviews)
The staff was amazing

Reviewed on Jan 19, 2026

Omni Severin Hotel
See all 2,434 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oaklandon vacation package cost?
You'll find cheap prices from $328 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.