Greenwood Vacations from $241

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Your Greenwood Vacation

When you book a vacation package to Greenwood, you can relax and enjoy your break knowing that all your travel plans are in order. Uncover the charms of this amazing city while staying in a neighborhood like Lockerbie Square, which is good for history. A trip to Greenwood is an excellent opportunity to go sightseeing. Be sure to stop by renowned attractions like Greenwood Park Mall, Valle Vista Golf and Craig Park. Whoever you're taking time off with and whatever your bank balance, your ultimate Greenwood vacation is only clicks away with Expedia.

The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Indianapolis-N.E./Castleton
Baymont by Wyndham Indianapolis South
Embassy Suites by Hilton Indianapolis North
Hampton Inn Indianapolis Downtown IUPUI
Bottleworks Hotel
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Greenwood Hotel Deals

Best Western Plus Greenwood/Indy South Inn

Best Western Plus Greenwood/Indy South Inn

2.5 out of 5
1281 South Park Drive, Greenwood, IN
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Aug 31 to Sep 1
$111 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (592 reviews)
"Stayed on a trip down to South Carolina. I am a woman travelling alone and felt safe in this hotel. Very clean. Smelled clean. Shower water worked and was plentiful."

Reviewed on Aug 20, 2025

Best Western Plus Greenwood/Indy South Inn
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
$135 nightly
The price is $158 total per night from Aug 27 to Aug 28
$158 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (1,011 reviews)
It was a lovely experience!
"The stay here was a pleasure. The staff, without exception, was friendly and helpful. The room and entire property was spotless! Velocity Sports Bar food was delicious and their staff was fantastic. Everwise Amphitheater is a short walk across the street."

Reviewed on Aug 24, 2025

Courtyard by Marriott Indianapolis Downtown
Wyndham Indianapolis Airport

Wyndham Indianapolis Airport

3.5 out of 5
2544 Executive Dr, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Aug 31 to Sep 1
$128 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (1,354 reviews)
"It was just a little hard to find your way into the hotel driving. Key is to take the first expressway exit and then go straight at end of ramp."

Reviewed on Aug 22, 2025

Wyndham Indianapolis Airport
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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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering excellent value package deals from $241 on Expedia, you'll be thrilled with how little a vacation to Greenwood costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenwood?
If you'd like to score a cheap Greenwood vacation package, consider visiting in January, September and December. You're likely to find better prices on accommodations and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Greenwood?
Greenwood vacations can be as short or long as you like, but to really sink your teeth into this place, we think 2 days is a good ballpark. In this timeframe, you can fit in headline attractions like Otte Golf And Family Fun Center and Craig Park as well as underrated spots. Don't forget to visit neighborhoods such as Southport and Southern Homes either. If you're clever with your time, you can even take a day trip or two from Greenwood too.
Is it worth booking a vacation package to Greenwood?
Greenwood is a good vacation destination with attractions like Greenwood Park Mall among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Greenwood vacation promises a good time for everyone.
How to find the best Greenwood package deals?
Begin your search for a Greenwood package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Greenwood package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenwood adventure underway.
Is it cheaper to book a Greenwood vacation as a package?
You can enjoy significant savings on your next Greenwood break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Greenwood?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Greenwood adventure.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Your Greenwood break is meant to be an escape from your busy life, not a source of money worries. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.