Greencastle Vacation Packages 2026 from $705

Greencastle flight + hotel vacation packages

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

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

Downtown Indianapolis

$705

per person

Nov 24 - Nov 28

found 14 hours ago

Roundtrip flight included

Houston (IAH) to Indianapolis (IND)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.

Cozy 3BR Home in Bates-Hendricks

$864

per person

Nov 15 - Nov 21

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Indianapolis (IND)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Omni Severin Hotel

Downtown Indianapolis

$728

per person

Nov 24 - Nov 28

found 14 hours ago

Roundtrip flight included

Houston (IAH) to Indianapolis (IND)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-in, and express check-out are also on offer.

Historic Pet-Friendly Home in Downtown

$742

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Indianapolis (IND)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, laundry facilities, and barbecue grills are also on offer.

Embassy Suites by Hilton Indianapolis Downtown

Downtown Indianapolis

$1,302

per person

Nov 15 - Nov 21

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Indianapolis (IND)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, free WiFi in public areas, and express check-in. Enjoy the 24-hour gym and free cooked-to-order breakfast each morning.

Top Greencastle hotels deals

Inn at DePauw

2 West Seminary Street Greencastle IN

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$156 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

2-bedroom vacation home minutes away from Greencastle and Depauw campus

Greencastle IN

$230 nightly

$258 total

Oct 18 - Oct 19

Total with taxes and fees

A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Charming 1BR Retreat Near DePauw University & Downtown Greencastle!

Greencastle IN

$341 nightly

$382 total

Oct 13 - Oct 14

Total with taxes and fees

This apartment features laundry facilities.

Days Inn by Wyndham Cloverdale Greencastle

1031 N. Main St. Cloverdale IN

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$84 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A 24-hour gym and a computer station are also provided.

Best Western Plus Covered Bridge Inn

3882 N State Road 59 Brazil IN

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$91 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Express check-out and a safe deposit box are also provided.

Red Roof Inn Greencastle South – Cloverdale

924 N Main St Cloverdale IN

Free Cancellation

$60 nightly

$68 total

Oct 18 - Oct 19

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

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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.

Stay near popular Greencastle attractions

Skeins of yarn in various colors hanging in a store.

Putnam County Fairgrounds

8.2/10 (31 reviews)

Take the family on an outing to Putnam County Fairgrounds during your trip to Greencastle. Take in the festivals while you're in the area.

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Frequently asked questions

How much are vacation packages to Greencastle?

Travelocity offers hotel and flight vacation packages from just $705. With these kinds of savings, you'll be saying hello to Greencastle in a flash.

How long should my Greencastle vacation be?

Your Greencastle trip can be as long or as short as you want, but many people stay around 2 nights. In the mood to venture off the beaten path and uncover some lesser-known sights? Book a few extra nights and experience a different side of this place.

Where can I get the best vacation package deals for Greencastle?

It's difficult to beat Travelocity when it comes to finding your Greencastle package deal. There are at least 400 partner airlines and 1,000,000 worldwide properties to choose from. Book your vacation now and get ready to tick another place off your travel bucket list.

Why should I book my Greencastle vacation bundle via Travelocity?

We've got 24/7 customer support, excellent service and a Price Match Guarantee. Life's a big journey — and we have enticing destinations for you to journey to all around the world. Roam with us and your wallet will thank you for it.

Can I save on my Greencastle car rental if I bundle it with hotels and flights?

With a Greencastle vacation package, you can bundle your car, hotel and flight bookings and save a ton. When you're ready to discover the best of this impressive part of the world, why not start with Indianapolis Motor Speedway? This famous attraction is 35 mi from Greencastle. With your own rental car, you'll be there in a flash.

Which airport is best for Greencastle?

Indianapolis Intl. Airport (IND) is the top airport if you're flying to Greencastle. Once you get there, you'll find yourself 30 mi east of the center of town.

What is there to do in Greencastle?

While venturing off the beaten track is no doubt rewarding, you shouldn't ignore the popular sights that make a destination famous. DePauw University and DePauw Nature Park are just two of them in Greencastle.

Where should I stay when visiting Greencastle?

Many visitors choose to hit the hay at the Inn at DePauw. It's sure to be a good base for your Greencastle escape.