Greencastle Vacations 2026 from CA $1,496

Greencastle flight + hotel packages

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

Wingate by Wyndham Indianapolis Airport-Rockville Rd.

Garden City

CA $1,496

per person

Jul 30 - Aug 2

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Indianapolis (IND)

Book a stay at this business-friendly hotel in Indianapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Indianapolis Motor Speedway and Lucas Oil Stadium are located nearby.

Spacious Duplex for 14 in Downtown

CA $3,959

per person

Jul 30 - Aug 2

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Indianapolis (IND)

Stay at this vacation home in Indianapolis. Enjoy free WiFi, free parking, and a garden. Popular attractions Lucas Oil Stadium and Indianapolis Motor Speedway are located nearby.

Landing Furnished Apartments Near Northside

Near Northside

CA $1,873

per person

Jul 30 - Aug 2

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Indianapolis (IND)

Book a stay at this business-friendly apartment in Indianapolis. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Lucas Oil Stadium and Indianapolis Motor Speedway are located nearby.

Spacious Home for Groups with Hot Tub in Indy

CA $4,970

per person

Jul 30 - Aug 2

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Indianapolis (IND)

Stay at this guesthouse in Indianapolis. Enjoy free WiFi, free parking, and a hot tub. Popular attractions Lucas Oil Stadium and Indianapolis Motor Speedway are located nearby.

Cowboy Bunkhouse hot tub Lake Farm Nature

CA $3,942

per person

Jul 30 - Aug 2

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Indianapolis (IND)

Book a stay at this family-friendly apartment in Indianapolis. Enjoy free parking and a garden. Popular attractions Southwestway Park and Winding River Golf Course are located nearby.

Top Greencastle hotels deals

Inn at DePauw

2 West Seminary Street Greencastle IN

Free cancellation

Reserve now, pay when you stay

CA $198

CA $222 total

Jun 28 - Jun 29

includes taxes & fees

Book a stay at this business-friendly hotel in Greencastle. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Roy O West Library and Scott Hamilton Memorial Park are located nearby.

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

Greencastle IN

CA $174

CA $355 total

Jun 8 - Jun 9

includes taxes & fees

Stay at this vacation home in Greencastle. Enjoy a garden, laundry facilities, and patios. Popular attractions Deer Creek Fish and Wildlife Area and Quarry Pond are located nearby.

The Trillium House at DePauw - 4/5 BR 3.5 BA

Greencastle IN

Get rates

Stay at this vacation home in Greencastle. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Judson and Joyce Green Center for the Performing Arts and Bowman Park are located nearby.

A Country Retreat at Airy Knob Farm

Greencastle IN

Get rates

Stay at this farm stay in Greencastle. Enjoy a fitness center, laundry facilities, and in-room jetted tubs. Popular attractions Quarry Pond and DePauw Nature Park are located nearby.

Farmhouse @ Walnut Creek Farms

Greencastle IN

Get rates

Stay at this farm stay in Greencastle. Enjoy laundry facilities and air conditioning. Popular attractions DePauw Nature Park and Quarry Pond are located nearby.

Best Western Plus Covered Bridge Inn

3882 N State Road 59 Brazil IN

Free cancellation

Reserve now, pay when you stay

CA $117

CA $125 total

Jun 21 - Jun 22

includes taxes & fees

Stay at this hotel in Brazil. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.

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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.

Popular places to visit

Putnam County Fairgrounds

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.

Once an active limestone quarry near Greencastle, Indiana, the site is now the DePauw Nature Park. This photograph was taken in Spring from the rim of the excavated quarry cliffs.

Quarry Pond

Commune with nature and explore the great outdoors at Quarry Pond during your travels in Greencastle. Take in the festivals while you're in the area.

DePauw University

Enjoy the collegiate vibe at DePauw University as part of your travels around Greencastle. Take in the festivals while you're in the area.

Greencastle Vacations

Whether you're organizing a few days' break or a marathon journey, it's wise to know some basics about Greencastle before setting off.

If you wander 17 miles (27 kilometers) northeast of Brazil, or 30 miles (48 kilometers) south of Crawfordsville, you'll be in Greencastle.

The population of this area of Indiana is approximately 10,000.

Places to visit in Greencastle

Eager to soothe stress of urban life? Enjoy the fresh air as you take off on an adventure through Lieber State Park. Want more ideas? Buy entrance tickets to Putnam County Fairgrounds now for an afternoon that's full of thrills — not to mention all the rides, snacks and toys! And there's more going on in the surrounding area. Meet like-minded people and get prepared to be inspired at one of the conferences or events held at C Bar C Expo Center.

Where do you fly into for Greencastle?

Get set for some new adventures in Greencastle. Once you've headed out of Indianapolis International Airport (IND), the center of town will be 30 miles (48 kilometers) away.

Frequently asked questions

How much are vacation packages to Greencastle?

Travelocity offers hotel and flight vacation packages from just CA $1,496. 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 56 kilometers 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 48 kilometers 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.