Greencastle Vacation Packages 2025/2026 from $259

Greencastle flight + hotel vacation packages

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

Grant Street Inn

Old Northeast Downtown

$259

per person

Jan 29 - Jan 31

found 12 hours ago

Roundtrip flight included

New York (JFK) to Indianapolis (IND)

A 24-hour gym, free self parking, and free newspapers are featured at this bed & breakfast. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A library and luggage storage are also provided.

Bottleworks Hotel

Downtown Indianapolis

$340

per person

Jan 29 - Jan 31

found 9 hours ago

Roundtrip flight included

New York (JFK) to Indianapolis (IND)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Holiday Inn Indianapolis Downtown by IHG

Downtown Indianapolis

$268

per person

Jan 29 - Jan 31

found 9 hours ago

Roundtrip flight included

New York (JFK) to Indianapolis (IND)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Omni Severin Hotel

Downtown Indianapolis

$351

per person

Jan 29 - Jan 31

found 9 hours ago

Roundtrip flight included

New York (JFK) to Indianapolis (IND)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Wampler House

$270

per person

Jan 29 - Jan 31

found 12 hours ago

Roundtrip flight included

New York (JFK) to Indianapolis (IND)

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. Luggage storage is also provided.

Top Greencastle hotels deals

Inn at DePauw

2 West Seminary Street, Greencastle, IN

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$166 total

Nov 23 - Nov 24

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.

Pet friendly

Parking included

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

Greencastle IN

$230 nightly

$258 total

Nov 17 - Nov 18

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.

Hot Tub

Kitchen

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

Greencastle IN

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Charming 3-bedroom farmhouse in marvelous Greencastle near DePauw University

Greencastle IN

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This farm stay featured laundry facilities and barbecue grills.

Air conditioning

Parking available

A Country Retreat at Airy Knob Farm

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A gym is featured at this farm stay, along with laundry facilities.

Air conditioning

Gym

Modern 4BR Home on Golf Course + Sauna Close to Campus, Dining & Entertainment

Greencastle IN

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This vacation home includes a garden and laundry facilities.

Washer

Dryer

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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

The Fiber Fair was held this weekend in Putnam County and it was full of so many wonderful fibers and textures.

Putnam County Fairgrounds

4/5(5 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.

You never know what surprises nature has in store for you.

Jaycee Park

Explore the great outdoors at Jaycee Park, a lovely green space 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.

Frequently asked questions

How much are vacation packages to Greencastle?

Travelocity offers hotel and flight vacation packages from just $259. 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.