
Greencastle Vacations from ¥200,758
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The Latest Greencastle Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Inntiquity A Country Inn
¥213,584
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Indianapolis (IND)
10/10 Exceptional! (102 reviews)
The hostess, food and lodging were amazing. Loved the history of the home. We shared meaningful conversations with a few of the regular guests. The ambiance is that inviting and laid-back. The whole experience was delightful.
Reviewed on Sep 5, 2026


Find the Best Greencastle Vacation Packages
Greencastle Hotel Deals

Inn at DePauw
2 West Seminary Street Greencastle IN
¥20,840
¥23,341 total
Sep 20 - Sep 21
includes taxes & fees

2-bedroom vacation home minutes away from Greencastle and Depauw campus
Greencastle IN
¥19,355
¥39,570 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (62 reviews)
"If you have need of a rentalIn the greencastle or surrounding area-I HIGHLY recommend these renters and this property! There is absolutely everything you need under the sun. The beds and pillows were comfortable. We didn’t get a chance to explore the property but it looked amazing and we will rent ..."
Reviewed on Sep 7, 2026

Charming 1BR Retreat Near DePauw University & Downtown Greencastle!
Greencastle IN
¥33,794
¥56,430 total
Sep 20 - Sep 21
includes taxes & fees
9/10 Wonderful! (2 reviews)
"Cute apartment and only minutes from DePauw University and restaurants."
Reviewed on Mar 8, 2026
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
Putnam County Fairgrounds
8.2/10 (31 reviews)
The Putnam County Fairgrounds hosts Indiana's cherished agricultural showcase featuring livestock exhibitions, community events, local culture, and traditional competitions each July, complete with regional food vendors.
DePauw University
9.2/10 (52 reviews)
DePauw University's historic campus blends classic architecture with vibrant student life in Greencastle. Visitors can enjoy public lectures, art exhibitions, and performances that showcase its academic excellence.
Lincoln Park Speedway
8.8/10 (17 reviews)
This classic 5/16-mile dirt oval delivers electrifying Saturday night racing with sprint cars, modifieds, and more. Arrive early to claim prime grandstand spots or bring lawn chairs for the grassy viewing areas.
DePauw Nature Park
8.6/10 (48 reviews)
This former limestone quarry transformed into a 520-acre natural sanctuary offers over 10 miles of diverse trails. Explore the unique geological features and scenic vistas along the Quarry and Rim Trails.
Reavis Stadium
Catch an event at Reavis Stadium during your trip to Greencastle. Take in the festivals while you're in the area.
Putnam County Museum
You can spend an afternoon browsing the exhibits at Putnam County Museum during your trip to Greencastle. Take in the festivals while you're in the area.
Judson and Joyce Green Center for the Performing Arts
Enjoy an outing to Judson and Joyce Green Center for the Performing Arts during your stay in Greencastle. Take in the festivals while you're in the area.
Scott Hamilton Memorial Park
This peaceful community park offers a quiet retreat near the Meditation Circle in Putnam County. Stroll its tranquil grounds for a moment of reflection away from daily bustle.
Frequently asked questions
How much does a Greencastle vacation package cost?
You'll find cheap prices from ¥200,758 on Expedia for your Greencastle getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Greencastle costs.
What are the cheapest months to go to Greencastle?
You're likely to find reduced prices and greater availability in January, March and August. Explore our cheap Greencastle vacation packages and you could get some great off-season discounts.
How many days is enough for Greencastle?
Typically, a handful of days is enough to explore the major attractions during your Greencastle vacation. However, if you want to have more time to kick back or take day trips, think about extending your trip.
Is it worth booking a vacation package to Greencastle?
Well known for its walking trails, hiking and festivals, a Greencastle vacation is a hit with all kinds of travelers. Be sure to check out leading sights like DePauw Nature Park and Putnam County Fairgrounds, and consider renting some wheels for day trips to discover even more.
How to find the best Greencastle package deals?
Begin your search for a Greencastle package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Greencastle package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greencastle getaway off to a flying start.
Is it cheaper to book a Greencastle vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customize your Greencastle escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Greencastle?
Land amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Greencastle adventure.
How to plan a trip to Greencastle?
- Pick your travel dates: The things you plan to do in Greencastle and your preferred season will help you decide when to go.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and flights. Your hotel will probably be the largest expense during your trip to Greencastle.
- Decide your trip length: Consider how much time you'd like to spend discovering Greencastle. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, book the ideal Greencastle vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

