Greencastle Holidays
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Top hotels in Greencastle
Inn at DePauw
2 West Seminary Street Greencastle IN
Fully refundableReserve now, pay when you stay
€113
18 Oct - 19 Oct
includes taxes & fees
9.4/10 Exceptional! (327 reviews)
"We enjoyed our stay and the staff was friendly and helpful. The shower in room had some mold in it. But other than that the room and bath was clean."
Reviewed on 7 Oct 2026
2-bedroom vacation home minutes away from Greencastle and Depauw campus
Greencastle IN
€230
19 Oct - 20 Oct
includes taxes & fees
9.6/10 Exceptional! (63 reviews)
"Everything was great! The house was clean and the hot tub was amazing after a cold evening outside. The check in and check out process was very smooth! Thank you!"
Reviewed on 3 Oct 2026
Charming 1BR Retreat Near DePauw University & Downtown Greencastle!
Greencastle IN
€350
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (2 reviews)
"Cute apartment and only minutes from DePauw University and restaurants."
Reviewed on 8 Mar 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
Photo by Sig
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.
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
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.
Putnam County Train Museum
You can spend an afternoon browsing the exhibits at Putnam County Train Museum in Greencastle. Take in the festivals while you're in the area.
Micaela Cancilla Park
Micaela Cancilla Park is just one of the places to see in Greencastle, so why not enjoy the other things to explore during your travels? Take in the festivals while you're in the area.
Bowman Park
This serene 3.2-acre green space serves as the heart of DePauw University's campus life. Bring a blanket and enjoy impromptu concerts, casual sports games, or simply relax under the shade trees.
Frequently asked questions
How much does a Greencastle holiday package cost?
You'll find cheap prices 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 holiday 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 holiday 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 holiday. 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 holiday package to Greencastle?
Well known for its walking trails, hiking and festivals, a Greencastle holiday is a hit with all kinds of travellers. 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customise 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 holiday 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 accommodation: Once you've nailed down your travel dates and duration, book the ideal Greencastle holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
