Greencastle Vacation Packages
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Your Greencastle Vacation
Skip the stress of planning your next epic adventure with a Greencastle vacation package. Whether you're in town for its cuisine, history, art or other highlights, there's a never-ending supply of new experiences to be had. Make your trip to Greencastle even more fun and exciting by including some sightseeing. DePauw University, Putnam County Fairgrounds and Lincoln Park Speedway are some of the big attractions worth exploring. Expedia is here to help you escape your daily routine. Tailor your vacation to Greencastle to suit your travel style, whatever that may be.
Top Greencastle Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Indianapolis North
College Park
CA $1,138
per person
Sep 26 - Oct 3
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
8.2/10 Very good! (1,003 reviews)
There was mold on the ceiling in the bedroom (didn’t notice until checking out in the morning) and only one working elevator, that ironically went up and down all night and you could hear it in the room we were in so if you don’t want noise be sure to ask for a room away from the elevator. There was no coffee at breakfast and when I asked the staff seemed to be insulted that I would request coffee.
Reviewed on Aug 10, 2026
Ready to book your vacation to Greencastle?
Greencastle Hotel Deals
Inn at DePauw
2 West Seminary Street Greencastle IN
Fully refundableReserve now, pay when you stay
CA $200
CA $224 total
Aug 23 - Aug 24
includes taxes & fees
2-bedroom vacation home minutes away from Greencastle and Depauw campus
Greencastle IN
CA $175
CA $355 total
Aug 16 - Aug 17
includes taxes & fees
9.6/10 Exceptional! (59 reviews)
"The home was nice and the grounds were beautiful. We needed to add a day on the front end last minute and the host was very accommodating. There were 5 of us but they had plenty of bedding and sheets and so we all had somewhere comfortable to sleep regardless of it being a 2 bedroom. It is close ..."
Reviewed on Aug 5, 2026
Cozy 1-Bedroom Retreat Near DePauw University & Downtown Greencastle!
Greencastle IN
10/10 Exceptional! (1 review)
"I had a great stay! Great place, great location!"
Reviewed on Nov 10, 2025
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)
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.
Photo by Sig
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
9.2/10 (52 reviews)
Enjoy the collegiate vibe at DePauw University as part of your travels around Greencastle. Take in the festivals while you're in the area.
Lincoln Park Speedway
8.8/10 (17 reviews)
Catch an event at Lincoln Park Speedway during your trip to Putnamville.
DePauw Nature Park
8.6/10 (48 reviews)
Explore the great outdoors at DePauw Nature Park, a lovely green space 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.
Blackstock Stadium
Catch an event at Blackstock Stadium 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.
Frequently asked questions
How much does a Greencastle vacation package cost?
Offering great value package deals from CA $977 on Expedia, you'll be pleasantly surprised at how much a vacation to Greencastle costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Greencastle?
You can usually find reduced prices and greater availability in January, March and August. Browse our cheap Greencastle vacation packages and you could land some great off-season deals.
How many days is enough for Greencastle?
With a well-planned itinerary, you can easily hit the most popular Greencastle sights in a few days. But if you prefer to discover hidden gems or go on day trips, think about booking your Greencastle vacation for longer.
Is it worth booking a vacation package to Greencastle?
Popular for its walking trails, hiking and festivals, a Greencastle vacation is a hit with all kinds of travellers. Be sure to check out main sights like DePauw Nature Park and Putnam County Fairgrounds, and consider renting a car for day trips to explore even more.
How to find the best Greencastle package deals?
Finding a cheap Greencastle package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Greencastle package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Greencastle vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can tailor your Greencastle escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Greencastle?
If you're considering a spur-of-the-moment Greencastle trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Greencastle?
- Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Greencastle.
- Set your budget: Consider costs like food, flights and transportation when working out how much to put aside for your trip to Greencastle. Then, select a hotel that matches your budget, whether that's an affordable option or a lavish getaway.
- Set the duration of your trip: Start by listing all the sights and activities you want to experience in Greencastle. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Greencastle vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
