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.

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Greencastle Hotel Deals

Inn at DePauw

Inn at DePauw

3.5 out of 5
2 West Seminary Street Greencastle IN
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Nov 16 to Nov 17
CA $173
CA $194 total
Nov 16 - Nov 17
includes taxes & fees
Inn at DePauw
2-bedroom vacation home minutes away from Greencastle and Depauw campus

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

Greencastle IN
The price is CA $154 per night from Nov 16 to Nov 17
CA $154
CA $316 total
Nov 16 - Nov 17
includes taxes & fees
9.6/10 Exceptional! (68 reviews)
"Property had country charm with a convenient location. Property manager communication was quick and friendly. Everything I needed for my stay was provided. I highly recommend this property."

Reviewed on Oct 21, 2026

2-bedroom vacation home minutes away from Greencastle and Depauw campus
Cozy Cottage in Tranquil Putnam County

Cozy Cottage in Tranquil Putnam County

Greencastle IN
Fully refundable
The price is CA $192 per night from Nov 19 to Nov 20
CA $192
CA $275 total
Nov 19 - Nov 20
includes taxes & fees
Cozy Cottage in Tranquil Putnam County
See all 194 properties in Greencastle
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Greencastle attractions

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.
See properties

Frequently asked questions

How much does a Greencastle vacation package cost?
Offering great value package deals 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.