Greencastle Holidays

Photo by Sig

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Greencastle

Inn at DePauw
Inn at DePauw
3.5 out of 5
2 West Seminary Street, Greencastle, IN
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (263 reviews)
"The Inn is simply the best!"

Reviewed on 30 Mar, 2025

Get rates
Inn at DePauw
Charming Greencastle Home < 1 Mi to Depauw!
Charming Greencastle Home < 1 Mi to Depauw!
3 out of 5
Greencastle
Get rates
Charming Greencastle Home < 1 Mi to Depauw!
Holiday Inn Express & Suites Martinsville by IHG
Holiday Inn Express & Suites Martinsville by IHG
2.5 out of 5
2233 Burton Ln, Martinsville, IN
Fully refundable
The price is S$119 per night from 29 Jun to 30 Jun
S$119
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (500 reviews)
"Breakfast buffet was great last day2 egg choices no meat which was not great but overall good experience. Pool has been closed for 2 years which I don’t quite get"

Reviewed on 12 Jun, 2025

Holiday Inn Express & Suites Martinsville by IHG
See all 145 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.

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?

  1. Pick your travel dates: The things you plan to do in Greencastle and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.