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.
Royal Inn

Royal Inn

2.5 out of 5
Price was CA $840, price is now CA $729 per person
CA $729
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
5.4/10 (287 reviews)
Off of 38th street. Not a bad stay just a lot going on around the property

Reviewed on Aug. 16, 2025

The Landing Apartments Indianapolis

The Landing Apartments Indianapolis

4 out of 5
Price was CA $1,408, price is now CA $1,071 per person
CA $1,071
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9/10 Wonderful! (32 reviews)
Communic communication about how to get into the apartment was not clear.

Reviewed on Aug. 21, 2025

La Quinta Inn & Suites by Wyndham Indianapolis South

La Quinta Inn & Suites by Wyndham Indianapolis South

3 out of 5
Price was CA $1,068, price is now CA $878 per person
CA $878
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
7.4/10 Good! (1,001 reviews)
I love they have an area for pets to potty and walk they provided bags for clean up. Pool was unfortunately closed due to being cloudy and a bit windy understandable. My children were very comfortable and excited at how roomy it was everything well placed . Would definitely reccomend and go again. Breakfast was approved by the family very enjoyable stay.

Reviewed on Aug. 22, 2025

Homewood Suites by Hilton Indianapolis-Downtown

Homewood Suites by Hilton Indianapolis-Downtown

3 out of 5
Downtown Indianapolis
Price was CA $1,429, price is now CA $1,192 per person
CA $1,192
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9.2/10 Wonderful! (1,000 reviews)
Valet parking was great The staff at the front was amazing and breakfast was awesome. Would definitely stay here again and highly recommend

Reviewed on Aug. 24, 2025

Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG

2.5 out of 5
Price was CA $1,165, price is now CA $1,012 per person
CA $1,012
per person
Sep 27 - Oct 4
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
8.8/10 Excellent! (1,001 reviews)
Lots of restaurants nearby. Easy access to the freeway.

Reviewed on Aug. 4, 2025

Ready to book your vacation to Greencastle?

 

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Greencastle Hotel Deals

Inn at DePauw

Inn at DePauw

3.5 out of 5
2 West Seminary Street, Greencastle, IN
The price is CA $199 per night from Aug 31 to Sep 1
CA $199
CA $223 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (273 reviews)
"Fine hotel close to university and downtown."

Reviewed on Jul. 30, 2025

Inn at DePauw
Country Setting Home

Country Setting Home

Greencastle, IN
The price is CA $174 per night from Sep 1 to Sep 2
CA $174
CA $355 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (27 reviews)
"Love staying here! Its perfect to visit my daughter at DePauw with our dog who loves the trails through the woods!"

Reviewed on Aug. 19, 2025

Country Setting Home
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!
See all 154 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.
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Frequently asked questions

How much does a Greencastle vacation package cost?
Offering great value package deals from CA $729 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.