Greencastle Vacations from $427

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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.

The Latest Greencastle vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Indianapolis-Keystone

Hampton Inn & Suites Indianapolis-Keystone

2.5 out of 5
Price was $573, price is now $427 per person
$427
per person
Nov 25 - Nov 29
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.4/10 Exceptional! (958 reviews)
Staff is friendly with clean facility and clean rooms. I had some difficulty with connecting to the Wi-Fi but the Front Desk solved it eventually. Just be aware that room service is every other day and if you need it daily, you have to request it.

Reviewed on Oct 12, 2025

Bottleworks Hotel

Bottleworks Hotel

4.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $799, price is now $559 per person
$559
per person
Nov 25 - Nov 29
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.8/10 Exceptional! (1,564 reviews)
Everything was amazing the room and staff.

Reviewed on Oct 15, 2025

The village

The village

4 out of 5
Near Westside
Save 100% on your flight
Price was $676, price is now $493 per person
$493
per person
Dec 4 - Dec 7
found 5 hours ago
Roundtrip flight included
New York (NYC) to Indianapolis (IND)
7.8/10 Good! (39 reviews)
Great stay, everything was clean and the bed was wonderful.

Reviewed on Jan 28, 2025

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

Hotel Indy, Indianapolis, a Tribute Portfolio Hotel

4 out of 5
Downtown Indianapolis
Price was $584, price is now $435 per person
$435
per person
Nov 25 - Nov 29
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9/10 Wonderful! (309 reviews)
Valet parking only and it’s expensive

Reviewed on Oct 16, 2025

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
Save 100% on your flight
Price was $1,389, price is now $1,062 per person
$1,062
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Indianapolis (IND)
9.8/10 Exceptional! (1,610 reviews)
Nicest hotel I’ve stayed at in US. It’s got a ton of character. Clean. Good food. Great bar. Really nice amenities.

Reviewed on Oct 16, 2025

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Discover the most popular places to visit in Greencastle

The Fiber Fair was held this weekend in Putnam County and it was full of so many wonderful fibers and textures.

Putnam County Fairgrounds

4/5(5 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.

Putnam County Fairgrounds

DePauw Nature Park

4/5(13 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.

DePauw Nature Park

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
$148 nightly
The price is $166 total per night from Nov 9 to Nov 10
$166 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (276 reviews)
"Great stay! Friendly staff, clean and comfortable!"

Reviewed on Oct 11, 2025

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
$230 nightly
The price is $258 total per night from Oct 20 to Oct 21
$258 total
Oct 20 - Oct 21
Total with taxes and fees
9.4/10 Exceptional! (32 reviews)
"The experience was wonderful. The owner was easy to contact. The homey touches was fun. The extra amenities added to the weekend. Would return."

Reviewed on Oct 15, 2025

2-bedroom vacation home minutes away from Greencastle and Depauw campus
A Country Retreat at Airy Knob Farm

A Country Retreat at Airy Knob Farm

Greencastle
Get rates
A Country Retreat at Airy Knob Farm
See all 164 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.

Greencastle Essential Information

Language
English
Currency
U.S dollars
Population
10,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
DePauw University, Lincoln Park Speedway and DePauw Nature Park

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Frequently asked questions

How much does a Greencastle vacation package cost?
You'll find cheap prices from $427 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 vacation to Greencastle costs.
What are the cheapest months to go to Greencastle?
If you'd like to book a cheap Greencastle vacation package, consider traveling in February, October and December. You're likely to find lower prices on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Greencastle?
The ideal length for your Greencastle vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to tick off all the top sights and explore some hidden treasures along the way.
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 types of travelers. Be sure to visit main sights like Putnam County Fairgrounds and DePauw Nature Park, and consider renting a car for day trips to experience 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Greencastle vacation packages?
Your Greencastle break should be an escape from your daily routine, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.