It’s your lucky day, Hoosiers. If you’re in the mood for a day of wonder and exploration (and a little bit of wine), this wine and waterfalls day trip in Indiana will prove to be one of the best day trips ever. Along the way, you will marvel at some of Indiana’s most beautiful attractions while also stopping to sip on some seriously delicious wine.

Ready to set on an exceptional journey? Scroll on to check it out. And don’t forget to designate a sober driver before hitting the road!

This trip requires approximately three hours of driving time, so it may be best to start as early as you can. Also be sure to note that most of the attractions are in the west-central part of Indiana (south of Lafayette, and west of Indianapolis).
Google Maps
You can begin this trip at either end of the trail. And here's a link to the customizable version of the map.
Williamsport Falls
Williamsport Falls, 25 N Monroe St, Williamsport, IN 47993, USA
Wikimedia Commons/Jim.buckley22
Our wine and waterfalls day trip in Indiana begins with a 1.6-mile hike to the state's second-highest waterfall. This 90-foot-tall falls is picture-perfect as it plunges from its bluff. You can relax and climb all over the place and enjoy the waterfall from different angles.

Windy Ridge Winery & Distillery
Trevor Whited/Google Local

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307 Washington St, Covington, IN 47932, USA
Windy Ridge Winery & Distillery/Google Local
Once you've had your first fill of nature, you'll be off to your first fill of wine on what may very well become one of your favorite day trips in Indiana. In business since 2012, Windy Ridge Winery & Distillery was once comprised of six acres of vineyards growing many types of grapes in Cayuga. Since then, the Cayuga location has closed and a shop in Covington was opened. In addition to wine, this place also distills brandy and moonshine. Stop by to try their award-winning vino or partake in a spirit tasting. For more information, you can visit the official website of Windy Ridge Winery & Distillery.
Cataract Falls
Upper Cataract Falls, Jennings Township, IN 47460, USA
TripAdvisor/NeverUnpacked
You'll enjoy a scenic hour-and-a-half drive as you make your way to the state's most popular falls next. The best thing about this place is that it's actually two waterfalls in one. Known as the largest falls in the state by volume, it consists of an upper and lower section that are separated by about a mile. The Upper Falls has a 20-foot plunge as well as a charming covered bridge nearby. You'll likely want to spend a few hours exploring this place.

The Sycamore Winery
Facebook/The Sycamore Winery
The Sycamore Winery, 1320 Durkees Ferry Rd, West Terre Haute, IN 47885, USA
Facebook/The Sycamore Winery
Last but certainly not least, we've arrived at the final destination of our wine and waterfalls day trip in Indiana: the Sycamore Winery. In business since 2017, this magnificent place doubles as a gorgeous event venue and is ideal for weddings. You'll love admiring the vast skies and endless rolling vineyards as far as the eye can see. The place specializes in wines made from fruits other than grapes, such as peaches and strawberries, and it also specializes in beer and cider. The wine tasting room's hours are traditionally noon to 8:00 p.m. Thursday through Saturday as well as noon to 5:00 p.m. on Sunday. For more information on planning your visit, check out the official website.

For more like this, check out this Indiana natural wonders road trip that makes for the perfect weekend. It’s one of the best road trips in Indiana!

What would you add to this excursion to make it even better? Tell us about the best day trip you’ve ever taken in the comment below!

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Wine And Waterfalls

Beth C. | May 14, 2020

Are there any other wineries in Indiana worth visiting?

In addition to the stops we've outlined on this wine and waterfalls day trip, there are several more wineries worth visiting. Some of these include Two EE's Winery, Oliver Winery, Country Heritage Winery & Vineyard, and French Lick Winery.

Where else can I find the most beautiful waterfalls in Indiana?

The beautiful and diverse natural landscape of Indiana lends itself to some spectacular waterfalls. Some of the most beautiful waterfalls in Indiana are outlined in our above itinerary. However, other beautiful waterfalls include Big Clifty Falls, Hoffman and Tunnel Falls, France Park Falls, Muscatatuck Falls, and Silver Cascades. Check out this waterfall road trip in Indiana for more.

What are the most unique and best day trips in Indiana?

The best way to make the most of the state's picturesque scenery, fascinating history, and impressive landmarks is by embarking on one of the most unique and best day trips in Indiana. Take a culinary tour through Indiana, a road trip to Indiana's most haunted places, or a try Indiana's natural wonders road trip.

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