Planning a Southern Indiana group getaway?

If you’re 21+ and looking for a getaway that feels easy but memorable, this region delivers.

Here’s your guide.

Why Southern Indiana Is Perfect for a Friends Getaway

A great friends getaway needs:

  • Variety (so no one’s bored)

  • Scenic backdrops (because yes, photos matter)

  • Walkable moments + relaxed pacing (because why rush?)

  • Built-in experiences (so you’re not over-planning)

Southern Indiana blends charming downtowns, wineries, historic resorts, outdoor adventure, and live entertainment and all within short drives of one another.

Translation: you can actually relax.

Anchor Your Weekend in French Lick & West Baden

West Baden Springs Hotel spring

If you want your Southern Indiana friends getaway to feel elevated (without being stuffy), start here.

  • French Lick Resort – Historic charm, golf, spas, fine dining, and beautiful grounds perfect for group wandering.

  • West Baden Springs Hotel – That iconic domed atrium? Yes, it’s as stunning in person as it looks online.

  • French Lick Casino – A lively option for a night out with your crew.

  • French Lick Scenic Railway – A relaxed and unique group activity with serious nostalgia energy.

It’s equal parts sophisticated and playful. Consider it ideal for mixed friend groups.

Sip Through Southern Indiana Wine Country

No Southern Indiana friends getaway is complete without at least one long-table wine moment.

  • French Lick Winery – Convenient, welcoming, and perfect for an afternoon tasting.

  • Patoka Lake Winery – One of Indiana’s most unique wineries, with countless places to sit and sip.

  • Winzerwald Winery – A hidden gem with a cozy atmosphere and scenic countryside views.

Designate a driver, choose two stops, and let the afternoon unfold.

Add Some Adventure (Because That’s Where the Stories Come From)

Hoosier National Forest - hiking and adventure

Balance the indulgence with something active.

  • Hoosier National Forest – Endless hiking, scenic drives, and peaceful forest escapes.

  • Spring Mill State Park – Trails, waterfalls, and historic village charm.

  • Bluespring Caverns – An underground boat tour that immediately makes your trip more interesting.

  • Brown County State Park – Often called the “Little Smokies,” with panoramic overlooks perfect for group photos.

Outdoor time gives your getaway that “we actually did something” energy.

Explore Artsy Downtowns & Live Entertainment

Southern Indiana isn’t just scenic, it’s social.

If your group wants an evening where you can wander, shop, grab a drink, and see where the night takes you, head to one of the region’s vibrant downtown districts.

  • Jasper – A lively downtown filled with local restaurants, boutique shops, breweries, and the scenic Riverwalk. It’s easy to spend an evening here hopping between stops with friends.
     

  • Huntingburg – Known for its beautifully preserved historic downtown and welcoming small-town energy. Market Street is lined with shops, restaurants, and community events that make exploring together feel effortless.
     

Both Jasper and Huntingburg feature DORA districts (Designated Outdoor Refreshment Areas), meaning you can purchase a drink from participating businesses and enjoy it while strolling through designated downtown areas.

Translation: grab a cocktail or local beer, wander between shops, and let the night unfold naturally.

For a friends getaway, it’s the perfect mix of relaxed nightlife and small-town charm.

Sample 2-Day Southern Indiana Friends Getaway Itinerary

Hiking - girls group. Hiker Babes.

Friday

  • Check into French Lick Resort

  • Dinner + casino night

Saturday

  • Morning hike in Hoosier National Forest

  • Afternoon winery tour

  • Evening exploring Jasper or Huntingburg

Sunday

  • Brunch

  • Scenic nature stop at Spring Mill State Park (or along the Monon South Trail - the painted silos in Orleans are a must see)

  • Head home refreshed (and slightly louder in the group chat)

FAQs: Planning a Southern Indiana Friends Getaway

Discover Downtown Washington

 

What makes Southern Indiana good for a 21+ friends trip?
The region blends wineries, historic resorts, live entertainment, outdoor adventure, and charming downtowns within easy driving distance of one another.

Where should we stay?
French Lick offers resort-style stays, while Nashville and Bloomington provide boutique hotels and vacation rentals.

When is the best time to visit?
Spring and fall are especially popular thanks to vineyard views and colorful hills, but Southern Indiana offers year-round experiences.

How many days do we need?
Two to three days is ideal for a relaxed weekend getaway.

Your Friends. No Label Required.

A Southern Indiana friends getaway isn’t about categories.

It’s about:

  • Long conversations

  • Shared experiences

  • Scenic backdrops

  • And finally getting everyone in the same place

Pick a weekend. Gather your crew. Southern Indiana is ready.