Woman holding four Guess Where Trips envelopes while on road trip

Day Trips in Indiana

Select a trip that works with your driving and travel preferences. If it's hard to choose, take our road trip quiz instead.

Take a surprise day trip through Indiana’s enchanting landscapes, where rolling hills and charming covered bridges await. Explore cozy cafes and picturesque small towns, each brimming with rustic charm. Just beyond Indianapolis, you’ll find opulent estates and whimsical gardens that offer a perfect escape. Around every turn, Indiana’s tranquil beauty and rich heritage are ready to be discovered.

Browse all trips

  • Road Trip Gift Card

    Road Trip Gift Card

    $74.00 CAD
    Give the gift of a one-day surprise road trip with Guess Where Trips®! Valued at $74, this voucher covers the full cost of any of our mailed road trips, including tax and standard shipping. The recipient can choose any surprise road trip that suits them, and it will be shipped right to their door. These gift cards never expire.
  • BEST DONE SPRING-FALL
    Lakeshore Views & Brews

    Lakeshore Views & Brews

    $39 CAD
    Stroll along a breathtaking boardwalk, dip your does in the cool water, sip craft drinks in unique destinations, and take lots of funky photos! This road trip will certainly let you unwind from the hustle and bustle of the city.
    • Kid-Friendly
    • Accessible
    Can depart from: Chicago Area
  • FOR COUNTRYSIDE DRIVES
    Cozy Country Charm

    Cozy Country Charm

    $39 CAD
    The perfect blend of rustic allure, cute small towns, cozy cafes, and farmstead feelings makes this a fantastic road trip for those looking to slow down and appreciate the little moments.
    • Kid-Friendly
    • Accessible
    Can depart from: Indianapolis Area
  • EXPLORE AN ICONIC AREA
    Countless Covered Bridges

    Countless Covered Bridges

    $39 CAD
    Take a leisurely drive through the idyllic countryside, hopping from one quaint covered bridge to another. We've sprinkled in a few local eateries and easy trails to give your camera a break! 
    • Dog-Friendly
    • Kid-Friendly
    Can depart from: Indianapolis Area
  • FOR THE PHOTOGRAPHER
    Elegant Estates & Outdoor Art

    Elegant Estates & Outdoor Art

    $39 CAD
    Just a short drive from Indy you'll find a world full of elegant estates, whimsical gardens, and colorful outdoor art. We'll tell you all of the quirky fun facts and historic moments that make these spots so unique!
    • Accessible
    • Dog-Friendly
    • Kid-Friendly
    Can depart from: Indianapolis Area
Three women walking through tulip fields
Winding roads through mountains at sunrise

CAN'T DECIDE?

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Gift-a-Trip

The ultimate present for the avid traveller. Select a digital or mailed 'Gift-A-Trip' option that covers the full cost of one of our road trips. We promise you this will be one of the most memorable and unique gifts they'll ever receive!