Parent and child opening a Guess Where Trips booklet on a picnic bench

Cincinnati

Choose a road trip that suits your driving and travel preferences from our selection below. Can't decide? Take our road trip quiz for personalized recommendations.

How does it work?

Our itineraries include a 'Before You Go' package and four surprise stops. Each stop is packed with a new destination, specific recommendations, maps, travel tips and fun facts.

See our road trips below, or check out our quiz and trip map to help find your perfect adventure.

  • Road Trip Gift Card

    Road Trip Gift Card

    $80.00 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.
  • CAN BE DONE IN WINTER
    Cascades & Colors

    Cascades & Colors

    $65 CAD
    Funky, colorful towns filled with local eateries and shops, icy waterfalls that stop you in your tracks, and one of the most unusual gardens we’ve ever seen. You’ll definitely want your camera out for this trip!
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: Columbus Area, Cincinnati Area
  • Last chance!
    Medieval castle-like stone structure with a clear blue sky in the background.

    Storybook Strolls

    $50 CAD Sale
    A day full of whimsy, wonder and quirky destinations that will make you feel like you're living in a storybook world. This trip is perfect for the whole road trip crew, from families with kids to girlfriend getaways!
    • Kid-Friendly
    Can depart from: Cincinnati Area