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

Road Trips near London

Did you know? Guess Where Trips is a London-based company! If you need a last-minute gift, be sure to choose "Local Pick Up" at checkout and we'll have your order ready by the next business day.

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.

  • BEST SELLER
    Two women in coats walking on a street in the winter

    Local Markets & Picturesque Towns

    $65 USD
    One of our best-selling trips, and for good reason. Stops include historic towns, local markets, eateries, and hidden gems - all of which feel especially lovely when winter slows things down. This trip makes a great gift thanks to its versatility.
    • Accessible
    • Kid-Friendly
    Can depart from: London Area, Toronto Area
  • BEST SELLER
    Patio table filled with beers.

    An Adventure is Brewing

    $65 USD
    This road trip takes you on the perfect summer adventure filled with lavender fields, funky hidden gems, beaches and unique wineries and breweries. This is our featured summer trip and is best taken mid-May to early-October!
    • Accessible
    • Dog-Friendly
    Can depart from: London Area, Kitchener-Waterloo Area, Toronto Area
  • BEST SELLER
    The Small Town Charm Trail

    The Small Town Charm Trail

    $65 USD
    You know those towns that are described as “blink-and-you’ll-miss-it”? They often have the most amazing hidden gems - especially when winter slows things down and the crowds thin out. Get to know a few cozy pockets of Ontario with this surprise road trip.
    • Accessible
    • Kid-Friendly
    Can depart from: Sarnia Area, London Area, Toronto Area, Kitchener-Waterloo Area
  • GREAT YEAR-ROUND TRIP
    Woman sitting on a rocky shore overlooking a river.

    Riverside Roaming

    $55 USD Sale
    Start your day in a picture-perfect town by the river before strolling along boardwalks, dining at a funky distillery, indulging at farm shops and so much more. This trip is a nice distance from the city and can be done year-round!
    • Kid-Friendly
    • Accessible
    Sale
    Can depart from: Toronto Area, London Area, Kitchener-Waterloo Area
View all

Set off from London and uncover the hidden gems of Southwestern Ontario. Each surprise destination offers something unique, all within a short drive. Whether you're delving into quirky local history, exploring scenic trails, or finding that perfect café, London is your ideal launchpad. Pack your curiosity, hit the road, and create lasting memories on your next Ontario adventure!