Secrets in the South

4.5 (62 reviews)

From $39

With funky markets, scenic roads, and the most picturesque towns, you'll love all of the secrets you discover on this road trip. This trip is best enjoyed between June - September as there are a handful of fabulous seasonal suggestions.

When to Go Weds - Sun, June - September
ends near Port Stanley, ON

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essentials for your trip

Detour Diaries: Ontario

Detour Diaries: Ontario

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Lilac Road Trip Journal

Lilac Road Trip Journal

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Trip Highlights

  • A few fun & funky markets and local eateries
  • Scenic hikes with some non-hiking alternatives
  • A countryside winery
  • A beach town with a couple of secrets
  • A seasonal lavender farm on a picturesque property
  • Multiple recommendations included on every stop

How Long Is This Trip?

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops:

  • From London: 2 hours and 10 minutes / 140 km
  • From Chatham: 3 hours and 40 minutes / 310 km
  • From Kitchener/Waterloo: 3 hours and 25 minutes / 282 km
  • From Hamilton: 3 hours and 35 minutes / 320 km
  • From Mississauga: 4 hours and 21 minutes / 405 km
  • From Windsor: 5 hours and 10 minutes / 460 km
  • From Sarnia: 3 hours 36 minutes / 324 km

When Can I Go?

Days of the week: Wednesday through Sunday

Months: June to September

Not recommended: Mondays, Tuesdays, October through April, and Holidays

Shipping & Returns

Shipping: Free shipping on orders over $100. Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.

Returns: Not the right fit? Reach out within 30 days of purchase to start a return. Products just need to be unopened, unused, and in their original packaging, return shipping is your responsibility. Digital trips, gift cards, and opened products can't be returned.

Exchanges: Want a different trip instead? Email us at questions@guesswheretrips.com within 30 days of your order, there's a small $8 reshipping fee to send your new pick out. Digital trips cannot be exchanged.

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Secrets in the South

4.5 Physical Package

Here's How It Works

Browse by location and find a surprise trip that fits your day. Every route is road-tested by our team.

Your surprise destinations stay sealed until you're ready for them. One envelope at a time on the road, all day long.

Hidden gems, local favorites, and stories you won't find on Google. That's what's waiting for you.

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Road Tested by Our Team

Our team spends 40+ hours researching, driving, and vetting every route: talking to locals, discovering hidden gems, and making sure every stop is worth your day.

We Remember Experiences, Not Things.

Research consistently shows that spending time together creates more lasting happiness than buying more stuff. Every Guess Where Trip is thoughtfully planned to help you reconnect, explore, and create memories that last long after the day is over.