The Long & Unknown Road

4.6 (5 reviews)

From $39

If you love a long and interesting drive, this trip is for you! This trip is approximately 5 hours round-trip from Calgary, so we recommend leaving super early or extending your stay into an overnight getaway.

When to Go Weds - Sun, mid-May - mid-October
ends near Blairmore, AB

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  • Free Shipping on Orders $100+
  • 30-Day Returns & Exchanges
  • No Booking Required

essentials for your trip

Mint Road Trip Journal

Mint Road Trip Journal

Track all your local adventures - big or small - in one place. With space...

Road Trip Tote Bag

Road Trip Tote Bag

An essential tote bag for your road trip ahead. Carry everything from your surprise package...

Trip Highlights

  • Visit an iconic roadside stop
  • Explore historic attractions
  • Wander around a waterfall
  • Visit a ton of photo ops
  • 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 Calgary: 4 hours, 42 minutes / 448 km

From Okotoks: 3 hours, 50 minutes / 353 km

From Cochrane: 5 hours, 19 minutes / 486 km

From Airdrie: 5 hours, 5 minutes / 500 km

When Can I Go?

Days of the week: Wednesday - Sunday

Seasons: Mid-May - mid-October

Not recommended: Mondays, Tuesdays, winter months, holidays

Travel Tips

We recommend booking accommodation as this trip makes for a great overnight getaway.

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.

Read our full return policy →

The Long & Unknown Road

4.6 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.