Spooky Sights & Ghostly Tales
Spooky Sights & Ghostly Tales
Spooky Sights & Ghostly Tales
Spooky Sights & Ghostly Tales
Ghost holding a lantern in a field
Spooky Sights & Ghostly Tales

Spooky Sights & Ghostly Tales

4.4 (49 reviews)

From $39

Explore spooky ruins, abandoned buildings, and haunted mansions tied to eerie legends, with a mix of walkable trails, photo ops, and even a chance to dine in a haunted restaurant.

Please note: some parts of this trip take place within the city of Hamilton, travellers may encounter some traffic.

When to Go Any day of the week
ends near Ancaster, ON

Choose your format:

  • 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...

$25
Road Trip Tote Bag

Road Trip Tote Bag

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

$5

Trip Highlights

  • A winding trail to haunted ruins
  • Dine with ghosts
  • An abandoned building that'll give you the heebie jeebies
  • Historic mansions with spooky stories
  • A short hike with a vast lookout (optional)
  • Multiple recommendations included on every stop

How Long Is This Trip?

Our haunted trips are all about the stories and the atmosphere. While you’ll visit real locations tied to eerie legends, many are best enjoyed from the outside — so bring your imagination! You’ll have a few short walks or hikes, plus several “drive-by” or photo-op stops where you’ll read the history in your booklet and picture the events for yourself.

Ghost sightings not guaranteed… but goosebumps possible.

When Can I Go?

Days of the week: Any day

Seasons: Year-round

Not recommended: Holidays

Travel Tips

Get it before it's gone!

Our haunted trips rely heavily on story-telling in the booklets. There will be a handful of locations you can look at, but cannot visit in person.

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 →

Spooky Sights & Ghostly Tales

4.4 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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Frequently Asked Questions

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What People Love About Our Trips

Rated 4.9/5.0 stars

What an Amazing Day!

Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.

Donna S. 🇨🇦

First Time…There WILL be a second!

Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.

Mary Y. 🇨🇦

Great day away!

Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!

Megan M. 🇨🇦

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.

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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.