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What to expect

Choose your own Alberta adventure! Want to stay in the Rockies or head somewhere more unknown? With so much to see in Alberta, we've left the option up to you to decide the type of getaway you want to explore. Fill out the pre-trip survey FOR FREE (in link), and we can let you know the price and availability before payment.

Trip Highlights

Two nights of pre-booked accommodation

7 envelopes of surprises set over 3 days

Two dinner reservation options (dinner not included)

A completely customized itinerary

Suggested for
  • Couples
  • Photographers
  • Small group of friends
  • Girlfriend Getaways
Available to depart
Request 3 dates, 2 months out.


Stop 1

Depending on what time you request to leave, we’ll include one or two surprise stops before checking in.  During the booking process, we’ll ask what time you’re able to hit the road on day one. This will allow us to choose how many stops you’re able to complete before checking in.

Check our FAQ below, for round-trip driving distances to the selected accommodation.

Stop 2

Check-in is anytime after 3 pm. In your pre-trip survey, we’ll ask a series of questions to gauge what type of accommodation works for you. We have everything from a mountainside cabin, to a riverside ranch.

Stop 3

In the pre-trip survey, we’ll ask what type of restaurants you’re interested in, and reserve a spot for both nights. Want to stay in and cook? We’ll find you a place with a full-equipped kitchen and provide some of our favourite recipes.

Stop 4

For the second day of your getaway, we’ve provided you with a variety of options that will keep you busy. Your pre-trip survey will help us customize the types of activities we’ll include here. Feel free to do as many or as few of the recommendations we suggest.



Stop 5

Ready for dinner? We’ll have dinner reservations ready for you at a pre-set time determined by you.

Stop 6

Check-out is usually at 11 am the next day. We’ve included a few roadside surprise stops for your trip back home. When filling out your pre-trip survey, you’ll provide us with a set time you’ll need to be home for.

Estimated Travel Time
to First Stop

3 days

3 days


Calculate distance to the first stop

Set a starting point to estimate how far this trip is from you.

- - km
away from you

Before you go

What You'll Need to Bring

An ice pack and cooler
Bathing Suit
Hiking Shoes
Outdoor Gear
Quarters (for feeding goats)
Reusable shopping bags
Road Trip Snacks
Walking shoes
Additional Details
Choose your own driving distance
Choose your travel style
Completely customizable
Kid-Friendly (upon request)

Frequently Asked Questions

We're here to help!

This getaway package includes two nights at one of our favourite accommodations in Ontario, dinner options for bott nights, 7 surprise envelopes that include pre-planned and customized activities. The package comes in a pretty box that is mailed (via Xpresspost) 2 weeks prior to your departure.

The price also includes a service fee that Guess Where Trips adds onto the cost of the accommodation. This helps pay for our time planning your road trip, printing, material costs, handling and shipping your trip.

Most of the activities included in each surprise stop are free or require a minimal fee to enter.

When booking, we’ll ask what time you would like to depart and we’ll plan your first day around this. To make the most of your experience, we recommend departing around 10 am on the first day.

We do not allow pets on our getaways, but some of our getaways are kid-friendly. Be sure to ask this in your pre-trip survey.

If you have more questions, we’d be happy to assist. If you’d like to set a time for us to call, please email us with your contact number and the best time to call. You can email us at 

Unfortunately, our getaways are only 2 nights. For shorter trips, we recommend  one-day surprise trips and we provide overnight recommendations via email after you book.

As soon as we receive your order, we start working on the customization of your trip. Many of the accommodations we work with also have a strict cancellation policy. Because of this, we do not allow cancellations after a booking has been made.

Unfortunately, no coupons or ‘road trip gift cards’ can be applied to getaways.

However, we do have getaway-specific gift cards that can be applied. Please email us beforehand for us to discount this off your stay.