Hotel Recommendations

Want to make it into an overnight trip?

Make your road trip into a mini-getaway by booking a hotel at the finishing destination! We've recommended a few accommodations below that suit most price ranges. Clicking the links below will reveal the final area of your road trip, but won't ruin all the stops on your trip.

Canadian Trips

Scroll down for the USA


Ontario Trips

Hidden Hideaways

Outdoor Adventures & Scenic Roads

An affordable riverside retreat (starting at $130/night)

A relaxing waterfront B & B (starting at $220)

Quirky Adventures

Taste of the Country

American Trips

Hotel Recommendations

California Trips


Florida Trips

Hotel Recommendations

North Atlantic & New England

Witchy Wonders

This trip can be done without going into any of the buildings or museums. However, if you’re traveling during October and want to go inside any of the historical buildings, we recommend having one person in your group read through all four stops and pre-book the attractions you’re interested in.

We especially recommend making this an overnight trip, and doing all of the pre-booked attractions on one day, and your Guess Where Trip the next day.

Click below to see our suggestions:

A renovated midcentury hotel in the centre of it all (starting at $230/night, higher in the fall).

A historic hotel in the heart of this witchy town (starting at $230/night, higher in the fall).

A unique 19th century inn where old world charm meets new world comfort (starting at $209/night, higher in the fall).