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
An Adventure Is Brewing
Bayside Wonders
A grand victorian Bed & Breakfast (starting at $150/night)
Luxury glamping in the countryside (starting at $380/night)
Pet-friendly hotel with lots of amenities (starting at $160/night)
Beautifully Haunted
A great AirBnb cottage for a weekend away (starting at $155/night)
Beachside suites & cottages 20 minutes from your end destination (starting at $189/night)
A cozy room in a B&B with breakfast included (starting at $199/night)
Unique glamping farm experience about 25 minutes from your end destination (starting at $250/night)
A cozy lakeside cottage that sleeps 4 (2-night minimum stay; starting at $329/night)
Brews, Bites & Everything Nice
Country Farms & Furry Friends
A 100 year-old building with 18 luxurious suites and rooms (Starting at $164/night)
A modern hotel 30 minutes away with breakfast available and a pool (Starting at $113 / night)
A family-friendly option close to your end destination (Starting at $143/night)
Gardens, Trails & Local Ales
A unique glamping experience close to home (starting at $100/night)
This trip does not end too far from Ottawa!
Hidden Gems of Huronia
A charming B&B with the tastiest breakfast (starting at $195/night)
A gorgeous historic house in the middle of town (starting at $165/night)
Luxury glamping about 30 minutes from your end destination (starting at $275/night)
A family campground with tent & trailer space + a glamping pod (starting at $50/night)
Hidden Hideaways
A gorgeous french-inspired hotel (Starting at $190/night)
Cozy cabins in the woods that are perfect for groups (starting at $140 per person)
Hotel rooms within a relaxing resort & spa (starting at $179/night)
Historic Haunts
This hotel is in the center of it all (starting at $125/night)
A funky favourite right outside of town (starting at $250/night)
Local Markets & Picturesque Towns
This hotel is in the center of it all (starting at $125/night)
A funky favourite right outside of town (starting at $250/night)
A gorgeous Inn at the heart of it all (starting at $269/night)
The cutest hotel in a town 30 minutes away (Starting at $250/night)
Markets to Mountains
A family-friendly hotel with free breakfast and a pool (Starting at $215 / night)
Comfortable hotel rooms in town (Starting at $215 / night)
A four-season vacation resort with a spa, golf course and restaurants (Starting at $185 / night)
Outdoor Adventures & Scenic Roads
An affordable riverside retreat (starting at $130/night)
A relaxing waterfront B & B (starting at $220)
Quintessential Quebec
A luxurious hotel which boasts an extraordinary spa and a fine dining restaurant (Starting at $315 / night)
Comfortable rooms with balconies to enjoy the vast views (Starting at $140 / night)
Quirky Adventures
A quaint inn in an excellent location with pet-friendly rooms (starting at $150/night)
A historic building turned luxury hotel (starting at $285/night)
A charming old B & B (starting at $140/night)
Taste of the Country
An adorable inn within walking distance to everything (Starting at $140/night)
A peaceful B&B outside of town (Starting at $175/night)
A waterside Inn 10 minutes from your final stop (Starting at $195/night)
Vistas & Caves
The Waterfall Route (Purchased before July 30th 2024)
The Waterfall Route (Purchased after August 2024)
Waterfront Wonders
The Whimsical Route
A cozy private suite with a café on site (Starting at $149 / night)
A two-night glamping experience with breakfast included and pet-friendly rooms (Starting at $300 / night)
Wine Time & Hidden Gems
A quaint house offering contemporary suites right in town (starting at $200/night)
Minimalist-chic accommodations in a laid-back lakeside hotel on the beach (starting at $300/night)
An affordable harbourfront inn (starting at $150/night)
Swanky boutique hotel with an upscale restaurant (starting at $300/night)
Alberta Trips
Nova Scotia Trips
American Trips
California Trips
The Explorer's Route
Forests & Funky Finds
Joshua Tree Journey
A re-imagined boho motel with the coolest vibe (starting at $100/night)
Luxurious desert glamping with a ton of accommodation styles (starting at $215/night)
An adults-only (and pet-friendly) truly quirky glamping experience (starting at $119/night)
This desert motel was voted one of the best places to stay in Joshua Tree (starting at $135/night)
Florida Trips
The Southwest Quest
This cozy waterfront boutique hotel with tons of charm! (starting at $125/night)
This tranquil and upscale hotel in the heart of it all (starting at $139/night)
A comfortable and pet-friendly inn near the beach (starting at $99/night)
A beautiful spa-resort that you'll never want to leave! (starting at $369/night)
Sun-Kissed Surprises
Georgia Trips
All Things Strange & Beautiful
Mountain Marvels
An AirBnB that is perfect for group getaways! Multiple nights required + sleeps 6 (starting at $540/night)
A cozy B&B in the centre of town with the best breakfast (starting at $220/night)
A quirky motel just 20 minutes from your last stop (starting at $130/night)
A standard hotel with breakfast included (starting at $170/night)
North Carolina
A Little Bit of Everything
We recommend two ending destinations on this trip depending on how far you'd like to drive:
Up to the Mountains:
A nice hotel with an outdoor pool and breakfast included (starting at $111/night)
A chic one-bedroom apartment in the middle of town (starting at $135/night)
Stick Closer to Home:
A hotel with breakfast included and an outdoor pool (starting at $79/night)
An updated hotel with tons of amenities (starting at $118/night)
Picture Perfect Discoveries
DMV (DC, Maryland, Virginia)
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).