Charming Curiosities
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Charming Curiosities

Charming Curiosities

Regular price $65.00 CAD
Sale Sold out

One trip is required per group.

* "PDF Instant Download" means the trip will be sent by email as a PDF document, and not by mail (the email is sent immediately after completing your purchase)


With a few haunted stories, trails with a unique past, and charming historic mansions, we're confident you'll find new favorite spots to explore when you hit the road with this surprise trip.

Trip Highlights

  • A trail with ties to the White House
  • Local eateries, wineries and breweries
  • Picturesque photo ops with historic homes
  • A few ghost stories & haunted sites


This trip can be done Wednesday - Sunday throughout the year.


  • Outdoor adventurers
  • Foodies
  • History Buffs
  • Families with older kids



Start the day at an art centre with an interesting past or stroll the picturesque streets of a charming small town. Drive time to the second stop is 10 minutes.


It's time to pick your park! Whether you want a historic site or to stretch your legs on a boardwalk trail, we've got you covered. Drive time to the third stop is 15 minutes.


Choose between a haunted church, another easy boardwalk trail, or an incredibly scenic local winery. Drive time to the fourth stop is 20 minutes.


History, brews, and bites - oh my! Your camera roll will be full after this end destination, and you'll likely want to return for years to come.



Can depart from

Washington DC Area, Baltimore Area

Before you go

What You'll Need to Bring

  • Cash
  • Camera
  • Walking Shoes
  • Reusable Shopping Bags
  • Road Trip Snacks
  • Sunscreen (lots of easy outdoor activities)
  • Water

Additional Details

  • Dog-Friendly
  • Kid-Friendly
  • Accessible


We're here to help!

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

From Washington:

2 hours and 35 minutes / 113 miles

From Baltimore:

3 hours and 55 minutes / 193 miles

From Richmond, VA:

3 hours and 15 minutes / 185 miles

*We recommend booking an overnight hotel if the driving distance is greater than 4 hours round-trip.

This trip can be done Wednesday - Sunday throughout the year.

We recommend leaving anytime between 10:00 and 10:30 am. If you are leaving from the Baltimore area, we recommend leaving between 9:30 and 10:00 am.

This trip is pet-friendly! At every stop there will be at least one option for you to explore with your furry friend.

We recommended bringing up to 5 people on your surprise road trip.

If you're bringing a larger group, we highly recommend having one person in charge of booking reservations at the restaurants and attractions in advance. In your confirmation email, you'll receive a copy of the itinerary.

First Stop: No fee

Second Stop: No fee

Third Stop: Our featured stop is free to explore. An optional museum has a small entrance fee per person.

Fourth Stop: Some parking fees may apply.

*Please note: gas, tolls, and food may be additional costs.

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.

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