Natalie's Trip: Local Bites + Sights

Break up the drive between the big cities of Montreal and Toronto and treat yourself to a weekend in The County. This itinerary is full of small town charm and shows the best side of Canadian rural life.

How to see (and eat) more

Natalie's Insider Tips

Natalie's Insider Tips

Originally from Australia, Natalie moved to The County in 2014 with their husband Drew and two kids and a year later, started The County Canteen on Picton's main street. In 2017 they started 555 Brewing Co., and during the pandemic, they switched it up again by selling The Canteen and buying and renovating Jackson's Falls Country Inn in Milford. What started as an 1870s one-room school house—now the Inn's lounge—now welcomes guests to retreat from the busy life and every day hustle and escape into the relaxing countryside of Prince Edward County. Natalie is keeping busy with their latest project, a tourism book titled "County Social—Stories from Prince Edward County Beverage Makers," released this past June.
What's your perfect day in The County?
My ideal day in The County has to include fresh air, near the water,—a good hang with good friends, great food and of course drink.
What are your insider tips to help people have a great trip to The County?
When you meet anyone in hospitality, ask them their favourites of where to go. Sometimes you come with an agenda of places to see and sometimes these hot tips have you experiencing the County in a new light! Go with the flow.

Local Bites + Sites

Day 1 - 56.1km

Bloomfield - Picton - Waupoos - South Marysburgh

If you've ever roared along the 401 between Toronto to Montreal and wondered about the small towns and rolling farmland that you know are just over the horizon, this trip is for you. Set aside a couple of days to explore the unique island charm and vibrant Ontario wine region of Prince Edward County.


Start of itinerary

You're fully free from the hustle and bustle now. Wind your way through the county to "the hamlet of friendliness," the village of Milford.

Point Petre, tucked away along the South Shore, is a hotspot for nature lovers – it's like a bustling neighbourhood for migrating birds, amphibians, plants, and reptiles! The Conservation Reserve designation ensures the protection of significant natural and cultural features while offering opportunities for a variety of compatible activities on the lands. It's a place where people connect with nature while preserving its delicate balance.

After a day at the beach, head back to Jackson’s Falls to rest up before dinner.

Day 2 - 36.5km

Have a relaxing morning at the restaurant before heading out. Jackson's Fall Country Inn serves an iconic local breakfast.

End of the itinerary

Whether you're savouring the flavours of local beverages, exploring charming small towns, or immersing yourself in the tranquility of nature, The County promises unforgettable experiences at every turn. See for yourself!

Photo credits: Tim Forbes, Culinary Tourism Alliance, Julia Pittman

Visiting in a Different Season?

Visiting in a Different Season?

Either during Spring or Fall when Countylicious is on. If you are a foodie like me, you can experience the vast range of PEC restaurants for an absolute deal! Most accommodators do specials during this time. Also, even if it's a little cooler - going to Sandbanks or Little Bluff for a hike is a great time. PEC Bird Sanctuary even do banding during May!

Historically Significant

Historically Significant

Step back in time with a visit to Macaulay Heritage Park, take in the pioneer village at Ameliasburgh Heritage Village, or go for a stroll through the beautiful Glenwood Cemetery - your options are endless!
See more history and heritage ideas