Moz went on her first vacation with us! We took a road trip to Williamsburg, Virginia for an extended family trip – and – Moz tagged along for all of the fun. Luckily we were able to prepare for dog-friendly activities and spots to bring her ahead of our trip, we just didn’t have the best weather to enjoy all of the outdoor patios, so we bundled up and Moz rocked her way too cute plaid rain coat all week.

Colonial Williamsburg
Colonial Williamsburg is the perfect spot to get your pup plenty of exercise, while also getting a little history lesson! There is plenty of green space, lots of other pups, and plenty of space to walk and explore this quaint little pocket of history. We stopped here two separate times outside of our Spooks & Legend’s tour, to explore and take in the sights.
Spooks & Legends is also a dog-friendly evening activity that walks through Colonial Williamsburg. We took a nearly 2-hour tour that shared urban legends, ghostly sightings, and history that have happened over the years. Moz was a trooper, even on a chillier night and kept up with the group!
Pro-Tip: If you’re heading with your pup, you can access Colonial Williamsburg from the Merchant Square area, there is a parking garage on N. Henry that is a direct connection to entering Colonial Williamsburg, plus it’s affordable and walkable to the rest of Merchant Square. You can also park and walk from the Visitor Center (which is also dog friendly!), it’s just a bit longer of a hike to get to Colonial Williamsburg compared to entering from Merchant Square.
DOG-FRIENDLY Food & Brews
Amber Ox Public House. My only regret is that we didn’t get back here for another meal! We grabbed Sunday brunch here, they had a great covered patio that had turf on the floor too, which was super dog friendly.
Craft 31. This was such a score, especially with the cold weather we were experiencing during our trip, they have a covered/enclosed patio that is heated and it was SO lovely! They were dog friendly, and brought Moz a dog bowl full of water.
Copper Fox Distillery. Another indoor score, with the cutest copper dog bowls and delicious cocktails. We could’ve spent the entire afternoon here sipping on luscious cocktails, chatting while being able to have Moz with us.
A few other spots that we enjoyed, however, weren’t necessarily the best against the cold and rainy elements were Precarious Brewery and Aromas – luckily we had blankets. Precarious did have outdoor heaters that did the trick, but it was still damp and chilly! Billsburg Brewery near closer to Jamestown had a nice covered/enclosed patio, this brewery also has nice waterfront views and is definitely dog friendly.

Traveling with a pup, especially with crappy weather isn’t exactly ideal — but we made the most of it and still had fun. The weather was definitely a swift introduction to fall, and Moz was a trooper the whole trip, from the 8-hour car drive to day-long adventures including brunch, and exploring Colonial Williamsburg and the gorgeous Merchant Square. If you’re planning a trip to Williamsburg with your four-legged friend, try to plan for warmer weather, however I will say, I loved the “off-season” vibe and can’t imagine how crowded it gets in the Summer months!
