homegrown hot takes pt. III
see it like a local: Millie’s take!
Dog days of Summer! From strolls down Duke of Gloucester Street to patio meals where your four-legged sidekick is more than welcome, we’re rounding up the best ways to explore Williamsburg with our furry friends.
Day 1 - getting settled
Just down the road in historic Jamestown, Billsburg Brewery is the perfect dog-friendly dinner spot. Grab a flight of craft brews, post up at a picnic table or on the lawn, and take in the waterfront views. They’ve got rotating food trucks—including The Hungry Pug, serving up grown-up grilled cheese that hits all the nostalgic notes. Both the patio and lawn are super dog-friendly, so your pup can hang too.
Day 2 - explore
Kick off the morning with coffee and baked goods at Aroma’s Coffeehouse. A local must-eat steps off Duke of Gloucester (DoG) Street, which provides shaded dog-friendly patio seating in the heart of downtown.
Just 4 miles from Aromas, Waller Mill Park is perfect for an adventure with your pup. Hit the shaded Lookout Tower Trail, rent a kayak or canoe if your dog loves the water, or swing by the dog park near the entrance for some off-leash playtime with new friends.
Alternatively, take a page from Luke’s hot takes and explore York River State Park. York River State Park is a fantastic place to explore with your dog—offering over 40 miles of trails across forests, marshes, riverfront, and fossil beaches. Whether you're up for a rustic ramble on the Backbone Trail, fossil-hunting on Mattaponi Trail, or a wetland wander on Taskinas Trail, there’s something pup-friendly for everyone.
Dinner options with dog-friendly patios:
Amber Ox Public House – Fantastic bar, local-forward menu, and strong cocktail game. Reservations are encouraged. If you end up here, you must have the pimento cheese appetizer.
Pro tip: stop by The Hound’s Tale Corner BARKery part bistro, part dog boutique on your way to Amber Ox. Enjoy unique dog-themed gifts and gourmet pet treats (don’t miss the dog “cigars”).
Berret’s Seafood - If you're looking for seafood just steps from DoG street - the outdoor patio is dog-friendly and perfect for dinner al fresco. Often with live local music and high-top seating, it’s a great way to end the day. Think crab cakes, shrimp, and seasonal specials— the vibe is always laid-back and welcoming. (live music outdoors most days usually around 3:30–6:30 PM)
Frothy Moon Brewhouse - The brewhouse combines a polished industrial interior with a spacious outdoor patio—perfect for casual hangouts for you and your pup. Evenings usually feature a rotating lineup of food trucks (such as lobster from Cousins Maine Lobster or Mexican fare from Don Chido)
After dinner, keep the evening going with a little spooky fun on the Colonial Ghost Walking Tour—yes, it’s dog-friendly! The tour kicks off at 8 PM (with a later 9 PM option) by the Thomas Jefferson statue on Duke of Gloucester Street. With lanterns in hand, guides lead you through the historic district, sharing chilling stories based on real eyewitness accounts dating back to colonial times and the Civil War. It’s a fun (and slightly eerie) way to explore Williamsburg after dark—pups welcome to join the adventure!
Day 3 - before you get on the road
Take one last lap through Colonial Williamsburg— it’s the perfect sendoff. Stroll Duke of Gloucester Street all the way to the Capitol Building—it’s about a 2-mile round trip and a great way to soak up some final views (Park in the North Henry Street Garage or at the P2 Lot)
Don’t forget to snag some food for the road - take a tip from Lyle and Anna’s guide - get your Cheese Shop sandwiches for the drive!
Pro Tip: Forgot something for your pup at home? Swing by The Nautical Dog — a locally owned gem stocked with premium food, treats, toys, and everything else your furry co-pilot might need.
Ready to book your Williamsburg adventure?
Book your stay and let us help you map out your perfect mix of adventure, relaxation, and local flavor. Got questions or want more recommendations tailored to your vibe? Just reach out—we’re always happy to help. Our property is happily dog-friendly! For more information on bringing your pet to stay with us visit our FAQ page!