Virginia Fall Road TripHere's a fantastic 3-day road trip itinerary for exploring Virginia's Historic Triangle. To catch the most vibrant fall foliage colors, plan your trip for late October to early November.Authorsalinazbv
DestinationsVirginiaItinerary

Day 1 Jamestown

Williamsburg Lodge, Autograph Collection
To get the most out of a 3-day trip to the historical triangle, your best bet is to stay in the heart of Colonial Williamsburg at the Williamsburg Lodge. You'll be right in the middle of all the action! The lodge has an awesome restaurant and easy access to a spa and golf course. Plus, as a guest, you’ll get discounts on admission tickets and enjoy special daily events.
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Colonial Pancake House
Start your morning with a hearty breakfast in a colonial atmosphere at Colonial Pancake House. Their breakfast includes specialty pancakes with a variety of fruit toppings, eggs, omelets, and waffles 🧇🍳🥞🍓
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Jamestown Glasshouse
In 1608, glassmaking, America's first English industry, started in Jamestown, Virginia. The Jamestown Glasshouse is a must-see, where costumed craftsmen use traditional tools and techniques to create unique period reproductions and contemporary pieces.
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Exclusive Private Tour of the Jamestown Settlement
It's a fantastic way to dive deep into the history of the settlement!
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Dale House Cafe
Make sure to swing by the Dale House for lunch! They've got affordable options for both lunch and breakfast, and the view of the James River from there is just fantastic.
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Kayak tour of Jamestown Island (Small Group or Private)
The most popular ways to explore Jamestown Island are by car or bike. But if you're up for something different and adventurous, consider a private kayak tour. It's a unique experience that lets you see the island from a whole new perspective.
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Casa Pearl
If you’re as obsessed with oysters and tacos as I am, you have to finish your day with dinner at Casa Pearl 🦪🌮🍸
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Day 2 Willliamsburg

Blue Talon Bistro
Start your second day by teleporting to France at Blue Talon Bistro! Treat yourself to their freshly baked croissants and morning pastries.
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Colonial Williamsburg
In my opinion, Colonial Williamsburg is one of the most magical spots to see fall foliage, not just in Virginia but in the whole USA. You can stroll around for free or buy a ticket to check out some of the buildings. 📌Tip: For an extra special experience, you can ride through the Historic Area in a horse-drawn carriage (additional ticket needed). Or, take a private guided tour to dive into the history of the place.
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Culture Cafe
Culture Cafe is perhaps my favorite place for lunch in the Williamsburg area! You’ll be amazed by the atmosphere and unique design of the place, not to mention the menu. Everything tastes absolutely delicious.
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Crim Dell Bridge
Crim Dell Bridge, located on the College of William & Mary's campus, is one of the most popular photo spots, especially during the fall foliage when it looks even more magical. Legend has it that if two people cross the bridge while holding hands, they'll be lifelong friends. If they kiss, they'll be lovers for life.
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Waller Mill Park
Waller Mill Park is one of the most picturesque spots to enjoy fall foliage in Williamsburg. 🛶You can even rent a kayak at the park for a unique view of the vibrant leaves from the water.
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King's Arms Tavern
You can't miss dinner at the historic King’s Arms Tavern, which was originally opened by Jane Vobe in 1772. Enjoy 18th-century recipes by candlelight🕯️🥧
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Colonial Williamsburg Ghost Stories and Walking Tour
Missing a ghost tour in Colonial Williamsburg, especially during the fall and around Halloween, would be a crime. Don't pass up this chance for a spooky experience!
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Day 3 Yorktown

Tipsy Beans Café
This place is one of the top spots for coffee and breakfast in the area ☕️
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Colonial National Historical Parkway
Take a drive along the Colonial Parkway to Yorktown to enjoy the beautiful fall colors! This scenic roadway spans twenty-three miles and connects Jamestown, Williamsburg, and Yorktown.
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Yorktown Battlefield Visitor Center
Explore Historic Yorktown Village, where you can walk through the fields, earthworks, and historic buildings where American independence was won.
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Yorktown Pub
Across from Yorktown Beach, just minutes from the Battlefield, the Pub offers sandwiches, seafood, and the full bar.
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Go Ape Zipline and Adventure Park
Go Ape is a thrilling outdoor adventure park and ropes course in Freedom Park. Another cool way to enjoy fall foliage is to zip through it!
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Pierce's Pitt Bar-B-Que
Finish your trip at this amazing family-owned BBQ restaurant that's been serving up delicious meals for 53 years! Their barbecue is cooked over an open pit using hickory and oak wood, with no additives or preservatives. It's no wonder they're the winner of the Readers' Choice Award from Southern Living Magazine.
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