3 Days in Williamsburg This Fall

October 4, 2021

Dip into a peaceful picnic atop crunchy leaves, then step through the sites that sparked the nation's independence in Williamsburg, Virginia. 

Alternatively, send chills up your spine at the annual Williamsburg Howl O' Scream.

You can experience the full range of emotions with our selection of 3-day guides.

Serene or Spooky?

Need some time to relax in nature and step away from the computer? Or are you craving a heart-throbbing spooky weekend?

Whether you want a Leisurely Weekend Getaway, Moderately-Paced Itinerary, or an Action-Packed Adventure, we've got your three-day Williamsburg fall trip covered!

close up of soldiers marching down the street in Colonial Williamsburg, Virginia, USA

Leisurely Getaway Weekend

Where to Sleep: Colonial Houses Historic Lodging

Colonial Houses Historic Lodging is a homey historical lodging with the cleanliness and convenience of a sleek modern hotel! Located in the heart of Colonial Williamsburg, this hotel offers plenty of space for families and convenient access to the town’s historic sites.

Day One

Where to Go: Colonial Williamsburg Visitor Center

Walk where men like Thomas Jefferson and George Washington walked at the Colonial Williamsburg Visitor Center. Immerse your family in the most defining moments of US history.

This living history museum boasts over 40 original and reconstructed landmarks depicting life in 18th century Virginia. While you enjoy the history, let the kids enjoy the activities.

Related Post: 9 Romantic Things to Do in Williamsburg VA for Couples

Dance with an 18th-century instructor, walk with curators and gardeners, take part in a witch trial, or march with the Fifes and Drums. In the evening, watch an 18th-century play.

Where to Eat: Josiah Chowning’s Tavern

Josiah Chowning’s Tavern is a reconstructed 1766 tavern in a historic colonial house with a traditional Southern menu served by waiters in colonial costume. What more could you ask for?

Day Two

Where to Go: Jamestown

Head to Powhatan Creek Park, 15 minutes from your hotel. Take a short hike or rent a kayak and see the fall foliage from the water. Afterward, continue onwards to Jamestown Settlement, a fascinating recreation of the 1607 European settlement including three ships.

End your historical nature adventure with a ride on the Jamestown Ferry, a 15-minute ride that provides lovely views of the shoreline and the perfect opportunity to imagine America from the eyes of sea-weary European settlers that rejoiced at the same sight nearly 400 years ago.

Where to Eat: Jamestown Pie Company

With a menu full of delicious pizzas, pumpkin pies, pecan pies, and pot pies, you won’t have any trouble getting anyone to finish their plates here. 

Day Three

Where to Go: Yorktown

Yorktown, the town where during the Siege of Yorktown (September 28-October 19, 1781), Franco-American land and sea campaigns compelled the surrender of the British army, the end of the Revolutionary War, and the birth of an independent USA. 

Stroll along the York River and take some family photos in this serene, historic fall setting:

  • hop on the town’s free trolley and make stops to learn about the last battle of the Revolutionary War
  • tour the actual battlefields (Yorktown Battlefield)
  • walk where US war heroes marched
  • hop on a reproduction ship
  • visit Nelson House - home of militia leader Thomas Nelson, and see the cannonballs still stuck in the side of the house

At the Yorktown Victory Monument, commemorate the 1781 battle and the ensuing peace treaties that led to U.S. independence.

Where to Eat: Yorktown Pub

Enjoy live music, river views, and local fish at the Yorktown Pub.

Child taking a picture of a cast member at Colonial Williamsburg - Williamsburg, Virginia, USA

Moderately-Paced Itinerary

Where to Sleep: Colonial Houses Historic Lodging

Colonial Houses Historic Lodging is a homey historical lodging with the cleanliness and convenience of a sleek modern hotel!

Related Post: Colonial Williamsburg for Kids: How History is Made Fun

Located in the heart of Colonial Williamsburg, this hotel offers plenty of space for families and convenient access to the town’s historic sites.  

Day One

Where to Go: Colonial Williamsburg Visitor Center

Colonial Williamsburg is where you walk where men like Thomas Jefferson and George Washington walked. Immerse your family in the defining moments of US history. This living history museum boasts over 40 original and reconstructed landmarks depicting life in baby America.

Dance with an 18th-century instructor, walk with curators and gardeners, take part in a witch trial, or march with the Fifes and Drums. In the evening, watch an 18th-century play or go on a haunted tour.

Where to Eat: Josiah Chowning’s Tavern

Josiah Chowning’s Tavern is a reconstructed 1766 tavern located in a historic colonial house with a traditional Southern menu served by waiters in colonial costume. What more could you ask for?

Where to Go for Spooky Adventures: Ultimate and Bone-Chilling Ghost Tour

History with a darker, ghostlier spin. Go on an evening Ultimate and Bone-Chilling Ghost Tour and appreciate great storytelling by lantern light. Not scary for teens or adults, but might be sufficiently spooky for your kids, depending on how spookable they are.

Day Two

Where to Go: Busch Gardens® Williamsburg

After a day of “historical education fun”, reward the kids with “plain old fun” fun at Busch Gardens® Williamsburg.

Related Post: New Attractions at Busch Gardens Williamsburg for 2020

Still charmingly cultural and historic, this action-packed theme park offers rollercoasters, a multisensory thrill ride aboard the Verbolten, animal exhibits, a giant swing, stage shows, culinary delights, and world-class shopping.

If you’re in town between September 10 and October 31, bring a costume and join a special Halloween event such as the “Count’s Spooktacular” or the “Howl-O-Scream.”

Where to Eat: The Whaling Company

After building up an appetite at Busch Gardens Williamsburg, head to the family-owned Whaling Company restaurant less than 10 minutes outside the park. Enjoy local seafood and steaks in a charming boathouse.

Day Three

Where to Go: Yorktown

Yorktown, the town where, during the Siege of Yorktown (September 28-October 19, 1781), Franco-American land and sea campaigns led to the surrender of the British army, the end of the Revolutionary War, and the birth of an independent USA.

Assuming everyone got their adrenaline fix while zooming down roller coasters yesterday, today is reserved for relative relaxation at Riverwalk Landing.

Related Post: Current Events and Festivals in Williamsburg

Stroll along the York River and take some family photos in this serene, historic fall setting:

Hop on the town’s free trolley and make stops to learn about the last battle of the Revolutionary War

  • tour the actual battlefields (Yorktown Battlefield)
  • walk where US war heroes marched
  • hop on a reproduction ship
  • visit Nelson House - home of militia leader Thomas Nelson, and see the cannonballs still stuck in the side of the house

At the Yorktown Victory Monument, commemorate the 1781 battle and the ensuing peace treaties that led to US independence.

Where to Eat: Yorktown Pub

Give the kids a chance to show off their new historical facts and have an oral quiz/trivia session as you enjoy live music, river views, and local fish at the Yorktown Pub.

Front view of the Governors Mansion at Colonial Williamsburg - Williamsburg, Virginia, USA

Action-Packed Adventure

Where to Sleep: Colonial Houses Historic Lodging

Colonial Houses Historic Lodging is a homey historical lodging with the cleanliness and convenience of a sleek modern hotel!

Learn More About: Top Attractions in Williamsburg

Located in the heart of Colonial Williamsburg, this hotel offers plenty of space for families and convenient access to the town’s historic sites. 

Day One

Where to Go: Colonial Williamsburg Visitor Center

Colonial Williamsburg is where you walk where men like Thomas Jefferson and George Washington walked at the Colonial Williamsburg Visitor Center. Immerse your family in the most defining moments of US history.

Related Post: Williamsburg Historic Sites

This living history museum boasts over 40 original and reconstructed landmarks depicting life in 18th century Virginia. While you enjoy the history, let the kids enjoy the activities.

Dance with an 18th-century instructor, walk with curators and gardeners, take part in a witch trial, or march with the Fifes and Drums. In the evening, watch an 18th-century play.

Where to Eat: Josiah Chowning’s Tavern

Josiah Chowning’s Tavern is a reconstructed 1766 tavern in a historic colonial house with a traditional Southern menu served by waiters in colonial costume. What more could you ask for?

Where to Get Instagrammable Photos: The Palace Gardens

Head over to The Palace Gardens before sundown for some magical photo ops. After dark, find your way through the maze lit by a beautiful light display.

Day Two

Where to Go: Busch Gardens® Williamsburg

After a day of “historical education fun”, reward the kids with “plain old fun” fun at Busch Gardens® Williamsburg.

Still charmingly cultural and historic, this action-packed theme park offers rollercoasters, a multisensory thrill ride aboard the Verbolten, animal exhibits, a giant swing, stage shows, culinary delights, and world-class shopping.

If you’re in town between September 10 and October 31, bring a costume and join a special Halloween event such as the “Count’s Spooktacular” or the “Howl-O-Scream.”

Where to Eat: The Whaling Company

After building up an appetite at Busch Gardens Williamsburg, head to the family-owned Whaling Company restaurant less than 10 minutes outside the park. Enjoy local seafood and steaks in a charming boathouse.

Day Three

Where to Go: Yorktown

Yorktown, the town where, during the Siege of Yorktown (September 28-October 19, 1781), Franco-American land and sea campaigns led to the surrender of the British army, the end of the Revolutionary War, and the birth of an independent USA.

Assuming everyone got their adrenaline fix while zooming down roller coasters yesterday, today is reserved for relative relaxation at Riverwalk Landing.

Learn More About: Williamsburg, Virginia

Stroll along the York River and take some family photos in this serene, historic fall setting:

Hop on the town’s free trolley and make stops to learn about the last battle of the Revolutionary War

  • tour the actual battlefields (Yorktown Battlefield)
  • walk where US war heroes marched
  • hop on a reproduction ship
  • visit Nelson House - home of militia leader Thomas Nelson, and see the cannonballs still stuck in the side of the house

At the Yorktown Victory Monument, commemorate the 1781 battle and the ensuing peace treaties that led to US independence.

Where to Eat: Yorktown Pub

Enjoy live music, river views, and local fish at the Yorktown Pub

 

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