How To Enjoy A Vacation Away From The Crowds: Williamsburg VA Edition

With all this talk about away from the crowd destination itineraries, we couldn’t resist highlighting the city where Tripbound is headquartered—Williamsburg VA!

With Colonial Williamsburg, Jamestown Settlement, and Yorktown Battlefield making up the Historic Triangle in Virginia, there are plenty of ways for you to enjoy a quiet outdoorsy, historical adventure this summer or fall.

So, come along with us as we share the best Williamsburg VA activities that’ll place you away from the crowds, right in our very own backyard!

Disclosure: some of the attractions featured here have cautiously reopened (and others have plans to) with social distancing measures. Before venturing to any of them, we recommend you visit the individual websites to get the latest updates on open areas, visit requirements, and more. 


1. Swing through the Trees at Go Ape  

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Ready to create your own exhilarating adventure? Zip on down to Go Ape! Just minutes from central Williamsburg, Go Ape is a self-guided zipline and high-ropes course that will allow your travel tribe to fly through the trees.

Kids ages 10 and up are welcome on the Treetop Adventure course, but our Tripbound kids have had a blast on the Treetop Journey (suitable for all ages). Not only were we able to experience the course as a family, but when we finished, we had the beautiful surroundings of Freedom Park to explore.

Tripbound Traveler Tip: book for an adventure at the first available time in the morning!

2. Venture to the Park to Explore Nature & Get Out on the Water

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Looking for a bargain that offers an active experience for everyone in the family? Visit Waller Mill Park, which is, without a doubt, a community favorite. And for a good reason. It overlooks a 360-acre lake and features hiking trails that aren’t far from downtown. You can also choose to cruise in a pedal boat/kayak/canoe, cast a line with the available fishing gear, or go flinging with disc golf. 

3. Dig for Memorable Souvenirs

If you’re looking for something unique to do, take the family fossil hunting. The tidal plains of Virginia are a treasure trove of fossils just waiting to be discovered. In fact, Virginia was where the very first recorded fossil was found in all of North America!

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Our two favorite hotspots for hunting fossils are Fossil Beach at York River State Park and right off the shore of the park at Chippokes Plantation State Park. Both of these locations offer guided fossil hikes. But don’t let waiting for a scheduled hike stop you! Bring the whole family for a day of discovery and adventure as you uncover fossils of all species. Keep your eyes peeled for shark teeth – a great souvenir to take home from your day digging!

4. Enjoy a Movie on Prince George in the Summer

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Want to safely venture out of the house for a summer movie night under the stars? You can do just that for a FREE Movie Night on Prince George Street on Sunday evenings starting June 12th! Dust off your lawn chair and get ready to devour some complimentary popcorn while enjoying some screen time thanks to the support of local companies that have stepped up to sponsor each movie. 

Tripbound Traveler Tip: Keep a check on the website for the latest details on this event, given the fluid COVID-19 situation.

5. Take the Ferry Over to Surry for Some Seasonal Fun

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Cross the James River where John Smith explored 400 years ago, and take the 20-minute voyage on the automobile ferry that sails between Jamestown and Surry. The ferry runs around the clock daily and leaves on the hour in Surry and the half-hour in Jamestown. The best part? It’s free!

And as soon as you step foot off the ferry, make your way to College Run Farms. In the summertime, you can pick your own seasonal fruit (blueberries – yum!) and pumpkins in the fall.

6. Go on a Day Trip to Richmond

Less than an hour’s drive east will land you in Richmond, the capital of the state of Virginia, which is also known for its rich history. And while there’s much to be explored here, we highly recommend a different kind of adventure at Metro Richmond Zoo. Right now, the zoo is offering a temporary, yet safe one-hour narrated drive-thru tour for $60 per car!

After, make the 30-minute trek to Maymont where you’ll find plenty of fresh, open-air spaces to take in the natural beauty across its 100 acres of outdoor parkland and gardens. Take a stroll through the ground’s winding trail, watch the river otters play, pet a goat, and even enjoy a picnic on the lawn. 

7. Soak Up the Sun at the Virginia Beach Oceanfront

Sure, the word “oceanfront” might have you envisioning swarms of people getting their beach fix. But rest assured, we’ve got just the advice you need to soak up the sun at the Virginia Beach Oceanfront, which is just about a 1-hour drive (if tunnel traffic is in your favor) from Williamsburg VA. Simply park down on the North end—35th street and up—to avoid the crowds. 

8. Travel to Charlottesville to Savor the Flavors 

Charlottesville, about a 2-hour drive from Williamsburg, is where you’ll find Monticello and mountains. While this city is known for being the home of Thomas Jefferson (which you can tour, by the way!) and plenty of wineries and breweries to explore, we have some quieter excursions in mind for you.

First up, Clover Top Creamery. This quality farmstead offers savory seasonal, fresh goat cheese! And while COVID-19 has forced the farm to close its doors to visitors (until further notice, that is), it continues to make lots of cheese safely. You can get your order in for the Drive-Through Market on Fridays and City Market To-Go on Saturdays! Just be sure to follow them on social media for the latest updates on how to do exactly that. 

vacation away from the crowds williamsburg va

Where to next? Carter Mountain Orchard (super fitting in the fall). Here, you can pick your own apples. Then, head to the Country Store where fresh cider donuts are always in season, and be sure to get some apple butter to take home with you!

9. Picnic in Front of Governor’s Palace

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With the weather getting warmer, why not enjoy some fresh air and a change of scenery by packing up a picnic so you can enjoy it while sprawling out on the green in front of Governor’s Palace in Colonial Williamsburg?

If you’re looking for food options outside of your pantry, here’s a convenient option for a delicious to-go meal that’ll allow you to support a small business while making your taste buds more than happy:

The Cheese Shop—this uber-popular lunch location is where you can order a filling sandwich and chips by phone and beat the line at the pick-up window. Just be sure your order includes extra house dressing!

And if you need a sweet treat to pair with it, The Cheese Shop definitely has some options. But while you’re closeby, why not stop into Wythe Candy? Just stepping foot through the shop’s doors will have you craving its wide selection of gourmet confections.

10. Make a Visit to the Jamestown Glasshouse

Looking for an authentic colonial experience away from the more crowded Merchants Square? You’ll find just that at Jamestown Glasshouse.

Set your sights on the remains of original furnaces used by glassblowers as far back as the 1600s! You’re sure to be mesmerized by the formations that turn into lasting treasures—from wine bottles to pitchers, candleholders, and other glass objects.


In our Tripbound portfolio, you’ll find two resort options. But today, we’re all about Wyndham Kingsgate. When you book an affordable suite stay here, you’ll enjoy plenty of space to stretch out, home comforts, a full or partial kitchen to cook up favorite, yet convenient dishes, and so much more.


Will Williamsburg VA be the away from the crowd destination of choice for you and your family this summer or fall?

If so, let the team here at Tripbound help you plan and book a stress-free getaway, and push that much-needed reset button! Peace of mind included.*

*Free cancellation up until 15 days before check-in. Additional coverage is also available for $49, allowing you to cancel your suite stay, if needed, for cancellation up until 24 hours before check-in for a full refund (less the insurance cost).

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