Travel Guide for Williamsburg, Virginia

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Travel Guide for Williamsburg, Virginia

My husband and I decided to visit Williamsburg, Virginia for our 12th wedding anniversary.

We decided to take this trip because we have enjoyed other historic cities in America and researched the must-visit American History cities in the country and Williamsburg was on the list!

husband and wife at capitol building in Colonial Williamsburg

We assumed we’d enjoy the history but had no idea going into the trip that we’d fall in LOVE with the area the way we did.

I highly recommend a visit to Williamsburg, Virginia and wanted to put together a travel guide for those considering a visit to the area.

You can read our personal travel experiences to Colonial Williamsburg and surrounding areas in these posts:

Part 1 of our Trip

Part 2 of our Trip

Where to Stay in Williamsburg, Virgina

My husband really enjoys bed and breakfasts and when we researched the area we learned that there is only ONE bed and breakfast located within Colonial Williamsburg.

We were impressed by the history of the location as well as the prices.

We stayed at The Fife And Drum Inn and highly recommend it.

the fife and drum bed and breakfast
The Fife and Drum Inn Bed and Breakfast

The owners are extremely knowledgable and passionate about the area and are SO helpful in planning your stay.

We enjoyed our stay but would not recommend our room.

We stayed in the Restoration Suite and had anticipated it being a super large room but it was actually a divided room.

While staying there we had the chance to peak into other guest rooms and saw several that would have been a better fit for what we’d wanted.

While visiting Williamsburg we spent time over in Yorktown and it’s a beautiful area right on the water.

If you’re looking for a romantic getaway I imagine it has a LOT to offer as far as places to stay.

We didn’t regret staying in Colonial Williamsburg.

We loved the location and just how relaxing it all was and had a great experience at our bed and breakfast.

But if you’re looking for more views and a busier stay, check out Yorktown.

Tips for Visiting Colonial Williamsburg

We stay in Colonial Williamsburg and spent most of our time during our trip in the area.

Best Time of Year to Visit

We visited over Memorial Day weekend (end of May) and fully expected crowds.

We kept being shocked over and over by how EMPTY it was. We didn’t experience ANY mass crowds and the majority of the time we felt like we had the entire city to ourselves.

We asked around a lot about the lack of people. I mean it’s a town that THRIVES on tourism. It made no sense that on a holiday weekend it was SO VACANT.

Colonial Williamsburg
Colonial Williamsburg

The locals we talked to said that Memorial Day is the BEST time to visit. It’s hot (but we’re used to that with us living in South Georgia) but the local area schools are still in session which cuts down big time on local visitors.

There is also a Busch Gardens in the area and that’s where all the crowds were over the holiday weekend.

When we visited Yorktown we did see a lot more people and also assume that it’s probably more of the “vacation hot spot.”

How Much Time You Need on Your Trip

It all really depends on how much you love history and how deep you want to go into seeing things and learning things and taking tours.

Personally? I’m a hit the highlights kinda girl. I want to see the main points and that’s enough for me!

We stayed 4 nights and had 3 full days. It was plenty!

What To Do in Colonial Williamsburg

Colonial Williamsburg is very well organized and is very hardcore with their representation of history and they take it seriously – it’s not cheesy tourism, it’s all real deal.

The Colonial Williamsburg website is a wonderful resource in your planning.

It goes through details of the area, what to expect during your visit, and helps in creating an itinerary during your stay.

couple on a boat in Jamestown Settlement. Text says "everything you need to know when visiting Williamsburg, VA"

Ticket Purchases:

Tickets for many of the scheduled events can be purchased in advance through the site.

We pre-ordered tickets for a romantic carriage ride, escape room, ghost tour and mock trial. We enjoyed all of these activities but the mock trial was by far the best!

Once there we decided not to do the carriage ride as it was scheduled for 4 PM and the wagon that day was not covered so the sun would have been literally BEATING DOWN on us.

At the visitors center they gave us a full refund for our pre-purchased tickets.

We did not buy visitors passes online and, instead, purchased them in person at the visitors center in Colonial Williamsburg.

We did the twoday pass which allowed access to all of the areas of the town for two days. We honestly could have done it all in one.

mock trial in Colonial Williamsburg
Mock Trial at the Capitol Building in Colonial Williamsburg

Tips to Keep in Mind:

It is important to keep in mind that even just walking down the paths is a romantic and enjoyable experience. No tickets needed!

When exploring the buildings many of them offer quick tours that typically last 20-30 minutes and are very casual and laid back. If you need to sneak out early it’s not a problem

Be sure to have suitable shoes for walking and be aware that many of the paths are dirt or rocks. My feet were pretty filthy from wearing flip flops.

Also always be on the lookout for POOP. The horses from the carriage ride poop everywhere!

There is a free shuttle that drives around the exterior of Colonial Williamsburg and comes in very handy to minimize the walking.

Bathrooms are few and far between. Water fountains and fill up stations are nonexsistant.

Pack a solid water bottle and fill it up in the room before your day and use the bathroom whenever you pass one!

Everything also closes down very early, like 5 pm. When planning things to do it’s wise to pre-book any evening activities, like reservations for restaurants, as everyone flocks to eat once the tours and such stop running.

What To Do Around Colonial Williamsburg

Merchants Square

Merchants Square is located right outside of the Colonial Williamsburg town and is filled with many cute shops and amazing restaurant options.

The shops are a bit pricey but the gift shops are cheaper than in actual Colonial Williamsburg

merchants square in Williamsburg Virginia
Merchants Square in Colonial Williamsburg

College of William and Mary

Just across the street is the College of William and Mary which is the 2nd college in the country.

It’s a GORGEOUS campus and completely open to the public for walking around and exploring.

We took a morning to walk hand in hand through the campus and loved thinking about how Thomas Jefferson had walked similar steps and enjoyed taking in the beautiful landscape and architecture.

college of William and Mary
College of William and Mary

Tips for Visiting Jamestown, Virginia

Jamestown is a 20ish minute drive from Colonial Williamsburg.

Located at Jamestown are two areas: Historic Jamestowne and Jamestown Settlement

The BIG KEY to know is that the two areas are NOT connected. They require different admission and are located 2 miles apart with NO transportation provided between the two.

We had an Uber from our bed and breakfast to Jamestown…and we actually asked a couple in the parking lot of Historic Jamestowne if they’d mind dropping us off at Jamestown Settlement to avoid the 2 mile walk!

We did BOTH Historic Jamestowne and Jamestown Settlement in one day. It’s very do-able in that amount of time.

Historic Jamestowne

I highly recommend touring BOTH Historic Jamestown and Jamestown Settlement.

Historic Jamestowne is the location where the first settlers in America landed.

It’s filled with such interesting history and historically was my favorite place on the trip. We walked where THE first settlers walked! How cool is that?

historic Jamestown Virginia
Original Settlement in Historic Jamestowne

Tips for Visiting Historic Jamestowne / Jamestowne Recovery

Be warned that the paths are mostly dirt so good walking shoes that you don’t mind getting dirty are wise.

It is also located on the water as well as near swamps. Bugs are prevalent. Having some bug spray or repellant will make your day more enjoyable.

There are guided tours but self tours work just fine too!

It is an active archaeological site so you will be able to possibly see people doing digs and can speak to people who have helped to discover historical artifacts.

There is also a wonderfully done museum located near the original fort.

The gift shop at the museum is wonderful. Very reasonable prices and a great spot to get gifts for the kids back home – or for yourself!

The Dale House Cafe is FABULOUS for lunch and has beautiful views along with great food!

lunch at Historic Jamestowne in Virginia
Lunch at The Dale House Cafe in Historic Jamestowne

Jamestown Settlement

Historic Jamestowne is like the real deal original site of the history, Jamestown Settlement is the remake version to give a today view on what it looked like back then.

Tips for Visiting Jamestown Settlement

I recommend starting with Historic and ending with Settlement.

The museum is EXTREMELY well done. If you have children with you, they will enjoy it.

Very interactive and interesting and nice cool AC too 😉

There is also an outdoor portion with recreated huts, recreated Jamestown fort, and even recreated ships.

You’re able to explore all of these areas and it really gives a great sense as to what life was like back then and what our first settlers went through to be able to form our country.

Jamestown Settlement in Virginia boats settlers arrived in
Jamestown Settlement

Tips for Visiting Yorktown, Virginia

Yorktown is located 30 minutes from Williamsburg.

It is a beautiful town and is the location of the last major battle in the Revolutionary War.

It is good to know that the battlefield is THOUSANDS of miles. So visiting without a car is tough.

We were able to enjoy the small museum and informative video and then did a brief outdoor tour to see some of the battlefield area.

There is also a free shuttle that goes around the town of Yorktown and passes by the Victory Monument.

We enjoyed the shuttle and found our driver to be very informative as well so we were able to learn a lot about the history of the area from him.

We only had about two hours to explore Yorktown and could have spent much longer in the area. The town looked beautiful from our shuttle ride and it would have been nice to walk around a bit there!

If you had a full day I think it’d be well worthwhile to spend it there.

Yorktown Virginia Battle Field of Yorktown
Battlefield at Yorktown

Places to Eat in Williamsburg, Virginia

We had some FABULOUS food experiences while visiting Williamsburg. Here are my recommendations based on where we dined while there:

Chownings Tavern

Chownings is located in Colonial Williamsburg and is based on food eaten in the town during that time.

The service was slow. No reservation was really needed, we got in pretty quick but did eat early (4:30ish).

But the food was fabulous! And pretty affordable, especially considering the location.

The Cheese Shop

The Cheese Shop is a place that came highly recommended to both my husband and I. Whenever we’d mention to someone that we were visiting Williamsburg they’d say “You HAVE to go to The Cheese Shop!”

It’s located in Merchants Square and is a true CHEESE SHOP.

As in, they sell cheese.

There isn’t a ton of indoor seating (but plenty available outside).

They have fabulous cheeses and a place to order great lunch bites like sandwiches and such. It was all super tasty and a fun environment/experience.

The Amber Ox

The Amber Ox is located just outside of Colonial Williamsburg (we walked!).

It also came highly recommended. It has a GREAT vibe and a wide variety of menu options.

We personally made a mistake of trying a “mocktail” that ruined our meal but if we hadn’t had that drink we would have enjoyed it MUCH more.

My husband said the Mac and Cheese we had was the best Mac and Cheese he’s ever had in his life!

The Blue Talon

The Blue Talon is located in Colonial Williamsburg (we walked).

I’m not exaggerating when I say that this was quite possibly the very best meal of my entire life.

The corn soup is PHENOMENAL.

We never, ever order a special menu item but the steak special sounded so good and it did not disappoint. 

The GÂTEAU BRETON dessert though is something I will crave in my dreams! SO FABULOUS.

Final Thoughts

We had a wonderful time visiting Williamsburg, Virginia.

I highly recommend it as a romantic (and historical!) getaway.

We did see many families and I think it could be a fun trip with older children who are able to appreciate the history without getting too bored by it.

We don’t plan to visit Williamsburg again as we are hoping to see many more historical sites in our great nation but I highly recommend adding Williamsburg to your travel list!

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Emily Parker

Hey Y’all, I’m Emily! I’m a stay at home mom and consider parenting to be my passion. Disney is my happiest place and I love making memories as a family together. I’m a big believer in transparency and share all of my real-life moments as a mother of four.

My work has been featured on Today Parenting and Babywise.Life. I’m also honored to be a member of the Babywise Friendly Blog Network.

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