Washington DC, Capital Region of the USA. The White House

Capital Region Cruiser

Visit Washington DC, Annapolis, Philadelphia, Amish Country, Gettysburg, Harpers Ferry, Shenandoah NP, Monticello & Williamsburg.

Road trip around the heart of American History and Politics

14 Nights from £1,599pp
i
‘from’ prices are based on off peak travel, 2 people sharing a standard car, economy flights and 2-3* Hotels. All trips are completely bespoke so just tell your expert any requirements you have.

Anyone interested in US history or politics will adore our Capital Region Cruiser road trip, as it’s the perfect way to understand the origins and culture of the USA. Start and finish this circular road trip adventure in the country’s capital, Washington, DC. You’ll see American history unfold before you, cruising through farmland where historic battles once took place.

Key road trip highlights:

  • Explore the museums and iconic buildings of America’s capital, Washington, DC.
  • Discover the historic charm of Annapolis on the shores of Chesapeake Bay.
  • Spend time in the birthplace of the US, in the “City of Brotherly Love”… Philadelphia.
  • Drive through Amish Country on your way to historic Gettysburg.
  • Drive along scenic Skyline Drive in Shenandoah National Park.
  • Visit Monticello, the former home and gardens of Thomas Jefferson. 
  • Learn colonial history in Williamsburg, Virginia.
  • What’s included? Direct flights with a premier carrier, accommodation, car rental and a detailed road trip pack.
Capital Region Cruiser route with The American Road Trip Company

Our Favourite Hotels

We’ll suggest properties to match your preferred budget, be it low-cost, mid-range or high-end luxury that you’re looking for. We can also mix it up so you’ll experience a range of standards and experiences along your road trip.

Inn at Lincoln Square, Gettysburg

Hotel:

Inn at Lincoln Square

Location:

Gettysburg

Skyland Resort, Skyline Drive, Blue Ridge Parkway

Hotel:

Skyland Resort

Location:

Blue Ridge Parkway

Colonial Houses, Williamsburg

Hotel:

Colonial Houses

Location:

Williamsburg

Motto by Hilton Philadelphia Rittenhouse Square, Philadelphia

Hotel:

Motto by Hilton Philadelphia Rittenhouse Square

Location:

Philadelphia

Graduate Charlottesville

Hotel:

Graduate Hotel

Location:

Charlottesville

Boar's Head Resort, Charlottesville

Hotel:

Boar's Head Resort

Location:

Charlottesville

Eaton DC, Washington DC

Hotel:

Eaton DC

Location:

Washington DC

Kimpton Hotel Monaco Chicago

Hotel:

Kimpton Hotel Monaco

Location:

Chicago

Road Trip Itinerary

All of our American road trips can be tailored to meet your requirements. Do you have more or less than 14 days for your road trip? No problem, we can bolt on extra nights to allow more time to explore or shorten the number of destinations as required.

1

Arrive in Washington, DC

After touching down at Washington Dulles International, you’ll make your way to your hotel in the heart of the Capital or in the charming neighbourhood of Georgetown. You’ll have four nights and three full days to really appreciate and get to know the world’s most powerful city.

Location:

Washington, DC

Drive:

0 miles

Capitol Building, Washington DC, USA
2

Exploring the Capital's famous buildings and monuments

Your road trip itinerary pack is the perfect companion to help you explore the city’s highlights and neighbourhoods. You may want to begin by taking a self-guided tour of some of Washington’s most iconic buildings; the White House, Capitol Hill and the Lincoln Memorial are just some of the essential structures that can be seen. Cross the Potomac River to Arlington, a must-visit for any history or military enthusiast, with the moving National Cemetery a great place to wander around.

Location:

Washington, DC

Drive:

0 miles

Cherry Blossoms. Washington Monument in Washington DC, USA
3

Washington's incredible museums and more

You can dip into some of the renowned Smithsonian Museums today – there are 17 to choose from! The most famous, the Air & Space Museum and the Museum of Natural History, are on the National Mall, in the heart of the city. Best of all, they’re free to visit. Our favourite is the Newseum, which has fantastic artefacts chronicling how the ‘news’ has changed over the last 100 years. You can even try your hand behind a TV studio desk.

Location:

Washington, DC

Drive:

0 miles

Washington DC, USA - Lincoln Memorial by night
4

Stretch out into Washington's neighbourhoods

Georgetown is a distinguished neighbourhood on the western side of the city, a part of Washington that’s sometimes overlooked. Its beautiful red-brick buildings are dotted with boutique shops and cafes, which bring the area to life. During the evening, you can enjoy a refreshing drink overlooking the city, try the Observatory in Georgetown for a superb view.

Location:

Washington, DC

Drive:

0 miles

Georgetown historical district townhouses acades Washington DC
5

First stop... Nautical Annapolis in Maryland

Collect your rental car and head out of Washington, DC to begin your road trip around the Capital Region. Your first drive is to the sailing-obsessed town of Annapolis in Maryland. This picturesque town served as the nation’s capital under George Washington. Annapolis is home to adorable streets that ooze character.

Location:

Annapolis, MD

Drive:

32 miles

Annapolis, MD - Town Center at sunset
6

A second day to enjoy charming Annapolis

Maryland’s capital welcomes visitors with open arms and a host of opportunities. Some call it a museum without walls, with four centuries of architecture mixed with 21st-century living. Sailing is a way of life here, so consider a voyage on Chesapeake Bay during your stay or a visit to the US Naval Academy.

Location:

Annapolis, MD

Drive:

0 miles

City Dock, Annapolis, Capitol Region Cruiser
7

From Annapolis to Philadelphia, Pennsylvania

Continue north to the “birthplace of America”, Philadelphia. Also known as Philly or The City of Brotherly Love, you’ll have three nights and two full days to explore the capital of Pennsylvania. This evening, you may want to take a riverside stroll. Head to Race Street Pier for sunset and incredible night-time views of Benjamin Franklin Bridge.

Location:

Philadelphia, PA

Drive:

124 miles

Philadelphia, USA - Museum Of Art, East Coast America
8

Your first full day in historic Philadelphia

Start your day with a visit to Liberty Bell and Independence Hall (pictured), where the Declaration of Independence and the U.S. Constitution were debated and signed. A visit to the city wouldn’t be complete without trying an authentic ‘Philly Cheese Steak’ sandwich. You can find these guilty pleasures throughout downtown. To burn off those calories, recreate the famous scene from the film ‘Rocky’ by climbing the steps outside the Philadelphia Museum of Art.

Location:

Philadelphia, PA

Drive:

0 miles

Philadelphia - Independence Hall, East Coast America
9

A second full day to enjoy Philadelphia's highlights

Take a morning stroll or a fun open-top bus tour to seek out Philly’s numerous amazing murals. After working up an appetite, head to Reading Market and enjoy delicious food from the various food stalls. The Amish from nearby Lancaster County often sell their goods here.

Location:

Philadelphia, PA

Drive:

0 miles

Philadelphia streets by night, East Coast Inspiration
10

Philadelphia to Gettysburg via Amish Country

After leaving Philadelphia behind, you’ll emerge into the lovely Pennsylvanian countryside, where you can opt to spend an hour or two exploring Lancaster County. Here, you can have an authentic Amish experience, learning about the religious communities’ history, art and culture. You’ll then arrive in Gettysburg, which was, of course, the location of the historic Gettysburg Address and a notable battlefield that you can tour by car, bicycle, and even on foot. The Pennsylvania Monument stands proud of the battlefield where 50,000 Union and Confederate soldiers were killed or injured during the Civil War in 1863. The brilliant visitor centre makes the site’s historical significance really come to life. The quaint town of Gettysburg also boasts a wealth of activities and things to do beyond those historic acres.

Location:

Gettysburg, PA

Drive:

125 miles

Lancaster, rural Pennsylvania, New England in Autumn
11

Gettysburg to Shenandoah National Park via Harpers Ferry

Leave Gettysburg and head southwest to the equally historic town of Harpers Ferry in neighbouring West Virginia at the confluence of the Shenandoah and Potomac rivers. Harpers Ferry National Historical Park is a small town frozen in time by the National Park Service and rich in Civil War and Slavery history. Fancy some adventure? This area is also known for white water rafting and hiking in the Blue Ridge Mountains. Onto to Shenandoah National Park next, using the renowned Skyline Drive.

Location:

Shenandoah NP

Drive:

152 miles

Skyline Drive, Shenandoah National Park in the autumn
12

Shenandoah National Park and Monticello

Spend the morning driving through Shenandoah National Park, enjoying vast mountain views from the numerous vista points that line Skyline Drive. After exiting Shenandoah National Park, you’ll turn left and cruise south to Charlottesville. This town sits on the foothills of the Blue Ridge Mountains in central Virginia and is close to Thomas Jefferson’s famous home in Monticello.

Location:

Monticello, VA

Drive:

92 miles

Charlottesville, VA - Monticello
13

Last stop... Williamsburg and The Colonial Parkway

The final leg of this Capital Region road trip takes you southeast to Richmond and then along the James River to The Colonial Parkway area. Consider a visit to one of the plantation homes on the north shore of the James River; the most historic of these is Berkeley Plantation, famous for being the birthplace of Thanksgiving. Complete the day by arriving in The Colonial Parkway, home to three historic towns – Williamsburg, Yorktown and Jamestown.

Location:

Williamsburg, VA

Drive:

131 miles

Williamsburg, Colonial Parkway, Virginia, USA
14

Historic Williamsburg, Yorktown and Jamestown

Spend the morning exploring Williamsburg and watch for historical reenactments as you wander around the cobbled streets of this former colonial powerhouse. Spend the afternoon visiting the nearby Jamestown Settlement, a living history museum chronicling 17th-century explorers and their interactions with Native Americans. If you’ve had enough history for one holiday, then you can spend the day thrill-seeking at Busch Gardens Theme Park. Tomorrow, you’ll return to Washington Dulles International Airport and fly home.

Location:

Williamsburg, VA

Drive:

0 miles

Colonial Soldier, Williamsburg, VA

Share this trip

Frequently Asked Questions

You’ll find answers to most of your questions right here. If you still need assistance, Feel free to get in touch, and we’ll be sure to get back to you promptly!

Can I Add Extra Nights To The Road Trips?

Not a problem. If you are lucky enough to have extra time to explore more places or add more rest days, then just let us know and we’ll adjust your trip to match your preferred timescale.

Must I Have Travel Insurance?

We strongly advise that you purchase travel insurance for your holiday to cover you against medical expenses, theft and other financial costs. Should you need to cancel before travelling, some insurance policies may pay out for any loss of funds that have been paid to us and which cannot be refunded under our cancellation policy.

Can I Do A One-Way Rental?

Many of our trips have a different end destination than the starting point, so this is not a problem. Please note a fee sometimes applies for one-way rentals between other regions or states, which will be paid to the supplier directly when collecting the vehicle. We’ll endeavour to inform you of this charge within your quote.

Am I Limited To Certain Hotels Or Chains?

No, far from it. We work with a range of properties from 3* to 5*, so we can adapt the trip to match most budgets. We have access to rooms in more than 800 hotels, motels, lodges and B&Bs across North America.

How Old Do I Need To Be?

The minimum age to rent a car is 21 in the United States or Canada, although, in addition, any drivers under 25 years of age will generally incur a surcharge.

Request a Quote

Please use the form below to request a quote from our team. Fields marked with an * are mandatory. Please note that we currently only serve customers based in the UK & The EU.

Your Details
Trip Details

Adults

kids

Rooms

Beds

Preferred Standard

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Similar Trips

Not quite what you’re looking for? Get in touch to discuss your Bespoke Road Trip plans, or check out these similar road trip itineraries…

Our Trusted Partners And Providers

ARTCo customers can be confident that we only work with the very best service providers, such as Virgin Atlantic, British Airways and Alamo. Any payments made to us are fully protected via the government’s ATOL scheme (Flight packages) or Financial Failure Insurance (Non-Flight Packages).

Request A Quote
arrow_downarrow_leftarrow_rightbriefcase calendarchevron-downchevron-upcircle-arrowcircle-crosscircleclosecrossdistanceemailhotel-althotel-oldhotelletterlocationmapmenu-togglenavigationpaint-linephoneplaneAsset 1red-cross shieldsocial_facebooksocial_googleplussocial_instagramsocial_linkedin_altsocial_linkedinsocial-pinterestlogo-twitter-glyph-32social-xsocial-youtubestamp-66stamp-np