59 days in Virginia & Blue Ridge Itinerary

59 days in Virginia & Blue Ridge Itinerary

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Route & dates

59 days in Virginia & Blue Ridge Itinerary

Start: Washington DC
Train:  15 min
1
Alexandria
— 2 nights
Drive:  30 min
2
Lorton
— 1 day
Drive:  1 h 15 min
3
Stratford
— 1 night
Drive:  1 h 15 min
4
Fredericksburg
— 2 nights
5
Fredericksburg
— 2 nights
Drive:  1 h 45 min
6
Winchester
— 2 nights
Drive:  1 h 15 min
7
Shenandoah Caverns
— 1 night
Drive:  1 h
8
Shenandoah National Park
— 2 nights
Drive:  1 h 15 min
9
Charlottesville
— 2 nights
10
Charlottesville
— 3 nights
Fly + Taxi:  1 h 30 min
11
Leesburg
— 2 nights
+2
Taxi + Fly + Drive:  4 h 15 min
12
Blue Ridge
— 2 nights
Drive:  4 h 15 min
13
Big Stone Gap
— 2 nights
Drive:  1 h 30 min
14
Abingdon
— 3 nights
Drive:  3 h
15
Roanoke
— 2 nights
Drive:  1 h
16
Lexington
— 2 nights
Bus:  45 min
17
Staunton
— 2 nights
Drive:  2 h
18
Richmond
— 2 nights
Drive:  45 min
19
Petersburg
— 2 nights
Drive:  45 min
20
Charles City
— 2 nights
Drive:  45 min
21
Surry
— 1 night
Drive:  30 min
22
Williamsburg
— 3 nights
Bus:  30 min
23
Newport News
— 2 nights
Drive:  15 min
24
Hampton
— 2 nights
Bus:  15 min
25
Norfolk
— 2 nights
Drive:  30 min
26
Virginia Beach
— 2 nights
27
Virginia Beach
— 3 nights
Drive:  2 h 30 min
28
Chincoteague Island
— 2 nights
Drive:  3 h 45 min
29
Arlington
— 3 nights
Drive:  15 min
End: Washington DC

2
nights
Alexandria

Alexandria ©
Just a few metro stops away from the bustle of Washington D.C., Alexandria provides a respite from the fast-paced capital.
Your day-by-day itinerary now includes Old Presbyterian Meeting House as well as Alexandria's Christ Church. Kick off your visit on the 27th (Mon): admire the landmark architecture of George Washington's Mount Vernon, contemplate the long history of Alexandria's Christ Church, and then contemplate in the serene atmosphere at Old Presbyterian Meeting House.

For traveler tips, ratings, reviews, and other tourist information, use the Alexandria journey maker app

Washington DC to Alexandria is an approximately half hour car ride. You can also take a train; or take a subway. In November, plan for daily highs up to 58°F, and evening lows to 41°F. You'll set off for Lorton on the 29th (Wed).

Things to do in Alexandria

Historic Sites Museums

Side Trip

George Washington's Mount Vernon
Highlights from your plan
George Washington's Mount Vernon ©
George Washington's Mount Vernon
Alexandria's Christ Church ©
Alexandria's Christ Church
Old Presbyterian Meeting House ©
Old Presbyterian Meeting House

1
day
Lorton

Lorton ©
Lorton is a census-designated place (CDP) in Fairfax County, Virginia, United States. On the 29th (Wed), contemplate the long history of George Washington's Distillery & Gristmill, then identify plant and animal life at Hidden Pond Nature Center, and then contemplate the waterfront views at Burke Lake Park.

Quickly create a custom-made itinerary for Lorton using our trip planner.

Lorton is very close to Alexandria. In November, daily temperatures in Lorton can reach 57°F, while at night they dip to 37°F. Wrap up your sightseeing on the 29th (Wed) early enough to travel to Stratford.

Things to do in Lorton

Parks Wildlife Nature

Side Trips

Burke Lake Park, Hidden Pond Nature Center, George Washington's Distillery & Gristmill
Highlights from your plan
Burke Lake Park ©
Burke Lake Park
Hidden Pond Nature Center ©
Hidden Pond Nature Center

1
night
Stratford

Stratford ©
Start off your visit on the 30th (Thu): relax in the rural setting at Westmoreland Berry Farm & Market, then appreciate the history behind George Washington Birthplace, and then make a trip to Stratford Hall Plantation.

Take the guesswork out of planning a Stratford vacation by using our trip itinerary maker.

You can drive from Lorton to Stratford in 1.5 hours. In November, daytime highs in Stratford are 55°F, while nighttime lows are 39°F. Finish your sightseeing early on the 30th (Thu) so you can travel to Fredericksburg.

Things to do in Stratford

Historic Sites Museums

Side Trips

Westmoreland Berry Farm & Market, George Washington Birthplace National Monument
Highlights from your plan
Stratford Hall ©
Stratford Hall
Westmoreland Berry Farm & Market ©
Westmoreland Berry Farm & Market

2
nights
Fredericksburg

Fredericksburg ©
Fredericksburg is an independent city located in the Commonwealth of Virginia in the Eastern United States. Kick off your visit on the 1st (Fri): take in the history at Battlefield Fredericksburg, then appreciate the extensive heritage of Old Town, and then get engrossed in the history at White Oak Civil War Museum. Keep things going the next day: steep yourself in history at BRANDY STATION FOUNDATION, do a tasting at Morais Vineyards & Winery, then steep yourself in history at Chatham Manor, and finally steep yourself in history at Fredericksburg and Spotsylvania National Military Park.

To see ratings, where to stay, and more tourist information, read our Fredericksburg holiday planner

Getting from Stratford to Fredericksburg by car takes about an hour. In November, daytime highs in Fredericksburg are 60°F, while nighttime lows are 38°F. Cap off your sightseeing on the 2nd (Sat) early enough to travel to Fredericksburg.

Things to do in Fredericksburg

Historic Sites Museums Wineries

Side Trips

Brandy Station Foundation, Morais Vineyards, White Oak Civil War Museum
Highlights from your plan
Chatham Manor ©
Chatham Manor
White Oak Civil War Museum ©
White Oak Civil War Museum

2
nights
Fredericksburg

Fredericksburg ©
Start off your visit on the 3rd (Sun): brush up on your military savvy at National Museum of the Marine Corps, appreciate the extensive heritage of Fredericksburg and Spotsylvania National Military Park-Battle of Chancellorsville, then contemplate the long history of Mary Washington House, and finally contemplate the long history of Masonic Lodge. On your second day here, play a few rounds at Gauntlet Golf Club, then explore the galleries of The Rising Sun Tavern, and then appreciate the extensive heritage of Old Town.

To find ratings, where to stay, and tourist information, go to the Fredericksburg online holiday builder

Finish your sightseeing early on the 4th (Mon) so you can drive to Winchester.

Things to do in Fredericksburg

Historic Sites Outdoors Golf

Side Trips

National Museum of the Marine Corps, Chancellorsville Battlefield Visitor Center
Highlights from your plan
National Museum of the Marine Corps ©
The Rising Sun Tavern ©
The Rising Sun Tavern

2
nights
Winchester

Winchester ©
Winchester is an independent city located in the northwestern portion of the Commonwealth of Virginia. Start off your visit on the 5th (Tue): explore the different monuments and memorials at Stonewall Confederate Cemetery, then examine the collection at Strasburg Museum, then catch all the local highlights with The Wagon Wheel Ranch, and finally stop by Marker-Miller Orchards. Get ready for a full day of sightseeing on the 6th (Wed): get advice or help at Cedar Creek & Belle Grove National Historical Park Visitors Contact Station.

To find photos, reviews, more things to do, and other tourist information, you can read our Winchester online driving holiday planner

Drive from Fredericksburg to Winchester in 2 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of train and taxi. In December in Winchester, expect temperatures between 49°F during the day and 33°F at night. Wrap up your sightseeing on the 6th (Wed) early enough to travel to Shenandoah Caverns.

Things to do in Winchester

Parks Nature Tours

Side Trips

Strasburg Museum, Cedar Creek & Belle Grove National Historical Park Visitors Contact Station
Highlights from your plan
The Wagon Wheel Ranch ©
The Wagon Wheel Ranch
Strasburg Museum ©
Strasburg Museum
Marker-Miller Orchards ©
Marker-Miller Orchards

1
night
Shenandoah Caverns

Shenandoah Caverns ©
Kick off your visit on the 7th (Thu): take in the history at New Market State Historical Park, trek along Massanutten Storybook Trail, and then see the interesting displays at American Celebration on Parade.

To see traveler tips, ratings, photos, and other tourist information, you can read our Shenandoah Caverns trip app

You can drive from Winchester to Shenandoah Caverns in an hour. Expect a daytime high around 51°F in December, and nighttime lows around 33°F. Finish your sightseeing early on the 7th (Thu) to allow enough time to travel to Shenandoah National Park.

Things to do in Shenandoah Caverns

Trails Parks Outdoors

Side Trips

New Market State Historical Park, Massanutten Storybook Trail, Shenandoah Caverns
Highlights from your plan
New Market State Historical Park ©
New Market State Historical Park
Shenandoah Caverns ©
Shenandoah Caverns

2
nights
Shenandoah National Park

Shenandoah National Park ©
Shenandoah National Park showcases a particularly scenic section of Virginia's Blue Ridge Mountains.
Start off your visit on the 8th (Fri): examine the collection at The Heritage Museum, Harrisonburg-Rockingham Historical Society and then look for all kinds of wild species at Elkwallow Picnic Area. On the next day, trek along Mary's Rock Summit Trail, then learn about winemaking at White Hall Vineyards, and then learn about winemaking at Glass House Winery.

Plan a trip to Shenandoah National Park easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by car from Shenandoah Caverns to Shenandoah National Park takes 2 hours. Finish up your sightseeing early on the 9th (Sat) so you can go by car to Charlottesville.

Things to do in Shenandoah National Park

Parks Trails Wildlife

Side Trips

Glass House Winery, White Hall Vineyards, The Heritage Museum
Highlights from your plan
Elkwallow Picnic Area ©
Elkwallow Picnic Area
Mary's Rock Summit Trail ©
Mary's Rock Summit Trail
The Heritage Museum ©
The Heritage Museum

2
nights
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Kick off your visit on the 10th (Sun): experience rural life at The Market at Grelen, then deepen your understanding at The Glass Palette - Interactive Glass Art Studio, and then steep yourself in history at James Monroe's Highland. On the 11th (Mon), you'll have a packed day of sightseeing: experience rural life at Carter Mountain Orchard, then take an in-depth tour of Civil War Medical Museum, and then steep yourself in history at James Madison's Montpelier.

To see maps, more things to do, reviews, and other tourist information, read our Charlottesville trip maker tool

You can drive from Shenandoah National Park to Charlottesville in 1.5 hours. In December in Charlottesville, expect temperatures between 48°F during the day and 30°F at night. Wrap up your sightseeing on the 11th (Mon) to allow time to travel to Charlottesville.

Things to do in Charlottesville

Historic Sites Museums

Side Trips

The Market at Grelen, The Exchange Hotel Civil War Medical Museum, James Madison's Montpelier
Highlights from your plan

3
nights
Charlottesville

Charlottesville ©
Discover out-of-the-way places like James Madison's Montpelier and High Bridge Trail State Park. Appreciate the collections at Thomas Jefferson Foundation and Kluge-Ruhe Aboriginal Art Collection of the University of Virginia. Go for a jaunt from Charlottesville to Orange to see James Madison Museum about 40 minutes away. Enjoy Charlottesville some more: tour the pleasant surroundings at Saunders-Monticello Trail, explore the world behind art at The Fralin Museum of Art at the University of Virginia, and contemplate the long history of Mulberry Row.

To find more things to do, reviews, where to stay, and tourist information, refer to the Charlottesville visit app

Wrap up your sightseeing on the 14th (Thu) early enough to travel to Leesburg.

Things to do in Charlottesville

Parks Historic Sites Museums

Side Trips

High Bridge Trail State Park, James Madison's Montpelier, James Madison Museum
Highlights from your plan
James Madison's Montpelier ©
James Madison's Montpelier
Mulberry Row ©
Mulberry Row
Monticello ©
Monticello

2
nights
Leesburg

Leesburg ©
Leesburg is a historic town within and the county seat of Loudoun County, Virginia. Kick off your visit on the 15th (Fri): hike along Appalachian National Scenic Trail, then see the interesting displays at Roads and Rails Museum, and then take in the exciting artwork at Delaplaine Visual Arts Education Center. On the next day, see the interesting displays at The Fauquier History Museum at the Old Jail, then take an in-depth tour of Pry House Field Hospital Museum, and then stroll the grounds of Antietam National Cemetery.

To see more things to do, photos, and other tourist information, you can read our Leesburg itinerary planning website

Traveling by combination of flight and taxi from Charlottesville to Leesburg takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or drive. In December, daily temperatures in Leesburg can reach 45°F, while at night they dip to 30°F. Wrap up your sightseeing on the 16th (Sat) to allow time to travel to Blue Ridge.

Things to do in Leesburg

Museums Trails Parks

Side Trips

Frederick, Pry House Field Hospital Museum, Antietam National Cemetery, The Fauquier History Museum at the Old Jail, Appalachian National Scenic Trail
Highlights from your plan
Roads and Rails Museum ©
Roads and Rails Museum
Pry House Field Hospital Museum ©
Pry House Field Hospital Museum
Antietam National Cemetery ©
Antietam National Cemetery

2
nights
Blue Ridge

Blue Ridge ©
A small resort town located in Georgia's "Historic High Country," Blue Ridge sits right on the national scenic trail that follows the Appalachian mountain range for over 3,300 km (2,100 mi).
Kick off your visit on the 17th (Sun): take in the dramatic scenery at Bald River Falls, then see the interesting displays at Ducktown Basin Museum, and then don't miss a visit to Fields of the Wood. Get ready for a full day of sightseeing on the next day: relax in the rural setting at Mercier Orchards, examine the collection at Charlemagne's Kingdom, and then take in the dramatic scenery at Raven Cliff Falls.

To find maps, traveler tips, and other tourist information, use the Blue Ridge travel planning site

Traveling by combination of taxi, flight, and car from Leesburg to Blue Ridge takes 4.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Expect somewhat warmer temperatures when traveling from Leesburg in December; daily highs in Blue Ridge reach 53°F and lows reach 36°F. Finish your sightseeing early on the 18th (Mon) so you can travel to Big Stone Gap.

Things to do in Blue Ridge

Parks Trails Outdoors

Side Trips

Helen, Fields of the Wood, Bald River Falls, Ducktown Basin Museum
Highlights from your plan
Bald River Falls ©
Bald River Falls
Fields of the Wood ©
Fields of the Wood
Ducktown Basin Museum ©
Ducktown Basin Museum

2
nights
Big Stone Gap

Big Stone Gap ©
Big Stone Gap is a town in Wise County, Virginia, United States. On the 19th (Tue), take an in-depth tour of Southwest Virginia Museum, then explore the striking landscape at Natural Tunnel State Park, and then take an in-depth tour of Kentucky Coal Mining Museum. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Bays Mountain Park & Planetarium, contemplate the long history of Netherland Inn, and then contemplate the long history of Allandale Mansion.

To see other places to visit, reviews, ratings, and other tourist information, use the Big Stone Gap trip itinerary maker app

Getting from Blue Ridge to Big Stone Gap by car takes about 5 hours. Traveling from Blue Ridge in December, things will get a bit cooler in Big Stone Gap: highs are around 44°F and lows about 29°F. Finish your sightseeing early on the 20th (Wed) so you can travel to Abingdon.

Things to do in Big Stone Gap

Parks Historic Sites Wildlife

Side Trips

Kingsport, Natural Tunnel State Park, Kentucky Coal Mining Museum
Highlights from your plan
Bays Mountain Park & Planetarium ©
Bays Mountain Park & Planetarium
Natural Tunnel State Park ©
Natural Tunnel State Park
Southwest Virginia Museum ©
Southwest Virginia Museum

3
nights
Abingdon

Abingdon ©
Abingdon is a town in Washington County, Virginia, United States, southwest of Roanoke. On the 21st (Thu), immerse yourself in nature at Sycamore Shoals State Historic Park, then contemplate the long history of Gray Fossil Site and General Shale Natural History Museum, and then steep yourself in history at Rocky Mount State Historic Site. Get ready for a full day of sightseeing on the next day: grab your bike and head to Virginia Creeper Trail Club, then tour the pleasant surroundings at Backbone Rock, and then stop by Abingdon Olive Oil Company.

To see more things to do, reviews, maps, and more tourist information, you can read our Abingdon trip planner

You can drive from Big Stone Gap to Abingdon in 1.5 hours. In December, daily temperatures in Abingdon can reach 47°F, while at night they dip to 30°F. Wrap up your sightseeing by early afternoon on the 23rd (Sat) to allow time for travel to Roanoke.

Things to do in Abingdon

Parks Trails Outdoors

Side Trips

Gray Fossil Site, Museum of the Middle Appalachians, Sycamore Shoals State Historic Park, Backbone Rock, Rocky Mount Museum
Highlights from your plan
Sycamore Shoals State Historic Park ©
Sycamore Shoals State Historic Park
Museum of the Middle Appalachians ©
Museum of the Middle Appalachians
Gray Fossil Site ©
Gray Fossil Site

2
nights
Roanoke

Roanoke ©
Roanoke is an independent city in the U.S. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Greenbrier Historical Society and North House Museum and then identify plant and animal life at The Greenbrier.

To see traveler tips and more tourist information, go to the Roanoke day trip planning tool

Getting from Abingdon to Roanoke by car takes about 2.5 hours. Prepare for somewhat warmer weather when traveling from Abingdon in December: high temperatures in Roanoke hover around 54°F and lows are around 36°F. Cap off your sightseeing on the 25th (Mon) early enough to go by car to Lexington.

Things to do in Roanoke

Parks Wildlife Historic Sites

Side Trips

The Greenbrier, Booker T. Washington National Monument, Greenbrier Historical Society and North House Museum
Highlights from your plan
The Greenbrier ©
The Greenbrier
Virginia Museum of Transportation ©
Virginia Museum of Transportation
Booker T. Washington National Monument ©

2
nights
Lexington

Lexington ©
Home to two prestigious educational institutions, Lexington was founded in 1778.
Appomattox Court House National Historical Park has been added to your itinerary. On the 26th (Tue), identify plant and animal life at Virginia Safari Park and then explore the wealth of natural beauty at Appomattox Court House National Historical Park. On the 27th (Wed), you'll have a packed day of sightseeing: take an in-depth tour of C & O Railway Heritage Center, take in the dramatic scenery at Falling Springs Waterfall, and then admire the verdant scenery at Shenandoah Valley.

For other places to visit, more things to do, photos, and more tourist information, read our Lexington online trip itinerary builder

Getting from Roanoke to Lexington by car takes about an hour. Other options: do a combination of bus and taxi. Traveling from Roanoke in December, expect Lexington to be slightly colder, temps between 38°F and 25°F. Finish your sightseeing early on the 27th (Wed) to allow enough time to drive to Staunton.

Things to do in Lexington

Parks Nature Wildlife

Side Trips

C & O Railway Heritage Center, Appomattox Court House National Historical Park, Falling Springs Waterfall, Shenandoah Valley, Virginia Safari Park
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Falling Springs Waterfall ©
Falling Springs Waterfall

2
nights
Staunton

Staunton ©
Staunton is an independent city in the U.S. Kick off your visit on the 28th (Thu): admire the masterpieces at P Buckley Moss Museum, explore by horseback at Star B Stables, and then browse the exhibits of Frontier Culture Museum. Keep things going the next day: see the interesting displays at The Camera Heritage Museum, then take an in-depth tour of Valley Brethren-Mennonite Heritage Center, then take in the dramatic natural features at Natural Chimneys, and finally explore the world behind art at R.R. Smith Center for History & Art.

To find traveler tips, where to stay, and more tourist information, use the Staunton trip app

Drive from Lexington to Staunton in an hour. When traveling from Lexington in December, plan for somewhat warmer days in Staunton, with highs around 47°F, while nights are about the same with lows around 28°F. Finish up your sightseeing early on the 29th (Fri) so you can go by car to Richmond.

Things to do in Staunton

Museums Parks Trails

Side Trips

Natural Chimneys Park and Campground, P Buckley Moss Museum, Brethren & Mennonite Heritage Center
Highlights from your plan
Frontier Culture Museum ©
Frontier Culture Museum
P Buckley Moss Museum ©
P Buckley Moss Museum
Camera Heritage Museum ©
Camera Heritage Museum

2
nights
Richmond

Richmond ©
The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.
Start off your visit on the 30th (Sat): steep yourself in history at Henricus Historical Park, then relax in the rural setting at Maymont, then explore the world behind art at Virginia Museum of Fine Arts, and finally get to know the fascinating history of Fan District. Get ready for a full day of sightseeing on the next day: take in the history at Cold Harbor Battlefield Visitor Center, take an in-depth tour of The Valentine, and then learn about all things military at The American Civil War Museum- White House and Museum of the Confederacy.

For where to stay, traveler tips, more things to do, and tourist information, you can read our Richmond trip itinerary planner

You can drive from Staunton to Richmond in 2 hours. Another option is to do a combination of train and bus. Prepare for a bit warmer weather when traveling from Staunton in December: high temperatures in Richmond hover around 56°F and lows are around 37°F. Wrap up your sightseeing on the 31st (Sun) early enough to travel to Petersburg.

Things to do in Richmond

Historic Sites Museums Neighborhoods

Side Trips

Henricus Historical Park, Cold Harbor Battlefield Park
Highlights from your plan
Henricus Historical Park ©
Henricus Historical Park
White House of the Confederacy ©
White House of the Confederacy
Virginia Museum of Fine Arts ©
Virginia Museum of Fine Arts

2
nights
Petersburg

Petersburg ©
Petersburg is an independent city in the U.S. On the 1st (Mon), get engrossed in the history at Pamplin Historical Park, then explore the different monuments and memorials at Poplar Grove National Cemetery, and then see the interesting displays at Keystone Tractor Works LLC. Keep things going the next day: steep yourself in history at Farmers Bank, learn about all things military at US Army Quartermaster Museum, then witness the site of a historic battle at Petersburg National Battlefield Park, and finally stroll the grounds of Blandford Church and Cemetery.

For reviews, where to stay, and other tourist information, read Petersburg trip maker site

Petersburg is just a short distance from Richmond. Traveling from Richmond in December, expect little chillier with lows of 31°F in Petersburg. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Charles City.

Things to do in Petersburg

Historic Sites Museums Parks

Side Trips

Keystone Tractor Works, US Army Quartermaster Museum
Highlights from your plan
Pamplin Historical Park ©
Pamplin Historical Park
Blandford Church and Cemetery ©
Blandford Church and Cemetery
Petersburg National Battlefield Park ©

2
nights
Charles City

Charles City ©
Charles City is an unincorporated community and census-designated place (CDP) in Charles City County, Virginia, United States. On the 3rd (Wed), take in the history at Berkeley Plantation, then steep yourself in history at Edgewood Plantation, and then contemplate the long history of Westover Plantation. On the 4th (Thu), you'll have a packed day of sightseeing: tee off at Royal New Kent and then steep yourself in history at Shirley Plantation.

For photos, more things to do, and other tourist information, refer to the Charles City day trip planning site

Drive from Petersburg to Charles City in an hour. In January, plan for daily highs up to 47°F, and evening lows to 29°F. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to Surry.

Things to do in Charles City

Historic Sites Outdoors Golf

Side Trip

Royal New Kent
Highlights from your plan
Berkeley Plantation ©
Berkeley Plantation
Shirley Plantation ©
Shirley Plantation
Westover Plantation ©
Westover Plantation

1
night
Surry

Surry ©
Surry is an incorporated town in Surry County, Virginia, United States. Start off your visit on the 5th (Fri): admire the majestic nature at Chippokes Plantation State Park, then admire the striking features of Bacon's Castle, and then experience rural life at College Run Farms.

To find other places to visit and more tourist information, go to the Surry road trip planner

Traveling by car from Charles City to Surry takes an hour. In January, daily temperatures in Surry can reach 50°F, while at night they dip to 30°F. Finish your sightseeing early on the 5th (Fri) to allow enough time to travel to Williamsburg.

Things to do in Surry

Parks Nature Historic Sites
Highlights from your plan
Chippokes Plantation State Park ©
Chippokes Plantation State Park
Bacon's Castle ©
Bacon's Castle
College Run Farms ©
College Run Farms

3
nights
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Get some historical perspective at Bruton Parish Episcopal Church and Historic Jamestowne. Get a sense of the local culture at Colonial Williamsburg and Jamestown Settlement. There's lots more to do: contemplate the long history of Bassett Hall, explore the wealth of natural beauty at Colonial National Historic Park, kick back and relax at Yorktown Beach, and immerse yourself in nature at York River State Park.

To see reviews, photos, where to stay, and more tourist information, read our Williamsburg trip itinerary builder app

You can drive from Surry to Williamsburg in an hour. Expect a daytime high around 49°F in January, and nighttime lows around 31°F. Finish your sightseeing early on the 8th (Mon) so you can drive to Newport News.

Things to do in Williamsburg

Parks Historic Sites Nature

Side Trip

Yorktown Beach
Highlights from your plan
Bassett Hall ©
Bassett Hall
Bruton Parish Episcopal Church ©
Bruton Parish Episcopal Church
Colonial Williamsburg ©
Colonial Williamsburg

2
nights
Newport News

Newport News ©
Newport News is an independent city in the Commonwealth of Virginia. Kick off your visit on the 9th (Tue): hike along The Noland Trail, then take an in-depth tour of Isle of Wight County Museum, and then take in the spiritual surroundings of Historic St. Luke's Church Museum. On the 10th (Wed), you'll have a packed day of sightseeing: grab your bike and head to Newport News Park, explore the different monuments and memorials at Yorktown National Cemetery, and then see the interesting displays at Mariners' Museum Park.

For ratings, more things to do, and other tourist information, refer to the Newport News holiday maker

Newport News is very close to Williamsburg. January in Newport News sees daily highs of 48°F and lows of 30°F at night. Wrap up your sightseeing on the 10th (Wed) early enough to drive to Hampton.

Things to do in Newport News

Parks Trails Outdoors

Side Trips

Smithfield, Yorktown National Cemetery
Highlights from your plan
St. Luke's Historic Church & Museum ©
The Mariners' Museum & Park ©
The Mariners' Museum & Park
The Noland Trail ©
The Noland Trail

2
nights
Hampton

Hampton ©
Hampton is an independent city in the Commonwealth of Virginia. On the 11th (Thu), examine the collection at Fort Monroe's Casemate Museum, then examine the collection at Air Power Park, and then get engrossed in the history at Hampton History Museum. On your second day here, tee off at Bay Creek Golf Club, look for gifts at Gull Hummock Gourmet Market, and then stroll the grounds of Tomb of Custis.

For photos, reviews, ratings, and other tourist information, go to the Hampton itinerary planner

Hampton is just a short distance from Newport News. In January in Hampton, expect temperatures between 47°F during the day and 31°F at night. Finish your sightseeing early on the 12th (Fri) to allow enough time to take a bus to Norfolk.

Things to do in Hampton

Museums Outdoors Golf

Side Trip

Cape Charles
Highlights from your plan
Fort Monroe's Casemate Museum ©
Fort Monroe's Casemate Museum
Hampton History Museum ©
Hampton History Museum
Air Power Park ©
Air Power Park

2
nights
Norfolk

Norfolk ©
Norfolk formed around a natural harbor that’s home to the world’s largest naval base, which helped cement the city as a keystone for strategic military planning and government.
Kick off your visit on the 13th (Sat): browse for treasures at Skipjack Nautical Wares & Marine Art Gallery, then contemplate the long history of Riddick's Folly House Museum, and then tour the pleasant surroundings at Dismal Swamp Canal Trail. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Hermitage Museum and Gardens, admire the masterpieces at Chrysler Museum of Art, then contemplate the long history of Moses Myers House, and finally shop like a local with MacArthur Center.

For traveler tips, where to stay, more things to do, and other tourist information, you can read our Norfolk road trip planning tool

Norfolk is just a stone's throw from Hampton. Expect a daytime high around 49°F in January, and nighttime lows around 33°F. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Virginia Beach.

Things to do in Norfolk

Museums Trails Parks

Side Trips

Skipjack Nautical Wares & Marine Art Gallery, Riddick's Folly House Museum, Dismal Swamp Canal Trail
Highlights from your plan
Chrysler Museum of Art ©
Chrysler Museum of Art
Riddick's Folly House Museum ©
Riddick's Folly House Museum
Hermitage Museum and Gardens ©
Hermitage Museum and Gardens

2
nights
Virginia Beach

Virginia Beach ©
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Start off your visit on the 15th (Mon): identify plant and animal life at Eastern Shore of Virginia National Wildlife Refuge. Get ready for a full day of sightseeing on the 16th (Tue): explore the world behind art at Virginia Museum of Contemporary Art, brush up on your military savvy at Military Aviation Museum, and then enjoy the sea views from Cape Henry Lighthouse.

For where to stay, more things to do, ratings, and other tourist information, you can read our Virginia Beach holiday planner

Virginia Beach is just a stone's throw from Norfolk. In January in Virginia Beach, expect temperatures between 49°F during the day and 32°F at night. Wrap up your sightseeing on the 16th (Tue) early enough to travel to Virginia Beach.

Things to do in Virginia Beach

Parks Wildlife Nature

Side Trip

Eastern Shore of Virginia National Wildlife Refuge
Highlights from your plan
Military Aviation Museum ©
Military Aviation Museum
Cape Henry Lighthouse ©
Cape Henry Lighthouse

3
nights
Virginia Beach

Virginia Beach ©
Let the collections at Virginia Beach Surf & Rescue Museum and Virginia Aquarium & Marine Science Center capture your imagination. Step off the beaten path and head to Outer Banks Center for Wildlife Education and Currituck Banks Reserve. Get out of town with these interesting Virginia Beach side-trips: Corolla (Corolla Wild Horse Fund & Currituck Beach Lighthouse and Museum). Enjoy Virginia Beach some more: identify plant and animal life at Back Bay National Wildlife Refuge and steep yourself in history at Edgar Cayce's A.R.E. Association for Research and Enlightenment.

To find maps, traveler tips, reviews, and more tourist information, read Virginia Beach trip planning website

Finish up your sightseeing early on the 19th (Fri) so you can go by car to Chincoteague Island.

Things to do in Virginia Beach

Parks Wildlife Museums

Side Trip

Corolla
Highlights from your plan
Currituck Banks Reserve ©
Currituck Banks Reserve
Back Bay National Wildlife Refuge ©
Back Bay National Wildlife Refuge

2
nights
Chincoteague Island

Chincoteague Island ©
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Start off your visit on the 20th (Sat): explore the striking landscape of Chincoteague National Wildlife Refuge. Get ready for a full day of sightseeing on the next day: see the interesting displays at Chincoteague Bay Field Station, examine the collection at Delmarva Discovery Center, and then get a new perspective on things with Snug Harbor Marina Boat Rentals.

To see ratings, where to stay, and tourist information, use the Chincoteague Island trip itinerary maker website

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus. In January, daytime highs in Chincoteague Island are 46°F, while nighttime lows are 28°F. Cap off your sightseeing on the 21st (Sun) early enough to go by car to Arlington.

Things to do in Chincoteague Island

Parks Wildlife Nature

Side Trips

Delmarva Discovery Center, Chincoteague Bay Field Station
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Delmarva Discovery Center ©
Delmarva Discovery Center
Chincoteague Bay Field Station ©
Chincoteague Bay Field Station

3
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Your day-by-day itinerary now includes Arlington House - The Robert E. Lee Memorial as well as Pentagon Memorial. Start off your visit on the 22nd (Mon): identify plant and animal life at Hidden Oaks Nature Center, appreciate the history behind Air Force Memorial, and then appreciate the history behind Pentagon Memorial. Keep things going the next day: appreciate the extensive heritage of Tomb of the Unknowns, explore the different monuments and memorials at Arlington National Cemetery, and then contemplate the long history of Arlington House - The Robert E. Lee Memorial.

To find ratings, more things to do, photos, and more tourist information, go to the Arlington attractions planner

Traveling by car from Chincoteague Island to Arlington takes 4 hours. Alternatively, you can do a combination of bus, flight, and subway; or do a combination of taxi, flight, train, and subway. In January, daytime highs in Arlington are 43°F, while nighttime lows are 29°F. Wrap up your sightseeing by early afternoon on the 24th (Wed) to allow enough time to drive back home.

Things to do in Arlington

Parks Wildlife Historic Sites

Side Trips

Hidden Oaks Nature Center, Scott's Run Nature Preserve
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Arlington National Cemetery ©
Arlington National Cemetery

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