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Trip from Mount Jackson, VA to Chesapeake, VA

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Sep 6, 2026 · Editorial standards

Drive Time

4h 46m

Distance

225.8 mi

363 km

Drive Score

9/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$35

one way

EV Charging

Good

8 stations

Best Time to Leave

Save up to 40 min
4 AM
4h 33m ★
6 AM
4h 46m
8 AM
5h 13m
10 AM
4h 56m
12 PM
4h 53m
3 PM
4h 57m
5 PM
5h 12m
8 PM
4h 38m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Downtown Mount Jackson, VA, VA

Mount Jackson, VA

Sutharshan PiX

Downtown Chesapeake, VA, VA

Chesapeake, VA

Wikimedia Commons

Trip Overview

This 225.8-mile drive from Mount Jackson, VA to Chesapeake, VA is a solid single-day trip, taking approximately 4 hours and 46 minutes. You'll navigate a mix of major highways and scenic routes, with about 55% of the journey on highways. The estimated fuel cost for this trip is $39, making it an economical choice. Given its manageable length and mixed driving profile, this route is well-suited for a day trip, allowing you to reach your destination without needing an overnight stop. Both your origin and destination are within the Southeast region, so you'll experience a consistent regional feel throughout the drive.

Trip Pace

Same-day drive is realistic

A same-day return is possible, but it will make for a full day on the road.

Break Rhythm

1 planned break

Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.

Midpoint

112.9 miles from Mount Jackson, VA

A natural place for your longest stop of the day , about 2h 30m into the drive .

Main Roads

Road Distance Duration
I 64 106.8 mi 1h 58m
Spotswood Trail 30.5 mi 41m
Korean War Veterans Memorial Highway 22.9 mi 25m
US 340 17.1 mi 26m
James Madison Highway 11 mi 15m
Hampton Roads Beltway 6.8 mi 8m
East Lee Highway 6.5 mi 9m
Old Valley Pike 5.9 mi 8m
Longest stretch: I 64 — 106.8 mi, about 1h 58m

Traffic on I-64

Hour-of-day weekday pattern from 124 FHWA count stations on your route.

Peak

4 PM

~2,367 veh/hr typical · worst 2,885

Quietest

2 AM

~141 veh/hr

Peak-to-quiet ratio

16.8×

busier at peak than in the quiet hours

12a 6a noon 6p 11p

Averaged across 105 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).

Turn-by-Turn Driving Directions

Step-by-step road directions between Mount Jackson, VA and Chesapeake, VA.

1

Start on SR 1334

94 ft · 10 sec · Bridge Street
2

Turn left onto US 11

0.3 mi · 49 sec · Main Street
3

Continue on US 11

5.9 mi · 8 min · Old Valley Pike
4

Continue on US 11

0.6 mi · 1 min · North Congress Street
5

Turn left onto US 211

6.5 mi · 9 min · East Lee Highway
6

Turn right onto US 340

17 mi · 26 min · US 340
7

Turn left onto US 33 BUS

0.3 mi · 38 sec · US 33 BUS
Use the left lane.
8

Merge onto US 33

13 mi · 16 min · Spotswood Trail
9

Turn straight onto US 33

2.2 mi · 3 min · Stanardsville By-Pass
10

Continue on US 33

12 mi · 17 min · Spotswood Trail
11

Enter roundabout onto US 33

167 ft · 3 sec · Spotswood Trail
12

Continue on US 33

5.4 mi · 8 min · Spotswood Trail
13

Continue on US 33; VA 231

0.2 mi · 14 sec · North Main Street
14

Enter roundabout onto US 15; US 33

72 ft · 0 sec · US 15; US 33
15

Continue on US 15; US 33

0.7 mi · 1 min · US 15; US 33
16

Turn slight right onto US 15; US 33

0.4 mi · 34 sec · Martinsburg Avenue
17

Continue on US 15; US 33

11 mi · 15 min · James Madison Highway
18

Take the ramp

0.4 mi · 50 sec
19

Merge onto I 64

40 mi · 43 min · I 64
Use the straight lane.
20

Take the exit

1.2 mi · 1 min
Exit 177 Toward I 295 North: Washington, Norfolk Use the slight right lane.
21

Continue on I 295

23 mi · 25 min · Korean War Veterans Memorial Highway
Use the straight / slight right lanes.
22

Take the exit

1.3 mi · 2 min
Exit 28A Toward I 64 East: Norfolk, Virginia Beach Use the straight / slight right lanes.
23

Merge onto I 64

67 mi · 1 hr 15 min · I 64
Use the straight / slight right lanes.
24

Keep slight left at fork onto I 64; US 60

342 ft · 5 sec · Hampton Roads Beltway
25

Continue on I 64; US 60

3.5 mi · 4 min · Hampton Roads Bridge-Tunnel
26

Continue on I 64; US 60

6.7 mi · 8 min · Hampton Roads Beltway
Use the straight / slight right lanes.
27

Take the exit

0.2 mi · 32 sec
Exit 278 Toward VA 194 South: Chesapeake Boulevard Use the slight right lane.
28

Turn straight onto VA 194

2.1 mi · 3 min · Chesapeake Boulevard
Use the left lane.
29

Turn straight

135 ft · 7 sec
30

Turn left onto VA 247

1.1 mi · 1 min · Ballentine Boulevard
31

Turn right onto VA 166

0.9 mi · 1 min · East Princess Anne Road
32

Turn left onto VA 166

0.6 mi · 1 min · Park Avenue
33

Turn left onto US 460; VA 166; VA 168

0.3 mi · 57 sec · East Brambleton Avenue
Use the left / straight / right lanes.
34

Continue on US 460; VA 166; VA 168

0.7 mi · 1 min · Campostella Road
35

Turn right onto US 460; VA 166

0.7 mi · 1 min · Wilson Road
Use the right lane.
36

Continue on US 460; VA 166

0.3 mi · 27 sec · 22nd Street
37

Continue on US 460; VA 166

0.3 mi · 29 sec · Poindexter Street
Use the straight lane.
38

Turn right onto D Street

412 ft · 18 sec · D Street
39

Arrive at destination

D Street

Trip Plan

For this 4-hour and 46-minute drive, consider an early morning departure to maximize your daylight hours and avoid potential traffic. With a total of 225.8 miles, you'll encounter one significant stretch of 106.8 miles on I-64, so plan your first break accordingly. The $39 fuel cost is relatively low, but always keep an eye on your gauge, especially before embarking on longer highway segments. Since this is a feasible one-day trip, you have the flexibility to stop when needed, but be mindful of the highway share, which is 55%, to maintain your schedule.

Morning Departure

An early start around 7-8 AM gets you there with plenty of daylight left.

Evening Departure

A late afternoon start means arriving after dark. Morning is better.

You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 112.9 miles from Mount Jackson, VA, or about 2h 30m into the drive.
The longest continuous stretch on this route runs about 106.8 miles.

This is a comfortable same-day trip.

Departure

Before you leave

Start with fuel, water, and navigation already sorted so the first hour feels easy.

First stop

Around 50 miles or 1h 12m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 112.9 miles or 2h 30m in

This is the best place for your longest stop, a real meal, and a full fuel check.

Final approach

Final hour starts around 3h 52m

Traffic, exits, and arrival timing usually matter more near Chesapeake, VA than in the middle of the route.

Before You Leave

+

Open the route before leaving Mount Jackson, VA so your first major turns are already loaded.

+

Leave with enough water and a charging cable within reach, not packed away.

+

Check your fuel range against the first long segment, especially if you are starting outside city service areas.

Day 1

Settle into the route from Mount Jackson, VA

This is one driving day of about 225.8 miles and 4h 46m.

Your first comfortable stop window is around 50 miles from Mount Jackson, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on I 64 for about 106.8 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Downtown Charlottesville, VA, VA

Mid-route town

Meal stop

Charlottesville, VA

113 mi into the route

Best for: Lunch, fuel, and a longer reset

This sits close to the middle of the route, so it works well for the longest stop of the day.

Pacing Suggestions

Charlottesville, VA

Fuel and coffee

A short stop after about 50 miles helps settle the day before fatigue starts building.

Glen Allen, VA

Meal break

The midpoint is around 112.9 miles from Mount Jackson, VA, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before I 64 if your tank is already low. That segment runs about 106.8 miles.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Stops Along Your Drive

Picked by where they fit in your drive — first break, midpoint reset, final stretch.

Best meal stop · early in the drive

Well Hung Vineyard - Restaurant

4.6 ★ ★ ★ ★ ★

Gordonsville, Virginia

Early in the drive, right off the route

Early stretch · 1h 22m in 0.3 mi from route ~1 min detour $20 to $30

Hours: 11 am–8 pm

+15404065164

Visit website

Juan's Mexican Cafe and Cantina

4.2 ★ ★ ★ ★ ☆

Newport News, Virginia

0.4 mi

Early Bird Cafe

4.9 ★ ★ ★ ★ ★

Quinton, Virginia

0.6 mi

Best coffee break · home stretch

Tous les Jours Bakery & Cafe - Newport News

4.5 ★ ★ ★ ★ ★

Newport News, Virginia

Near the end, right off the route

Home stretch · 41min to go 0.5 mi from route ~1 min detour $10 to $20

Hours: 7 am–10 pm

+17577553134

Visit website

Well Hung Vineyard - Restaurant

4.6 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.3 mi from route ~1 min detour $20 to $30

Gordonsville, Virginia

Hours: 11 am–8 pm

+15404065164

Visit website

Juan's Mexican Cafe and Cantina

4.2 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 0.4 mi from route ~1 min detour Moderately

Newport News, Virginia

Hours: 11 am–10 pm

+17578775826

Visit website

Early Bird Cafe

4.9 ★ ★ ★ ★ ★

Around the midpoint, right off the route

Final third 0.6 mi from route ~1 min detour $1 to $10

Quinton, Virginia

Hours: 6 am–1 pm

+18042464145

Visit website

Satterwhite's Restaurant

4.6 ★ ★ ★ ★ ★

Around the midpoint, short detour

Halfway reset 1.5 mi from route ~4 min detour $10 to $20

Manakin-Sabot, Virginia

Hours: 7 am–2 pm

+18047841994

Visit website

Tropical Smoothie Cafe

4.1 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 1.9 mi from route ~5 min detour $10 to $20

Newport News, Virginia

Hours: 10 am–7 pm

+17573695533

Visit website

Peter Chang

4.2 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 2.7 mi from route ~7 min detour $10 to $20

Williamsburg, Virginia

Hours: 11 am–9:30 pm

+17573455829

Visit website

Green Leafe Cafe

4.3 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 2.9 mi from route ~7 min detour $20 to $30

Williamsburg, Virginia

Hours: 4 pm–1 am

+17579032697

Visit website

Tropical Smoothie Cafe

4.3 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 3.1 mi from route ~8 min detour Inexpensiv

Williamsburg, Virginia

Hours: 7 am–9 pm

+17572580007

Visit website

Tous les Jours Bakery & Cafe - Newport News

4.5 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.5 mi from route ~1 min detour $10 to $20

Newport News, Virginia

Hours: 7 am–10 pm

+17577553134

Visit website

Cafe Stella

4.5 ★ ★ ★ ★ ★

Near the end, ~9 min detour

Home stretch 3.5 mi from route ~9 min detour $10 to $20

Norfolk, Virginia

Hours: 7:30 am–10 pm

+17576250461

Visit website

Dubai Girls Cafe

5.0 ★ ★ ★ ★ ★

Around the midpoint, ~9 min detour

Halfway reset 3.8 mi from route ~9 min detour $10 to $20

Glen Allen, Virginia

Hours: 10 am–8 pm

+18044001505

The Market at Grelen

4.7 ★ ★ ★ ★ ★

Early in the drive, ~12 min detour

Early stretch 4.9 mi from route ~12 min detour

Somerset, Virginia

Hours: 10 am–4 pm

+15406727268

Visit website

Corner Bakery

4.3 ★ ★ ★ ★ ☆

Around the midpoint, ~12 min detour

Halfway reset 4.7 mi from route ~12 min detour $10 to $20

Glen Allen, Virginia

Hours: 7 am–8 pm

+18044473766

Visit website

Oley's Cafe

5.0 ★ ★ ★ ★ ★

Around the midpoint, ~12 min detour

Halfway reset 4.8 mi from route ~12 min detour $10 to $20

Glen Allen, Virginia

Hours: 8:30 am–2:30 pm

+18044243399

EV Connect Charging Station

4.0 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 0.5 mi from route ~1 min detour

Newport News, Virginia

+18668167584

Visit website

Electrify America Charging Station

3.5 ★ ★ ★ ★ ☆

Near the end, right off the route

Home stretch 1 mi from route ~2 min detour

Newport News, Virginia

Hours: Open 24 hours

+18336322778

Visit website

Tesla Supercharger

4.3 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 1.7 mi from route ~4 min detour

Newport News, Virginia

Hours: Open 24 hours

+18777983752

Visit website

ChargePoint Charging Station

3.4 ★ ★ ★ ☆ ☆

Near the end, right off the route

Home stretch 0.6 mi from route ~2 min detour

Newport News, Virginia

Hours: Open 24 hours

+18887584389

Visit website

Tesla Supercharger

4.4 ★ ★ ★ ★ ☆

Near the end, short detour

Home stretch 2.1 mi from route ~5 min detour

Portsmouth, Virginia

Hours: Open 24 hours

+18777983752

Visit website

ChargePoint Charging Station

4.2 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 2.2 mi from route ~6 min detour

Williamsburg, Virginia

Hours: Open 24 hours

+18887584389

Visit website

ChargePoint Charging Station

5.0 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 2.5 mi from route ~6 min detour

Chesapeake, Virginia

Hours: Open 24 hours

Visit website

Tesla Supercharger

5.0 ★ ★ ★ ★ ★

Near the end, ~10 min detour

Home stretch 4 mi from route ~10 min detour

Norfolk, Virginia

Hours: Open 24 hours

+18777983752

Visit website

Service Plaza

0 mi from route

Rest Area

0.1 mi from route

Rest Area

0.1 mi from route

Service Plaza

0.2 mi from route

Rest Area

0.3 mi from route

Rest Area

0.3 mi from route

Love's Travel Stop

0.3 mi from route

Rest Area

0.4 mi from route

Pilot Travel Center

0.4 mi from route

Service Plaza

1.1 mi from route

Service Plaza

1.3 mi from route

Casemate Museum of Fort Monroe

4.7 ★ ★ ★ ★ ★

Near the end, right off the route

Home stretch 0.7 mi from route ~2 min detour

Fort Monroe, Virginia

Hours: 10 am–4 pm

+17576908181

Visit website

Town of Gordonsville Visitor's Center

4.5 ★ ★ ★ ★ ★

Early in the drive, right off the route

Early stretch 0.4 mi from route ~1 min detour

Gordonsville, Virginia

Hours: 10 am–4 pm

+15408321735

Visit website

Portsmouth Naval Shipyard Museum

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 1.7 mi from route ~4 min detour

Portsmouth, Virginia

Hours: 10 am–4 pm

+17573938591

Visit website

Ripley's Believe It or Not! Williamsburg

4.2 ★ ★ ★ ★ ☆

Later in the drive, short detour

Final third 2.2 mi from route ~6 min detour

Williamsburg, Virginia

Hours: 10 am–7 pm

+17572209220

Visit website

Mill Point Park

4.6 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 2.9 mi from route ~7 min detour

Hampton, Virginia

Hours: 8 am–6 pm

+17577276348

Visit website

Virginia Air & Space Science Center

4.5 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 2.9 mi from route ~7 min detour

Hampton, Virginia

Hours: 10 am–5 pm

+17577270900

Visit website

Riverview Farm Park

4.7 ★ ★ ★ ★ ★

Near the end, short detour

Home stretch 3.2 mi from route ~8 min detour

Newport News, Virginia

+17578867912

Visit website

Dewitt Wallace Decorative Art Museum

4.8 ★ ★ ★ ★ ★

Later in the drive, short detour

Final third 3.2 mi from route ~8 min detour

Williamsburg, Virginia

Hours: 10 am–6 pm

+18557761765

Visit website

Place data sourced from public business listings. Hours and availability may vary.

Heads-up: tricky spots

5 of 21

5 decision points cluster between mile 0 and 218.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0 mi into trip | ~0m in | US 11 / Main Street

Turn left onto US 11 / Main Street

Navigation decision point

5
30.4 mi into trip | ~46m in | US 33 BUS

Turn left onto US 33 BUS

Lane positioning matters here

Use the left lane.
8
115.9 mi into trip | ~2h 33m in

Take the exit toward I 295 North: Washington, Norfolk

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the slight right lane. Exit 177 Toward I 295 North: Washington, Norfolk
8
140 mi into trip | ~3h in

Take the exit toward I 64 East: Norfolk, Virginia Beach

Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one

Use the straight / slight right lanes. Exit 28A Toward I 64 East: Norfolk, Virginia Beach
7
218.4 mi into trip | ~4h 32m in

Take the exit toward VA 194 South: Chesapeake Boulevard

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Exit 278 Toward VA 194 South: Chesapeake Boulevard

Fuel & Cost

Regular Gas

$34.60 one way

$69.20 round trip

$3.89/gal 25.4 MPG avg 79 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.27 $37.97 $75.94
premium $4.64 $41.22 $82.44
diesel $5.60 $49.77 $99.55

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$35

Meals

$25–$50

Total

$60–$85

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 79 kg one way. Prices: EIA weekly data, 2026-08-31.

Driving Electric?

About $24 in charging · 0 stops · 67% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 67.7 0 $23.71 $10.84
Efficient EV 56.5 0 $19.76 $9.03
EV Truck/SUV 90.3 1 $31.61 $14.45

Gas CO2

79 kg

EV CO2

26 kg (67% less)

Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.

DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.

Travel Intel

Current conditions at both ends of the drive.

Forecast as of Aug 31, 2026

Origin

Mount Jackson, VA

Late night in Mount Jackson on Sunday

Local time

12:35 AM

EDT

Current temp

89°F

Slight Chance Showers And Thunderstorms

N 3 mph 20% chance Live forecast

Destination

Chesapeake, VA

Late night in Chesapeake on Sunday

Local time

12:35 AM

EDT

Current temp

93°F

Sunny then Slight Chance Showers And Thunderstorms

S 3 to 8 mph 18% chance Live forecast

Seasonal Notes

Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.

Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.

Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.

Time zone

Same local time

Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.

Temperature spread

4 degrees warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

4h 46m on the road

An early start around 7-8 AM gets you there with plenty of daylight left.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

National Parks Near This Route

Worth a detour if your schedule allows.

Colonial National Historical Park

Colonial National Historical Park

National Historical Park

On May 13, 1607, Jamestown was established as the first permanent English settlement in North America. Three cultures came together – European, Virginia Indian and African–to create a new society that...

2 mi from route ~6 min detour $15 near mile 186.9
Park Closure: Rehabilitation of Colonial Parkway Continues
View on nps.gov
Fort Monroe National Monument

Fort Monroe National Monument

National Monument

Fort Monroe's story spans from prehistory to the 2000s. Kecoughtan Indians occupied Old Point Comfort before the arrival of English colonists. The first enslaved Africans arrived in 1619. Those escapi...

2 mi from route ~5 min detour Free near mile 210.3
View on nps.gov
Shenandoah National Park

Shenandoah National Park

National Park

Just 75 miles from the bustle of Washington, D.C., Shenandoah National Park is a land bursting with cascading waterfalls, spectacular vistas, fields of wildflowers, and quiet wooded hollows. With over...

8 mi from route ~21 min detour $30 near mile 23.4
View on nps.gov
Cedar Creek & Belle Grove National Historical Park

Cedar Creek & Belle Grove National Historical Park

National Historical Park

Virginia’s Shenandoah Valley has a long and rich heritage that still inspires today. Native Americans first shaped the land, followed by colonists and settlers. The fertile valley became an important...

26 mi from route ~64 min detour Free
View on nps.gov
Petersburg National Battlefield

Petersburg National Battlefield

National Battlefield

Two hundred ninety-two days, eight offensives, over 70,000 casualties, U. S. Colored Troops, and the decline of Gen. Lee's Army of Northern Virginia all describe the Siege of Petersburg. U.S. forces c...

26 mi from route ~64 min detour Free near mile 140.2
View on nps.gov

Park data from the National Park Service API. Alerts update every 2 hours.

What kind of drive is this?

Expect a mixed drive on this route, blending efficient highway travel with more varied road types. Fifty-five percent of your journey will be on main roads like I-64 and Spotswood Trail, offering a good pace for covering ground. The longest uninterrupted stretch measures 106.8 miles on I-64, providing a substantial period of consistent driving. This blend means you'll experience both the speed of the interstate and potentially more engaging stretches as you transition between routes. The character of the drive will shift, offering a dynamic experience behind the wheel.

55% highway, the rest on surface roads — varied driving throughout.
39 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 106.8 mi on I 64.

How Hard Is This Drive?

7/10

This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near US 11 / Main Street.

Driving Effort 7/10

Demanding - plan breaks and stay ahead of the key maneuvers

Balances navigation complexity with total wheel time.

This is a demanding drive. With 21 significant decision points across 225.8 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.

Where does it get tricky?

The main spots that need attention: near the start (US 11 / Main Street): Navigation decision point; at 30.4 miles (US 33 BUS): Lane positioning matters here; at 115.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.

Elevation Profile

Gently rolling terrain

1,180 ft -4 ft

Total Climb

320 ft

Total Descent

1,223 ft

Highest Point

1,180 ft

~32.3 mi in

Elevation Range

1,183 ft

Towns Mentioned on Route Signs

Based on OSRM destination-sign hints, not a full list of every settlement the road passes.

Between Mount Jackson, VA and Chesapeake, VA, road signs point toward Norfolk and Virginia Beach.

Norfolk

115.9 mi in | ~2h 33m

Virginia Beach

140 mi in | ~3h

About the Cities

Starting in Mount Jackson, VA

Full guide →

Mount Jackson is a town of 2100 people (2019) in Shenandoah County, Virginia. The town has history as a commercial and railroad hub in the region, with rich Civil War heritage and a historic district listed on the National Register of Historic Places.

Top landmarks

  • J.W.R. Moore House — historic house in Virginia, United States
  • Mount Jackson Historic District — Mount Jackson, Virginia, listed on the NRHP in Shenandoah County, Virginia

Arriving in Chesapeake, VA

Full guide →

Founded 1963

Chesapeake is a town of 245,000 people (2019) in the Hampton Roads region of Eastern Virginia. Chesapeake is a diverse city in which a few urban areas are located; it also has many square miles of protected farmland, forests, and wetlands, including a substantial portion of the Great Dismal Swamp National Wildlife Refuge.

Top landmarks

  • Dismal Swamp Canal — canal in Virginia, United States of America
  • Albemarle and Chesapeake Canal — canal in Chesapeake, Virginia
  • South Norfolk Historic District — historic district in Virginia, United States

City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 4h 46m. Total distance: 225.8 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

4h 46m drive, comfortable solo distance.

Scenic Drive

Mixed highway & surface route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 106.8 miles on I 64. The full list of main roads is in the Roads section above.

Yes — we found about 11 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.

It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Chesapeake, VA before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.

Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. There are 11 rest areas along the route for bathroom stops.

The main spots that need attention: near the start (US 11 / Main Street): Navigation decision point; at 30.4 miles (US 33 BUS): Lane positioning matters here; at 115.9 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.

Yes — Colonial National Historical Park, Fort Monroe National Monument and Shenandoah National Park (5 total within detour distance). See the National Parks section for detour distances and tips on detours.

Possible but tiring. At 4.8 hours each way, an in-and-out day trip would put you behind the wheel for 9.5 hours — manageable with a long break at Chesapeake, VA, but most travelers stay overnight.

How this page is built

Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.

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Explore More

Return Trip

Chesapeake, VA to Mount Jackson, VA

Plan the drive back the other way.

224 mi 4h 45m

Explore more options from Mount Jackson, VA or browse trips ending in Chesapeake, VA.

Looking for more statewide routes? Browse VA road trips.