Origin
Wyndham, VA
Night in Wyndham on Thursday
Local time
10:33 PM
EDT
Current temp
50°F
Unavailable
Live forecast
Trip from Wyndham, VA to Chesapeake, VA
Last recalculated Apr 17, 2026
Drive Time
1h 58m
Distance
116.7 mi
188 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$18
one way
EV Charging
Unknown
Best Time to Leave
4 AM
1h 50m
★
6 AM
1h 58m
8 AM
2h 16m
10 AM
2h 4m
12 PM
2h 3m
3 PM
2h 5m
5 PM
2h 15m
8 PM
1h 53m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Wyndham, VA
Eric Joseph
Chesapeake, VA
Wikimedia Commons
Trip Overview
The drive from Wyndham, VA to Chesapeake, VA covers 116.7 miles and takes about 1h 58m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Old Greenway Drive, Wyndham Lake Drive, Wyndham Park Drive for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $18.25 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
58.3 miles from Wyndham, VA
A natural place for your longest stop of the day , about 59m into the drive .
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 58m. Total distance: 116.7 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 58m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Turn-heavy local drive route profile.
Drive Character
Expect a 1h 58m drive with frequent turns across 116.7 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 25 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Old Greenway Drive is one of the defining roads on this drive.
How Hard Is This Drive?
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Wyndham, VA to Chesapeake, VA is easy. At 1h 58m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
This route does not have any notably tricky sections. Most of the drive from Wyndham, VA to Chesapeake, VA is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Old Greenway Drive | — | — |
| Wyndham Lake Drive | — | — |
| Wyndham Park Drive | — | — |
| Nuckols Road | — | — |
| I 295 South | — | — |
| Korean War Veterans Memorial Highway | — | — |
| I 64 East | — | — |
| Hampton Roads Beltway | — | — |
Some road-level metrics are being recalculated.
Longest stretch:
Old Greenway Drive
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Wyndham, VA and Chesapeake, VA.
1
Start on the route
410 ft
·
34 sec
·
the route
2
Turn left onto Old Greenway Drive
131 ft
·
11 sec
·
Old Greenway Drive
3
Turn left onto Wyndham Lake Drive
0.3 mi
·
37 sec
·
Wyndham Lake Drive
4
Turn left onto Wyndham Park Drive
0.4 mi
·
58 sec
·
Wyndham Park Drive
5
Turn left onto Nuckols Road
2.3 mi
·
4 min
·
Nuckols Road
6
Take the ramp slight right toward I 295 South: Washington, Norfolk
0.4 mi
·
49 sec
·
I 295 South: Washington, Norfolk
7
Merge slight left onto Korean War Veterans Memorial Highway
22 mi
·
23 min
·
Korean War Veterans Memorial Highway
8
Take the exit slight right toward I 64 East: Norfolk, Virginia Beach
1.3 mi
·
2 min
·
I 64 East: Norfolk, Virginia Beach
9
Merge slight left
67 mi
·
1 hr 15 min
10
Keep slight left to continue on Hampton Roads Beltway
341 ft
·
5 sec
·
Hampton Roads Beltway
11
Continue on Hampton Roads Bridge-Tunnel
3.5 mi
·
4 min
·
Hampton Roads Bridge-Tunnel
12
Continue on Hampton Roads Beltway
6.7 mi
·
8 min
·
Hampton Roads Beltway
13
Take the exit slight right toward VA 194 South: Chesapeake Boulevard
0.2 mi
·
32 sec
·
VA 194 South: Chesapeake Boulevard
14
Turn straight onto Chesapeake Boulevard
2.1 mi
·
3 min
·
Chesapeake Boulevard
15
Turn straight
135 ft
·
8 sec
16
Turn left onto Ballentine Boulevard
1.1 mi
·
1 min
·
Ballentine Boulevard
17
Turn right onto East Princess Anne Road
0.9 mi
·
1 min
·
East Princess Anne Road
18
Turn left onto Park Avenue
0.6 mi
·
1 min
·
Park Avenue
19
Turn left onto East Brambleton Avenue
0.3 mi
·
58 sec
·
East Brambleton Avenue
20
Continue on Campostella Road
0.7 mi
·
1 min
·
Campostella Road
21
Turn right onto Wilson Road
0.7 mi
·
1 min
·
Wilson Road
22
Continue on 22nd Street
0.3 mi
·
27 sec
·
22nd Street
23
Continue on Poindexter Street
0.3 mi
·
29 sec
·
Poindexter Street
24
Turn right onto D Street
413 ft
·
18 sec
·
D Street
25
Arrive at your destination
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 58.3 miles from Wyndham, VA, or about 59m into the drive.
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 26 miles or 26m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 58.3 miles or 59m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 37m
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 Wyndham, VA so your first major turns are already loaded.
Day 1
Settle into the route from Wyndham, VA
This is one driving day of about 116.7 miles and 1h 58m.
Your first comfortable stop window is around 26 miles from Wyndham, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 58.3 mi from Wyndham, VA · 59m into the drive
Mid-route town
Meal stop
58 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
Fuel and coffee
A short stop after about 26 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 58.3 miles from Wyndham, VA, which is a good place for a longer meal and fuel stop.
Arriving in Chesapeake, VA
The final approach into Chesapeake, VA usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$18.25 one way
$36.50 round trip
$3.97/gal
25.4 MPG avg
41 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.34 | $19.95 | $39.91 |
| premium | $4.70 | $21.60 | $43.20 |
| diesel | $5.61 | $25.77 | $51.53 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$18
Meals
$25–$50
Total
$43–$68
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 40.8 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $12 in charging · 0 stops · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 35 | 0 | $12.25 | $5.60 |
| Efficient EV | 29.2 | 0 | $10.21 | $4.67 |
| EV Truck/SUV | 46.7 | 0 | $16.34 | $7.47 |
Gas CO2
41 kg
EV CO2
14 kg (66% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
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.
Destination
Chesapeake, VA
Night in Chesapeake on Thursday
Local time
10:33 PM
EDT
Current temp
52°F
Unavailable
Live forecast
71°F
Williamsburg, VA
58 mi in
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
2 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
1h 58m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from Wyndham, VA to Chesapeake, VA covers 116.7 miles and takes about 1h 58m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Old Greenway Drive, Wyndham Lake Drive, Wyndham Park Drive. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 58.3 miles from Wyndham, VA. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $18.25 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Wyndham, VA to Chesapeake, VA is easy. At 1h 58m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Wyndham, VA to Chesapeake, VA is straightforward, with well-signed roads and simple exits.
The route from Wyndham, VA to Chesapeake, VA does not surface many named destination signs beyond the main corridor.
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