Origin
Chestertown, MD
Night in Chestertown on Saturday
Local time
10:46 PM
EDT
Current temp
75°F
Unavailable
Live forecast
Trip from Chestertown, MD to Redland, MD
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
2h 10m
Distance
89.5 mi
144 km
Drive Score
7/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$15
one way
EV Charging
Unknown
Best Time to Leave
4 AM
2h 1m
★
6 AM
2h 10m
8 AM
2h 28m
10 AM
2h 16m
12 PM
2h 15m
3 PM
2h 17m
5 PM
2h 27m
8 PM
2h 5m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Chestertown, MD
Wikimedia Commons
Redland, MD
Stepan Vrany
Trip Overview
This 95.4-mile drive from Chestertown, MD to Redland, MD will take you about 1 hour and 42 minutes. Designed as a single-day trip, it's a straightforward journey within the Northeast region. With a fuel cost estimated at $16, this route is quite budget-friendly for a day excursion. It predominantly uses local roads, so expect a more engaging driving experience rather than a highway cruise. There are no designated stops on this particular route, but its relatively short duration allows for flexibility in planning your own breaks along the way.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
44.8 miles from Chestertown, MD
A natural place for your longest stop of the day , about 1h 5m into the drive .
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Blue Star Memorial Highway | 27 mi | 38m |
| John Hanson Highway | 18.4 mi | 22m |
| Church Hill Road | 14.9 mi | 22m |
| Capital Beltway | 8.5 mi | 10m |
| New Hampshire Avenue | 5.1 mi | 8m |
| Muncaster Mill Road | 4.5 mi | 8m |
| Intercounty Connector | 4.2 mi | 5m |
| Centreville Road | 1.8 mi | 2m |
Longest stretch:
Blue Star Memorial Highway
— 27 mi, about 38m
Turn-by-Turn Driving Directions
Step-by-step road directions between Chestertown, MD and Redland, MD.
1
Start on MD 289
0.1 mi
·
26 sec
·
South Cross Street
2
Turn right onto MD 213
0.2 mi
·
20 sec
·
Maple Avenue
3
Continue on MD 213
0.1 mi
·
13 sec
·
Chestertown Church Hill Road
4
Continue on MD 213
15 mi
·
22 min
·
Church Hill Road
5
Continue on MD 213
0.8 mi
·
1 min
·
North Liberty Street
6
Continue on MD 213
1.8 mi
·
2 min
·
Centreville Road
7
Take the ramp
0.3 mi
·
37 sec
Toward US 301 South
8
Merge onto US 301
27 mi
·
38 min
·
Blue Star Memorial Highway
Use the straight / slight right lanes.
9
Continue on US 50; US 301; MD 2
18 mi
·
22 min
·
John Hanson Highway
Use the straight / slight right lanes.
10
Take the exit
0.4 mi
·
57 sec
Exit 7B
Toward I 95 North, I 495 North: Baltimore, Silver Spring
11
Keep slight left at fork
0.6 mi
·
1 min
Exit 7B
Toward I 495 North, I 95 North: Beltway
Use the slight left lane.
12
Merge onto I 95; I 495
6.9 mi
·
8 min
·
Capital Beltway
Use the straight / slight right lanes.
13
Keep slight left at fork onto I 495
1.6 mi
·
1 min
·
Capital Beltway
Toward I 495 West: Beltway, Silver Spring
14
Take the exit
0.4 mi
·
47 sec
Exit 28A
Toward MD 650 North: New Hampshire Avenue, White Oak
Use the slight right lane.
15
Turn slight right onto MD 650
5.1 mi
·
8 min
·
New Hampshire Avenue
Use the left lane.
16
Take the ramp
0.4 mi
·
45 sec
17
Merge onto MD 200 Toll
4.2 mi
·
5 min
·
Intercounty Connector
18
Take the exit
0.3 mi
·
41 sec
Exit 8B-A
Toward MD 97: Georgia Avenue, Olney, Wheaton
Use the slight right lane.
19
Keep slight left at fork
0.5 mi
·
1 min
Exit 8A
Toward MD 97 South: Georgia Avenue South, Wheaton
Use the straight lane.
20
Turn right onto MD 97
0.7 mi
·
1 min
·
Georgia Avenue
21
Turn right onto MD 28
0.2 mi
·
23 sec
·
Norbeck Road
Use the right lane.
22
Turn right onto MD 115
4.5 mi
·
8 min
·
Muncaster Mill Road
23
Turn left onto Redland Road
96 ft
·
2 sec
·
Redland Road
24
Arrive at destination
Redland Road
Trip Plan
Given the 1 hour and 42-minute duration, this route is easily manageable as a day trip from Chestertown, MD to Redland, MD. Consider departing in the morning to maximize your daylight hours and allow for any spontaneous stops you might discover. The estimated fuel cost of $16 makes it an economical choice, so you won't need to worry about frequent refueling. Since there are no mandated stops, you have the freedom to pull over whenever you wish. A practical tip for this turn-heavy route is to keep your navigation app handy, as the frequent turns might require precise guidance.
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 44.8 miles from Chestertown, MD, or about 1h 5m into the drive.
The longest continuous stretch on this route runs about 27 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 20 miles or 30m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 44.8 miles or 1h 5m 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 46m
Traffic, exits, and arrival timing usually matter more near Redland, MD than in the middle of the route.
Before You Leave
+
Open the route before leaving Chestertown, MD 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 Chestertown, MD
This is one driving day of about 89.5 miles and 2h 10m.
Your first comfortable stop window is around 20 miles from Chestertown, MD.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Blue Star Memorial Highway for about 27 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
45 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 20 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 44.8 miles from Chestertown, MD, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
5 of 165 decision points cluster between mile 63.7 and 83.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
6
63.7 mi into trip
|
~1h 28m in
Take the exit toward I 95 North, I 495 North: Baltimore, Silver Spring
Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one
Exit 7B
Toward I 95 North, I 495 North: Baltimore, Silv...
9
64.2 mi into trip
|
~1h 29m in
Keep slight left at fork toward I 495 North, I 95 North: Beltway
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight left lane.
Exit 7B
Toward I 495 North, I 95 North: Beltway
8
73.3 mi into trip
|
~1h 41m in
Take the exit toward MD 650 North: New Hampshire Avenue, White Oak
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 28A
Toward MD 650 North: New Hampshire Avenue, Whit...
8
83.3 mi into trip
|
~1h 57m in
Take the exit toward MD 97: Georgia Avenue, Olney, Wheaton
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 8B-A
Toward MD 97: Georgia Avenue, Olney, Wheaton
9
83.6 mi into trip
|
~1h 58m in
Keep slight left at fork toward MD 97 South: Georgia Avenue South, Wheaton
Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight lane.
Exit 8A
Toward MD 97 South: Georgia Avenue South, Wheat...
Fuel & Cost
Regular Gas
$14.84 one way
$29.68 round trip
$4.21/gal
25.4 MPG avg
31 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.61 | $16.25 | $32.50 |
| premium | $4.93 | $17.36 | $34.71 |
| diesel | $5.61 | $19.76 | $39.52 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$15
Meals
$25–$50
Total
$40–$65
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 31.3 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $9 in charging · 0 stops · 68% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 26.8 | 0 | $9.40 | $4.30 |
| Efficient EV | 22.4 | 0 | $7.83 | $3.58 |
| EV Truck/SUV | 35.8 | 0 | $12.53 | $5.73 |
Gas CO2
31 kg
EV CO2
10 kg (68% 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
Redland, MD
Night in Redland on Saturday
Local time
10:46 PM
EDT
Current temp
75°F
Unavailable
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
Very similar conditions
Both ends of the route are sitting at about the same temperature right now.
Road read
2h 10m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
Chesapeake & Ohio Canal National Historical Park
National Historical Park
Preserving America's early transportation history, the C&O Canal began as a dream of passage to Western wealth. Operating for nearly 100 years the canal was a lifeline for communities along the Potoma...
11 mi from route
~28 min detour
$20
near mile 86.4
Caution: DC Water Sewer Overflow
Caution: Hiking in Gold Mine Tract
Monocacy National Battlefield
National Battlefield
During the summer of 1864, the Confederacy carried out a bold plan to turn the tide of the Civil War in their favor. They planned to capture Washington, DC and influence the election of 1864. On July...
20 mi from route
~50 min detour
Free
near mile 89.5
View on nps.gov
Potomac Heritage National Scenic Trail
National Scenic Trail
The Potomac River corridor is rich in both history and recreation, offering a chance to both explore your heritage and choose your adventure along the way. Start your journey here!
20 mi from route
~51 min detour
Free
near mile 89.5
View on nps.gov
Park data from the National Park Service API. Alerts update every 2 hours.
What kind of drive is this?
The character of this drive is best described as 'turn-heavy local.' With 0% highway share, you'll be navigating primarily on local roads, including Maple Avenue, Chestertown Church Hill Road, and Church Hill Road. This means you'll encounter more turns and changes in scenery compared to a typical interstate journey. The longest uninterrupted stretch isn't specified, but the overall duration suggests a continuous, albeit winding, progression through the Maryland landscape. Prepare for a more hands-on driving experience that keeps you engaged with the road.
Only 0% highway — the rest is turn-by-turn surface driving.
24 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 27 mi on Blue Star Memorial Highway.
How Hard Is This Drive?
10/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 63.7 miles in.
Driving Effort
10/10
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 16 significant decision points across 89.5 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: at 63.7 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 64.2 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 73.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Chestertown, MD and Redland, MD, road signs point toward Silver Spring, White Oak, Olney and Wheaton.
Silver Spring
63.7 mi in
|
~1h 28m
White Oak
73.3 mi in
|
~1h 41m
Olney
83.3 mi in
|
~1h 57m
Wheaton
83.3 mi in
|
~1h 57m
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 2h 10m. Total distance: 89.5 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
2h 10m drive, comfortable solo distance.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 27 miles on Blue Star Memorial Highway. The full list of main roads is in the Roads section above.
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 Redland, MD 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. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 63.7 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one; at 64.2 miles: Highway fork - watch signs carefully. Lane positioning matters here. Multiple destination signs - pick the right one; at 73.3 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Yes — Chesapeake & Ohio Canal National Historical Park, Monocacy National Battlefield and Potomac Heritage National Scenic Trail. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Redland, MD before heading back.
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, and NPS for national parks. See our methodology for refresh cadence and limitations.
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