Trip from Milford, CT to Woodstock, CT

Drive Time

2h 1m

Distance

90.3 mi

145 km

Drive Score

7/10

Good drive

Same Day?

Yes, doable

Fuel Cost

$14

one way

EV Charging

Loading...

station data

Best Time to Leave

Save up to 26 min
4 AM
1h 53m ★
6 AM
2h 1m
8 AM
2h 19m
10 AM
2h 8m
12 PM
2h 6m
3 PM
2h 8m
5 PM
2h 18m
8 PM
1h 56m

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

Downtown Milford, CT, CT

Milford, CT

MART PRODUCTION

Downtown Woodstock, CT, CT

Woodstock, CT

Mark Stebnicki

Trip Overview

The drive from Milford, CT to Woodstock, CT covers 90.3 miles and takes about 2h 1m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on New Haven Avenue, Daniel Street, River Street for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $14.46 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.

Break Rhythm

0 planned breaks

A short stop every 2 to 3 hours is enough for this drive.

Midpoint

45.2 miles from Milford, CT

A natural place for your longest stop of the day , about 1h into the drive .

Drive Character

Expect a 2h 1m drive with frequent turns across 90.3 miles of local and secondary roads.

This route has more turning and local-road decision points than a simple highway run.
There are about 21 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
New Haven Avenue 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.

Route Complexity 1/10

Very easy - short and simple to drive

The drive from Milford, CT to Woodstock, CT is easy. At 2h 1m 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 Milford, CT to Woodstock, CT is straightforward, with well-signed roads and simple exits.

Main Roads

Road Distance Duration
New Haven Avenue Unavailable Refreshing
Daniel Street Unavailable Refreshing
River Street Unavailable Refreshing
West Main Street Unavailable Refreshing
Plymouth Place Unavailable Refreshing
North Street Unavailable Refreshing
Grassy Hill Road Unavailable Refreshing
Wilbur Cross Parkway Unavailable Refreshing

Per-road distance and duration are being refreshed from OSRM for this route.

Longest stretch: New Haven Avenue — detailed segment metrics are refreshing.

Turn-by-Turn Driving Directions

Step-by-step road directions between Milford, CT and Woodstock, CT.

1

Start on Factory Lane

52 ft · 7 sec · Factory Lane
2

Turn right onto New Haven Avenue

138 ft · 3 sec · New Haven Avenue
3

Keep slight left to continue on Daniel Street

476 ft · 11 sec · Daniel Street
4

Turn right onto River Street

0.2 mi · 29 sec · River Street
5

Turn left onto West Main Street

56 ft · 1 sec · West Main Street
6

Keep slight right to continue on Plymouth Place

387 ft · 8 sec · Plymouth Place
7

Turn slight right onto North Street

0.3 mi · 31 sec · North Street
8

Keep slight left to continue on North Street

2.0 mi · 3 min · North Street
9

Continue on Grassy Hill Road

2.0 mi · 3 min · Grassy Hill Road
10

Take the ramp left

0.1 mi · 16 sec
11

At the end of the road, turn right onto Wilbur Cross Parkway

27 mi · 32 min · Wilbur Cross Parkway
12

Continue on Berlin Turnpike

16 mi · 20 min · Berlin Turnpike
13

Merge slight right

1.4 mi · 1 min
14

Keep slight left to continue on I 84 East: Boston

27 mi · 30 min · I 84 East: Boston
15

Take the exit slight right toward CT 190: Union

0.2 mi · 28 sec · CT 190: Union
16

Turn right onto Buckley Highway

1.9 mi · 3 min · Buckley Highway
17

Turn right onto Bigelow Hollow Road

2.3 mi · 4 min · Bigelow Hollow Road
18

Keep slight left to continue on Lawson Road

0.9 mi · 1 min · Lawson Road
19

Continue on Old Turnpike Road

6.3 mi · 11 min · Old Turnpike Road
20

Turn right onto Route 169

3.3 mi · 5 min · Route 169
21

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 45.2 miles from Milford, CT, or about 1h 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 80 miles or 1h 47m in

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

Halfway reset

Around 45.2 miles or 1h 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 39m

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

Before You Leave

+

Open the route before leaving Milford, CT 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 Milford, CT

This is one driving day of about 90.3 miles and 2h 1m.

Your first comfortable stop window is around 80 miles from Milford, CT.
This route can stay practical as a one-day drive if traffic stays reasonable.
You may only need one short stretch stop if conditions stay smooth.

Where to Stop

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

Halfway Point

Midpoint

About 45.2 mi from Milford, CT · 1h into the drive

Downtown Smithtown, NY, NY

Mid-route town

Meal stop

Smithtown, NY

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

Smithtown, NY

Fuel and coffee

A short stop after about 80 miles helps settle the day before fatigue starts building.

Smithtown, NY

Meal break

The midpoint is around 45.2 miles from Milford, CT, which is a good place for a longer meal and fuel stop.

Arriving in Woodstock, CT

The final approach into Woodstock, CT usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.

Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Woodstock, CT.

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

Fuel & Cost

Regular Gas

$14.46 one way

$28.91 round trip

$4.07/gal 25.4 MPG avg 32 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.46 $15.85 $31.69
premium $4.83 $17.16 $34.33
diesel $5.64 $20.06 $40.12

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$14

Meals

$25–$50

Total

$39–$64

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

Estimated CO2 emission: 31.6 kg one way. Prices: EIA weekly data, 2026-04-06.

Driving Electric?

About $9 in charging · 0 stops · 66% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 27.1 0 $9.48 $4.33
Efficient EV 22.6 0 $7.90 $3.61
EV Truck/SUV 36.1 0 $12.64 $5.78

Gas CO2

32 kg

EV CO2

11 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.

Forecast data refreshed 2 days ago

Origin

Milford, CT

Morning in Milford on Monday

Local time

11:33 AM

EDT

Current temp

53°F

Unavailable

Live forecast

Destination

Woodstock, CT

Morning in Woodstock on Monday

Local time

11:33 AM

EDT

Current temp

55°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

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

2h 1m 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 Milford, CT to Woodstock, CT covers 90.3 miles and takes about 2h 1m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are New Haven Avenue, Daniel Street, River Street. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 45.2 miles from Milford, CT. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $14.46 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 Milford, CT to Woodstock, CT is easy. At 2h 1m 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 Milford, CT to Woodstock, CT is straightforward, with well-signed roads and simple exits.
The route from Milford, CT to Woodstock, CT does not surface many named destination signs beyond the main corridor.

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Explore More

Return Trip

Woodstock, CT to Milford, CT

Plan the drive back the other way.

92.7 mi 1h 38m

Explore more options from Milford, CT or browse trips ending in Woodstock, CT.

Looking for more statewide routes? Browse CT road trips.

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