How far is Fairfield, CT from Woodbury, CT?

The driving distance from Fairfield, CT to Woodbury, CT is about 35.2 miles (56.7 km), with a travel time of about 00h 55m by car.

  • The straight-line flight distance is about 28 miles (45.1 km).
  • For a round trip, plan for roughly 01h 50m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

Reverse, save, or send this route

This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.

Reverse Route
Quick Snapshot
Road
35.23 mi
00h 55m
Flight
28.01 mi
45.08 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Fairfield.

Flight Distance

Direct air line
28.01 mi
Kilometers
45.08 km
Flight Time
00h 03m

Driving Distance

Road route
35.23 mi
Kilometers
56.7 km
Drive Time
00h 55m

Gas Cost Calculator

Leave and Arrive Planner

Pick a departure time to see your estimated arrival and same-day return window.

Drive time stays fixed at 00h 55m.

Arrival Snapshot
Arrive in Woodbury
Sat, Apr 18, 10:34 AM EDT
Return by in Fairfield
Sat, Apr 18, 11:29 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Fairfield
2026-04-18T09:38
Arrive Woodbury
Sat, Apr 18, 10:34 AM EDT
Route Timing
00h 55m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
8:55 AM to 10:55 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
4:40 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Fairfield
9:30 PM EDT
Morning start is best

This departure sits inside the recommended comfort window for the route.

Halfway Point

A useful midpoint for breaks, coffee, or meeting in the middle.

Mid-route stop
Monroe
CT

Town in Fairfield County, Connecticut, United States

From Fairfield
17.6 mi
00h 27m
To Woodbury
17.6 mi
00h 27m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
62°F
Saturday

Partly Sunny

Starts
Sat, Apr 18 6:00 AM EDT
Wind
5 to 8 mph E
Destination
68°F
Saturday

Partly Sunny

Starts
Sat, Apr 18 6:00 AM EDT
Wind
6 to 12 mph SE

Driving Route Map

The map below follows the saved road route between Fairfield and Woodbury.

Turn-by-Turn Driving Directions

Step-by-step road directions between Fairfield and Woodbury.

  1. 1

    Start on Post Road

    57 m · 12 sec · Post Road

  2. 2

    Turn left onto Mill Plain Road

    1048 ft · 22 sec · Mill Plain Road

  3. 3

    Take the ramp right toward I 95 North

    1126 ft · 27 sec

  4. 4

    Merge slight left

    4.3 mi · 6 min

  5. 5

    Take the exit slight right toward CT 25, CT 8: Trumbull, Waterbury

    1 km · 1 min

  6. 6

    Continue straight

    3.2 mi · 3 min

  7. 7

    Keep slight left to continue on CT 25 North: Trumbull, New York City

    12 mi · 19 min

  8. 8

    Turn right onto Botsford Hill Road

    1.2 mi · 3 min · Botsford Hill Road

  9. 9

    Continue on Toddy Hill Road

    2.4 mi · 6 min · Toddy Hill Road

  10. 10

    At the end of the road, turn left onto Berkshire Road

    74 m · 4 sec · Berkshire Road

  11. 11

    Take the ramp slight right

    1610 ft · 39 sec

  12. 12

    Keep slight right

    2056 ft · 50 sec

  13. 13

    Merge slight left

    5.1 mi · 6 min

  14. 14

    Take the exit slight right toward US 6 East, CT 67: Southbury

    828 ft · 28 sec

  15. 15

    Keep slight left to continue on US 6 East, CT 67: Southbury

    635 ft · 24 sec

  16. 16

    Turn left onto Main Street North

    4.9 mi · 8 min · Main Street North

  17. 17

    Turn left onto Judson Avenue

    33 m · 5 sec · Judson Avenue

  18. 18

    Arrive at your destination

    0 m · 1 sec · Judson Avenue

Car Route Details

A richer read on the saved driving route between Fairfield and Woodbury.

OSRM road route
Drive Character

Turn-heavy local drive

The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.

Directions
18 steps
5 turns on the saved route
Ramps & Exits
6
2 merges, 4 ramps or exits
Navigation Density
51.1 / 100 mi
Decision points by distance
Main Roads
CT 25 North
12 mi · 34%
Berkshire Road
5.8 mi · 16%
Main Street North
4.94 mi · 14%
I 95 North
4.47 mi · 13%
CT 25
3.88 mi · 11%
Toddy Hill Road
2.42 mi · 7%
Longest Stretch

CT 25 North

Keep slight left to continue on CT 25 North: Trumbull, New York City

12 mi · 00h 19m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

A comfortable day-trip route

This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.

Drive Time
00h 55m
Day trip friendly
Same-Day Return
01h 50m
Round-trip wheel time
Road vs Air
+7.2 mi
28 mi direct line
Halfway Stop
Monroe
00h 27m from Fairfield
Leave By
4:40 PM EDT
Morning start is best
Weather Watch

Partly Sunny leaving Fairfield and Partly Sunny near Woodbury.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Fairfield to Woodbury?

The road trip is about 35.2 miles (56.7 km) and usually takes 00h 55m in normal driving conditions.

Is this a same-day trip or an overnight route?

This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.

What is the halfway point on this route?

Monroe is a useful midpoint, sitting about 17.6 miles from Fairfield and 17.6 miles from Woodbury.

How much longer is the road route than the straight-line distance?

The direct path is about 28 miles (45.1 km), while the road route adds roughly 7.2 extra miles because roads do not follow the straight air line.

When is the best time to leave for this route?

A good departure window is usually 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 4:40 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $4.89 one way or $9.78 round trip. Estimated CO2 is about 11 kg one way.

What should you check before leaving?

Before you leave, expect Partly Sunny around Fairfield and Partly Sunny near Woodbury.

Stop Ideas Near Monroe

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Monroe and the surrounding midpoint area.
Danbury Fair
Food stop 12 mi away

Danbury Fair

Danbury , CT
7 Backus Ave, Danbury, CT 06810, United States
Rating 4.4/5 6,454 reviews Shopping mall,Clothing store,Restaurant
Bridgeport City Hall
Meeting point 10.4 mi away

Bridgeport City Hall

Bridgeport , CT
45 Lyon Terrace, Bridgeport, CT 06604
Rating 4.5/5 36 reviews City Hall
Edmond Town Hall
Nearby stop 6.9 mi away

Edmond Town Hall

Newtown , CT
45 Main St, Newtown, CT 06470
Rating 4.7/5 366 reviews Event venue,Movie theater,Performing arts theater

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Monroe.

RAIL

Bridgeport

17 mi away
525 Water St.
RAIL

Union Station

24 mi away
50 Union Avenue
RAIL

Wallingford station

35 mi away
37 Hall Avenue
RAIL

Meriden Transit Center

41 mi away
60 State Street

Flight Path Map

This map shows the direct air route between Fairfield and Woodbury. Straight-line distance: 28.01 mi (45.08 km).

Fairfield

#1 Fairfield

Town in Connecticut, United States of America

Population62,215
Coordinates41.1412100, -73.2637300
Altitude10
CountryUnited States
Woodbury

#2 Woodbury

Town in Litchfield County, Connecticut, United States

Population9,453
Coordinates41.5445400, -73.2090000
Altitude79
CountryUnited States
Start: Fairfield (-73.26373, 41.14121)
End: Woodbury (-73.209, 41.54454)

Estimated Travel Time

Distance: 57 km by road

SpeedTime
30 mph (48.3 km/h)01h 10m
40 mph (64.37 km/h)00h 52m
50 mph (80.47 km/h)00h 42m
60 mph (96.56 km/h)00h 35m
70 mph (112.65 km/h)00h 30m
80 mph (129 km/h)00h 26m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
1.24 gal
4.71 L · about $4.89
Round trip
$9.78
2.48 gal · 9.42 L
Estimated CO2
11 kg one way
Round trip: 22 kg / 49 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.95 $4.89 $9.78
Mid-grade $4.46 $5.53 $11.05
Premium $4.86 $6.02 $12.05
Diesel $6.00 $7.44 $14.87

Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.

Prices in Connecticut · Apr 18, 2026

There is no time difference between Fairfield and Woodbury. The current time is 09:38:49.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.