How far is Woodstock, CT from Fairfield, CT?
The driving distance from Woodstock, CT to Fairfield, CT is about 103.9 miles (167.2 km), with a travel time of about 01h 49m by car.
- The straight-line flight distance is about 86.9 miles (139.9 km).
- For a round trip, plan for roughly 03h 38m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
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.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
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 01h 49m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Woodstock and Fairfield.
Turn-by-Turn Driving Directions
Step-by-step road directions between Woodstock and Fairfield.
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1
Start on Route 169
3.3 mi · 6 min · Route 169
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2
Turn left onto Old Turnpike Road
6.3 mi · 11 min · Old Turnpike Road
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3
Continue on Lawson Road
1.4 km · 2 min · Lawson Road
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4
Turn straight onto Bigelow Hollow Road
2.3 mi · 4 min · Bigelow Hollow Road
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5
Turn left onto Buckley Highway
2 mi · 4 min · Buckley Highway
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6
Take the ramp left
1171 ft · 29 sec
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7
Merge slight left
20.4 mi · 24 min
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8
Keep slight right
8 mi · 9 min
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9
Keep slight left to continue on CT 15 South: New York City
1.9 mi · 3 min
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10
Take the exit slight right toward I 91 South: New Haven, New York City
3154 ft · 54 sec
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11
Merge slight right
16.5 mi · 20 min
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12
Take the exit slight right toward CT 15 South
1825 ft · 35 sec
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13
Keep slight left to continue on CT 15 South
133 m · 8 sec
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14
Merge slight left
29.8 mi · 37 min
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15
Take the exit slight right toward CT 8, CT 108: Bridgeport, Waterbury
1242 ft · 24 sec
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16
Keep slight left to continue on CT 8 South, CT 108 South: Bridgeport
2228 ft · 48 sec
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17
Keep slight left to continue on CT 8 South: Bridgeport
1.2 km · 2 min
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18
Merge slight left
4.5 mi · 5 min
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19
Keep slight right to continue on I 95 South: New York City
1719 ft · 42 sec
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20
Merge slight left
4.2 mi · 6 min
-
21
Take the exit slight right toward Mill Plain Road
1525 ft · 42 sec
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22
Turn left onto Mill Plain Road
1655 ft · 39 sec · Mill Plain Road
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23
Turn right onto Post Road
57 m · 3 sec · Post Road
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24
Arrive at your destination
0 m · 1 sec · Post Road
Car Route Details
A richer read on the saved driving route between Woodstock and Fairfield.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
CT 15 South
Merge slight left
29.8 mi · 00h 37m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
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.
Mostly Sunny leaving Woodstock and Mostly Sunny near Fairfield.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Woodstock to Fairfield?
The road trip is about 103.9 miles (167.2 km) and usually takes 01h 49m 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?
Rocky Hill is a useful midpoint, sitting about 51.9 miles from Woodstock and 52 miles from Fairfield.
How much longer is the road route than the straight-line distance?
The direct path is about 86.9 miles (139.9 km), while the road route adds roughly 17 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 2:52 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $14.44 one way or $28.88 round trip. Estimated CO2 is about 32.5 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Woodstock and Mostly Sunny near Fairfield.
Stop Ideas Near Rocky Hill
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Rocky Hill.
Berlin
Hartford Union Station
Meriden Transit Center
Windsor station
Flight Path Map
This map shows the direct air route between Woodstock and Fairfield. Straight-line distance: 86.94 mi (139.92 km).
#1 Woodstock
Town in Windham County, Connecticut, United States
| Population | 7,834 |
| Coordinates | 41.9484300, -71.9739600 |
| Altitude | 184 |
| Country | United States |
#2 Fairfield
Town in Connecticut, United States of America
| Population | 62,215 |
| Coordinates | 41.1412100, -73.2637300 |
| Altitude | 10 |
| Country | United States |
End: Post Road (-73.263724, 41.141186)
Estimated Travel Time
Distance: 167 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 27m |
| 40 mph (64.37 km/h) | 02h 35m |
| 50 mph (80.47 km/h) | 02h 04m |
| 60 mph (96.56 km/h) | 01h 43m |
| 70 mph (112.65 km/h) | 01h 29m |
| 80 mph (129 km/h) | 01h 17m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $14.44 | $28.88 |
| Mid-grade | $4.46 | $16.31 | $32.63 |
| Premium | $4.86 | $17.78 | $35.56 |
| Diesel | $6.00 | $21.95 | $43.90 |
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 · May 02, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.