How far is Bridgeport, CT from South Woodstock, CT?
The driving distance from Bridgeport, CT to South Woodstock, CT is about 99 miles (159.4 km), with a travel time of about 02h 11m by car.
- The straight-line flight distance is about 82.5 miles (132.7 km).
- For a round trip, plan for roughly 04h 22m 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 02h 11m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Hartford County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Bridgeport and South Woodstock.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bridgeport and South Woodstock.
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1
Start on Fairfield Avenue
1432 ft · 33 sec · Fairfield Avenue
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2
Take the ramp right toward CT 8, CT 25 North: Trumbull, Waterbury
1207 ft · 30 sec
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3
Merge slight left
2.7 mi · 3 min
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4
Keep slight right to continue on CT 8 North: Waterbury, New Haven
1.8 mi · 2 min
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5
Take the exit slight right toward CT 15 North: Merritt Parkway, New Haven
1.2 km · 2 min
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6
Merge slight left onto Merritt Parkway
3 mi · 4 min · Merritt Parkway
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7
Continue on Wilbur Cross Parkway
30.4 mi · 38 min · Wilbur Cross Parkway
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8
Continue on Berlin Turnpike
15.7 mi · 20 min · Berlin Turnpike
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9
Merge slight right
1.4 mi · 2 min
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10
Keep slight left to continue on I 84 East: Boston
26.8 mi · 31 min
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11
Take the exit slight right toward CT 190: Union
1056 ft · 28 sec
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12
Turn right onto Buckley Highway
1.9 mi · 3 min · Buckley Highway
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13
Turn right onto Bigelow Hollow Road
2.3 mi · 4 min · Bigelow Hollow Road
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14
Keep slight left to continue on Lawson Road
1.4 km · 2 min · Lawson Road
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15
Continue on Old Turnpike Road
6.3 mi · 11 min · Old Turnpike Road
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16
Turn right onto Route 169
4.4 mi · 8 min · Route 169
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17
Turn left onto Stone Bridge Road
83 m · 12 sec · Stone Bridge Road
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18
Arrive at your destination
0 m · 1 sec · Stone Bridge Road
Car Route Details
A richer read on the saved driving route between Bridgeport and South Woodstock.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Wilbur Cross Parkway
Continue on Wilbur Cross Parkway
30.4 mi · 00h 38m
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.
Partly Sunny leaving Bridgeport and Mostly Cloudy near South Woodstock.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bridgeport to South Woodstock?
The road trip is about 99 miles (159.4 km) and usually takes 02h 11m 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?
Wethersfield is a useful midpoint, sitting about 49.5 miles from Bridgeport and 49.6 miles from South Woodstock.
How much longer is the road route than the straight-line distance?
The direct path is about 82.5 miles (132.7 km), while the road route adds roughly 16.5 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 2:08 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.77 one way or $27.54 round trip. Estimated CO2 is about 31 kg one way.
What should you check before leaving?
Before you leave, expect Partly Sunny around Bridgeport and Mostly Cloudy near South Woodstock.
Stop Ideas Near Wethersfield
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 Wethersfield.
Hartford Union Station
Berlin
Windsor station
Windsor Locks
Flight Path Map
This map shows the direct air route between Bridgeport and South Woodstock. Straight-line distance: 82.46 mi (132.7 km).
#1 Bridgeport
The second most populous city in Connecticut.
| Population | 143,525 |
| Coordinates | 41.1792300, -73.1894500 |
| Altitude | 1 |
| Country | United States |
#2 South Woodstock
Village and census-designated place in Woodstock, Windham County, Connecticut, United States
| Population | 1,291 |
| Coordinates | 41.9389900, -71.9595200 |
| Altitude | 123 |
| Country | United States |
End: South Woodstock (-71.95952, 41.93899)
Estimated Travel Time
Distance: 159 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 18m |
| 40 mph (64.37 km/h) | 02h 28m |
| 50 mph (80.47 km/h) | 01h 58m |
| 60 mph (96.56 km/h) | 01h 39m |
| 70 mph (112.65 km/h) | 01h 24m |
| 80 mph (129 km/h) | 01h 14m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $13.77 | $27.54 |
| Mid-grade | $4.46 | $15.55 | $31.11 |
| Premium | $4.86 | $16.95 | $33.91 |
| Diesel | $6.00 | $20.93 | $41.86 |
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
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.