How far is Bridgeport, CT from West Simsbury, CT?
The driving distance from Bridgeport, CT to West Simsbury, CT is about 59.8 miles (96.3 km), with a travel time of about 01h 28m by car.
- The straight-line flight distance is about 50.9 miles (81.9 km).
- For a round trip, plan for roughly 02h 56m 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 28m.
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 Connecticut
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers
Showers And Thunderstorms Likely
Driving Route Map
The map below follows the saved road route between Bridgeport and West Simsbury.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bridgeport and West Simsbury.
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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
14.1 mi · 18 min · Wilbur Cross Parkway
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8
Take the exit slight right toward Whitney Avenue, Hamden
1323 ft · 47 sec
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9
Turn right onto Whitney Avenue
5.5 mi · 7 min · Whitney Avenue
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10
Continue on South Main Street
3.1 mi · 4 min · South Main Street
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11
Continue on Highland Avenue
4.4 mi · 5 min · Highland Avenue
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12
Continue on Cheshire Road
1069 ft · 14 sec · Cheshire Road
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13
Continue on Norton Street
2138 ft · 30 sec · Norton Street
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14
Continue on South Main Street
3.6 mi · 5 min · South Main Street
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15
Continue on Queen Street
2.4 mi · 3 min · Queen Street
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16
Continue on East Street
1.7 mi · 2 min · East Street
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17
Continue on Farmington Avenue
1.4 mi · 2 min · Farmington Avenue
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18
Continue on Main Street
2.7 mi · 3 min · Main Street
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19
Turn left onto Farmington Avenue
1.7 mi · 3 min · Farmington Avenue
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20
Turn right onto Brickyard Road
1.6 mi · 4 min · Brickyard Road
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21
Continue on Harris Road
2432 ft · 1 min · Harris Road
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22
Continue on West Avon Road
3.4 mi · 7 min · West Avon Road
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23
Continue on Bushy Hill Road
123 m · 17 sec · Bushy Hill Road
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24
Turn left onto West Mountain Road
3.9 mi · 10 min · West Mountain Road
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25
Continue on West Mountain Road
1147 ft · 42 sec · West Mountain Road
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26
Turn left onto Farms Village Road
2 m · 1 sec · Farms Village Road
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27
Arrive at your destination
0 m · 1 sec · Farms Village Road
Car Route Details
A richer read on the saved driving route between Bridgeport and West Simsbury.
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.
Wilbur Cross Parkway
Continue on Wilbur Cross Parkway
14.1 mi · 00h 18m
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.
Rain Showers leaving Bridgeport and Showers And Thunderstorms Likely near West Simsbury.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bridgeport to West Simsbury?
The road trip is about 59.8 miles (96.3 km) and usually takes 01h 28m 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?
Cheshire is a useful midpoint, sitting about 30 miles from Bridgeport and 30 miles from West Simsbury.
How much longer is the road route than the straight-line distance?
The direct path is about 50.9 miles (81.9 km), while the road route adds roughly 8.9 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 3:34 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.32 one way or $16.65 round trip. Estimated CO2 is about 18.8 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around Bridgeport and Showers And Thunderstorms Likely near West Simsbury.
Stop Ideas Near Cheshire
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 Cheshire.
Wallingford station
Meriden Transit Center
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Bridgeport and West Simsbury. Straight-line distance: 50.92 mi (81.94 km).
#1 Bridgeport
The second most populous city in Connecticut.
| Population | 143,525 |
| Coordinates | 41.1792300, -73.1894500 |
| Altitude | 1 |
| Country | United States |
#2 West Simsbury
Census designated place
| Population | 2,447 |
| Coordinates | 41.8731500, -72.8581500 |
| Altitude | 95 |
| Country | United States |
End: West Simsbury (-72.85815, 41.87315)
Estimated Travel Time
Distance: 96 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 59m |
| 40 mph (64.37 km/h) | 01h 29m |
| 50 mph (80.47 km/h) | 01h 11m |
| 60 mph (96.56 km/h) | 00h 59m |
| 70 mph (112.65 km/h) | 00h 51m |
| 80 mph (129 km/h) | 00h 44m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $8.32 | $16.65 |
| Mid-grade | $4.46 | $9.40 | $18.81 |
| Premium | $4.86 | $10.25 | $20.50 |
| Diesel | $6.00 | $12.65 | $25.31 |
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 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.