How far is Stamford, CT from Cheshire, CT?
The driving distance from Stamford, CT to Cheshire, CT is about 53.8 miles (86.6 km), with a travel time of about 01h 13m by car.
- The straight-line flight distance is about 45.2 miles (72.8 km).
- For a round trip, plan for roughly 02h 27m 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 13m.
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 Fairfield County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Showers And Thunderstorms
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Stamford and Cheshire.
Turn-by-Turn Driving Directions
Step-by-step road directions between Stamford and Cheshire.
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1
Start on Atlantic Street
662 ft · 18 sec · Atlantic Street
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2
Turn right onto Broad Street
1460 ft · 57 sec · Broad Street
-
3
Turn right onto Grove Street
1703 ft · 49 sec · Grove Street
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4
Take the ramp left toward I 95 North: New Haven
1690 ft · 41 sec
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5
Merge slight left
20.3 mi · 27 min
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6
Take the exit slight right toward CT 25, CT 8: Trumbull, Waterbury
1 km · 1 min
-
7
Continue straight
3.2 mi · 3 min
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8
Keep slight right to continue on CT 8 North: Waterbury, New Haven
1.8 mi · 2 min
-
9
Take the exit slight right toward CT 15 North: Merritt Parkway, New Haven
1.2 km · 2 min
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10
Merge slight left onto Merritt Parkway
3 mi · 4 min · Merritt Parkway
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11
Continue on Wilbur Cross Parkway
14.1 mi · 18 min · Wilbur Cross Parkway
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12
Take the exit slight right toward Whitney Avenue, Hamden
1323 ft · 47 sec
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13
Turn right onto Whitney Avenue
5.5 mi · 7 min · Whitney Avenue
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14
Continue on South Main Street
3 mi · 4 min · South Main Street
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15
Turn right onto Academy Road
610 ft · 15 sec · Academy Road
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16
Turn left onto Woodbury Court
93 m · 19 sec · Woodbury Court
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17
Turn left
157 m · 38 sec
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18
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Stamford and Cheshire.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 95 North
Merge slight left
20.3 mi · 00h 27m
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.
Showers And Thunderstorms leaving Stamford and Showers And Thunderstorms near Cheshire.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Stamford to Cheshire?
The road trip is about 53.8 miles (86.6 km) and usually takes 01h 13m 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?
Trumbull is a useful midpoint, sitting about 26.9 miles from Stamford and 26.9 miles from Cheshire.
How much longer is the road route than the straight-line distance?
The direct path is about 45.2 miles (72.8 km), while the road route adds roughly 8.6 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 4:02 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $7.50 one way or $14.99 round trip. Estimated CO2 is about 16.9 kg one way.
What should you check before leaving?
Before you leave, expect Showers And Thunderstorms around Stamford and Showers And Thunderstorms near Cheshire.
Stop Ideas Near Trumbull
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 Trumbull.
Bridgeport
Union Station
Stamford Transportation Center
Wallingford station
Flight Path Map
This map shows the direct air route between Stamford and Cheshire. Straight-line distance: 45.23 mi (72.79 km).
#1 Stamford
The second most populous city in Connecticut.
| Population | 131,397 |
| Coordinates | 41.0534300, -73.5387300 |
| Altitude | 7 |
| Country | United States |
#2 Cheshire
Town in Connecticut
| Population | 28,806 |
| Coordinates | 41.4989900, -72.9006600 |
| Altitude | 78 |
| Country | United States |
End: Cheshire (-72.90066, 41.49899)
Estimated Travel Time
Distance: 87 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 47m |
| 40 mph (64.37 km/h) | 01h 20m |
| 50 mph (80.47 km/h) | 01h 04m |
| 60 mph (96.56 km/h) | 00h 53m |
| 70 mph (112.65 km/h) | 00h 46m |
| 80 mph (129 km/h) | 00h 40m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.95 | $7.50 | $14.99 |
| Mid-grade | $4.46 | $8.47 | $16.94 |
| Premium | $4.86 | $9.23 | $18.46 |
| Diesel | $6.00 | $11.39 | $22.79 |
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 25, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.