How far is Roxbury, CT from Bridgeport, CT?

The driving distance from Roxbury, CT to Bridgeport, CT is about 28 miles (45 km), with a travel time of about 00h 32m by car.

  • The straight-line flight distance is about 20.3 miles (32.6 km).
  • For a round trip, plan for roughly 01h 05m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Trip Tools

Reverse, save, or send this route

This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.

Reverse Route
Quick Snapshot
Road
27.99 mi
00h 32m
Flight
20.28 mi
32.64 km direct

This is an easy same-day return drive.

Learn Distance

Choose another destination from Roxbury.

Flight Distance

Direct air line
20.28 mi
Kilometers
32.64 km
Flight Time
00h 02m

Driving Distance

Road route
27.99 mi
Kilometers
45.04 km
Drive Time
00h 32m

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 32m.

Arrival Snapshot
Arrive in Bridgeport
Sun, Apr 19, 7:31 AM EDT
Return by in Roxbury
Sun, Apr 19, 8:04 AM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Roxbury
2026-04-19T06:58
Arrive Bridgeport
Sun, Apr 19, 7:31 AM EDT
Route Timing
00h 32m
One way by road
Best Departure Window
7:00 AM to 7:00 PM EDT
Leave when it suits your day
Arrive between
7:33 AM to 7:33 PM EDT

This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.

Leave by
7:24 PM EDT
Keeps a same-day return open with about 01h 30m at the destination.
Back in Roxbury
10:00 PM EDT
Flexible departure

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.

Mid-route stop
Westport
CT

Town in Connecticut

From Roxbury
12.1 mi
00h 16m
To Bridgeport
16 mi
00h 16m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
62°F
Sunday

Showers And Thunderstorms Likely

Starts
Sun, Apr 19 6:00 AM EDT
Wind
5 to 12 mph SW
Destination
56°F
Sunday

Rain Showers

Starts
Sun, Apr 19 6:00 AM EDT
Wind
5 to 12 mph S

Driving Route Map

The map below follows the saved road route between Roxbury and Bridgeport.

Turn-by-Turn Driving Directions

Step-by-step road directions between Roxbury and Bridgeport.

  1. 1

    Start on the route

    27 m · 9 sec

  2. 2

    Turn left onto Roxbury Road

    63 m · 6 sec · Roxbury Road

  3. 3

    Turn right onto Stillwater Road

    33 m · 3 sec · Stillwater Road

  4. 4

    Turn left onto Stillwater Road

    59 m · 11 sec · Stillwater Road

  5. 5

    At the end of the road, turn left onto Long Ridge Road

    1 mi · 2 min · Long Ridge Road

  6. 6

    Take the ramp slight right toward CT 15 North: New Haven

    1147 ft · 28 sec

  7. 7

    Merge slight left onto Merritt Parkway

    17.2 mi · 22 min · Merritt Parkway

  8. 8

    Take the exit slight right toward CT 58: Fairfield, Redding

    818 ft · 35 sec

  9. 9

    Turn left onto Congress Street

    75 m · 8 sec · Congress Street

  10. 10

    Turn right onto Black Rock Turnpike

    2.2 mi · 4 min · Black Rock Turnpike

  11. 11

    Keep slight left to continue on Black Rock Turnpike

    76 m · 6 sec · Black Rock Turnpike

  12. 12

    Continue on Tunxis Hill Cut Off

    2941 ft · 1 min · Tunxis Hill Cut Off

  13. 13

    Continue on Tunxis Hill Road

    1731 ft · 39 sec · Tunxis Hill Road

  14. 14

    Continue on Tunxis Hill Cut Off South

    730 ft · 18 sec · Tunxis Hill Cut Off South

  15. 15

    Turn left onto Kings Highway East

    94 m · 5 sec · Kings Highway East

  16. 16

    Continue on North Avenue

    1.6 km · 2 min · North Avenue

  17. 17

    Turn right onto Park Avenue

    76 m · 9 sec · Park Avenue

  18. 18

    Turn left onto Pequonnock Street

    3199 ft · 2 min · Pequonnock Street

  19. 19

    Continue on Lafayette Square

    970 ft · 30 sec · Lafayette Square

  20. 20

    Turn left onto Fairfield Avenue

    1090 ft · 24 sec · Fairfield Avenue

  21. 21

    Arrive at your destination

    0 m · 1 sec · Fairfield Avenue

Car Route Details

A richer read on the saved driving route between Roxbury and Bridgeport.

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
21 steps
11 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
75 / 100 mi
Decision points by distance
Main Roads
Merritt Parkway
17.2 mi · 61%
Black Rock Turnpike
2.29 mi · 8%
Long Ridge Road
1 mi · 4%
North Avenue
0.98 mi · 3%
Pequonnock Street
0.61 mi · 2%
Tunxis Hill Cut Off
0.56 mi · 2%
Longest Stretch

Merritt Parkway

Merge slight left onto Merritt Parkway

17.2 mi · 00h 22m

Route Summary

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

Trip Read

A short regional drive

This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.

Drive Time
00h 32m
Quick drive
Same-Day Return
01h 06m
Round-trip wheel time
Road vs Air
+7.7 mi
20.3 mi direct line
Halfway Stop
Westport
00h 16m from Roxbury
Leave By
7:24 PM EDT
Flexible departure
Weather Watch

Showers And Thunderstorms Likely leaving Roxbury and Rain Showers near Bridgeport.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Roxbury to Bridgeport?

The road trip is about 28 miles (45 km) and usually takes 00h 32m in normal driving conditions.

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

This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.

What is the halfway point on this route?

Westport is a useful midpoint, sitting about 12.1 miles from Roxbury and 16 miles from Bridgeport.

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

The direct path is about 20.3 miles (32.6 km), while the road route adds roughly 7.7 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 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:24 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $3.91 one way or $7.81 round trip. Estimated CO2 is about 8.8 kg one way.

What should you check before leaving?

Before you leave, expect Showers And Thunderstorms Likely around Roxbury and Rain Showers near Bridgeport.

Stop Ideas Near Westport

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 Westport and the surrounding midpoint area.
Norwalk City Hall parking
Scenic stop 3.8 mi away

Norwalk City Hall parking

Norwalk , CT
City Hall Dr, Norwalk, CT 06851
Rating 4.0/5 27 reviews Parking lot
Bridgeport City Hall
Meeting point 9.8 mi away

Bridgeport City Hall

Bridgeport , CT
45 Lyon Terrace, Bridgeport, CT 06604
Rating 4.5/5 36 reviews City Hall
Town Hall
Nearby stop 2.6 mi away

Town Hall

Weston , CT
56 Norfield Rd, Weston, CT 06883
Corporate office
Stop photo coming soon
Scenic stop 9.9 mi away

City Hall Visitor Parking

Bridgeport , CT
232 Golden Hill St, Bridgeport, CT 06604
Parking lot

Transit and Meeting Points

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

RAIL

Bridgeport

15 mi away
525 Water St.
RAIL

Stamford Transportation Center

19 mi away
Washington Blvd and South State St.
RAIL

Union Station

40 mi away
50 Union Avenue
RAIL

Croton–Harmon station

44 mi away
1 Croton Point Avenue

Flight Path Map

This map shows the direct air route between Roxbury and Bridgeport. Straight-line distance: 20.28 mi (32.64 km).

Roxbury

#1 Roxbury

Town in Connecticut, United States

Population2,150
Coordinates41.0892600, -73.5604000
Altitude28
CountryUnited States
Bridgeport

#2 Bridgeport

The second most populous city in Connecticut.

Population143,525
Coordinates41.1792300, -73.1894500
Altitude1
CountryUnited States
Start: (-73.560477, 41.089265)
End: Main Street (-73.189437, 41.179239)

Estimated Travel Time

Distance: 45 km by road

SpeedTime
30 mph (48.3 km/h)00h 55m
40 mph (64.37 km/h)00h 41m
50 mph (80.47 km/h)00h 33m
60 mph (96.56 km/h)00h 27m
70 mph (112.65 km/h)00h 23m
80 mph (129 km/h)00h 20m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
0.99 gal
3.74 L · about $3.91
Round trip
$7.81
1.98 gal · 7.48 L
Estimated CO2
8.8 kg one way
Round trip: 17.6 kg / 39 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.95 $3.91 $7.81
Mid-grade $4.46 $4.41 $8.82
Premium $4.86 $4.81 $9.62
Diesel $6.00 $5.94 $11.87

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 19, 2026

There is no time difference between Roxbury and Bridgeport. The current time is 06:58:55.

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.