How far is Oxford, CT from Middletown, CT?
The driving distance from Oxford, CT to Middletown, CT is about 36.2 miles (58.3 km), with a travel time of about 00h 44m by car.
- The straight-line flight distance is about 25.7 miles (41.4 km).
- For a round trip, plan for roughly 01h 29m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
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.
This is an easy same-day return drive.
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 00h 44m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
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 New Haven County, Connecticut, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Driving Route Map
The map below follows the saved road route between Oxford and Middletown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oxford and Middletown.
-
1
Start on the route
31 m ยท 9 sec
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2
Turn right onto Oxford Road
1090 ft ยท 28 sec ยท Oxford Road
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3
Turn left onto Chestnut Tree Hill Road Extension
1.4 km ยท 2 min ยท Chestnut Tree Hill Road Extension
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4
At the end of the road, turn left onto Chestnut Tree Hill Road
1402 ft ยท 31 sec ยท Chestnut Tree Hill Road
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5
Turn right onto Pines Bridge Road
1.8 mi ยท 3 min ยท Pines Bridge Road
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6
Continue on Marilyn Avenue
119 m ยท 8 sec ยท Marilyn Avenue
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7
Continue on South Main Street
1.4 mi ยท 3 min ยท South Main Street
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8
Take the ramp left toward CT 8 North: Waterbury
1665 ft ยท 41 sec
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9
Merge slight left
4.9 mi ยท 6 min
-
10
Take the exit slight right toward South Main Street, Waterbury
786 ft ยท 27 sec
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11
Keep slight left
34 m ยท 3 sec
-
12
Turn right onto Waterbury Road
551 ft ยท 11 sec ยท Waterbury Road
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13
Continue on South Main Street
2823 ft ยท 50 sec ยท South Main Street
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14
Turn slight right onto Baldwin Street
2115 ft ยท 50 sec ยท Baldwin Street
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15
Turn right onto Pearl Lake Road
1.5 mi ยท 3 min ยท Pearl Lake Road
-
16
Continue on Harpers Ferry Road
1604 ft ยท 35 sec ยท Harpers Ferry Road
-
17
Turn right onto Reidville Drive
1.6 km ยท 2 min ยท Reidville Drive
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18
Take the ramp straight toward I 84 East: Hartford
1087 ft ยท 26 sec
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19
Merge slight left
4.2 mi ยท 5 min
-
20
Take the exit slight right toward I 691 East: Meriden
2821 ft ยท 54 sec
-
21
Continue straight
8.1 mi ยท 10 min
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22
Continue straight
6.8 mi ยท 11 min
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23
Arrive at your destination
0 m ยท 1 sec ยท Washington Street
Car Route Details
A richer read on the saved driving route between Oxford and Middletown.
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 691 East
Continue straight
8.13 mi ยท 00h 10m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
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.
Sunny leaving Oxford and Sunny near Middletown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oxford to Middletown?
The road trip is about 36.2 miles (58.3 km) and usually takes 00h 44m 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?
Prospect is a useful midpoint, sitting about 16.9 miles from Oxford and 19.3 miles from Middletown.
How much longer is the road route than the straight-line distance?
The direct path is about 25.7 miles (41.4 km), while the road route adds roughly 10.5 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 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:00 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $5.63 one way or $11.26 round trip. Estimated CO2 is about 11.4 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Oxford and Sunny near Middletown.
Stop Ideas Near Prospect
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 Prospect.
Wallingford station
Meriden Transit Center
Berlin
Union Station
Flight Path Map
This map shows the direct air route between Oxford and Middletown. Straight-line distance: 25.7 mi (41.36 km).
#1 Oxford
Town in New Haven County, Connecticut, United States of America
| Population | 13,250 |
| Coordinates | 41.4339900, -73.1167800 |
| Altitude | 108 |
| Country | United States |
#2 Middletown
A city in Middlesex County, Connecticut.
| Population | 46,013 |
| Coordinates | 41.5623200, -72.6506500 |
| Altitude | 12 |
| Country | United States |
End: Washington Street (-72.65071, 41.562432)
Estimated Travel Time
Distance: 58 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 12m |
| 40 mph (64.37 km/h) | 00h 54m |
| 50 mph (80.47 km/h) | 00h 43m |
| 60 mph (96.56 km/h) | 00h 36m |
| 70 mph (112.65 km/h) | 00h 31m |
| 80 mph (129 km/h) | 00h 27m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.40 | $5.63 | $11.26 |
| Mid-grade | $5.02 | $6.42 | $12.85 |
| Premium | $5.45 | $6.97 | $13.94 |
| Diesel | $6.45 | $8.26 | $16.52 |
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 ยท Oct 15, 2026