How far is Oakham, MA from Boston, MA?
The driving distance from Oakham, MA to Boston, MA is about 67.9 miles (109.3 km), with a travel time of about 01h 23m by car.
- The straight-line flight distance is about 50.3 miles (81 km).
- For a round trip, plan for roughly 02h 46m 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 23m.
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 Massachusetts
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Partly Sunny
Driving Route Map
The map below follows the saved road route between Oakham and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oakham and Boston.
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1
Start on New Braintree Road
63 m · 10 sec · New Braintree Road
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2
Turn right onto Maple Street
695 ft · 33 sec · Maple Street
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3
Turn right onto Coldbrook Road
542 ft · 15 sec · Coldbrook Road
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4
Turn left onto Rutland Road
1.2 km · 2 min · Rutland Road
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5
At the end of the road, turn left onto North Brookfield Road
1.2 mi · 2 min · North Brookfield Road
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6
Turn right onto Worcester Road
1264 ft · 27 sec · Worcester Road
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7
Continue on Barre Paxton Road
1.4 km · 1 min · Barre Paxton Road
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8
Continue on Barre Paxton Road
3.6 mi · 5 min · Barre Paxton Road
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9
Continue on Pleasant Street
6.8 mi · 12 min · Pleasant Street
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10
Turn right onto Chandler Street
2.9 mi · 5 min · Chandler Street
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11
Turn left onto Murray Avenue
92 m · 10 sec · Murray Avenue
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12
Turn right onto Austin Street
71 m · 7 sec · Austin Street
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13
Continue on Myrtle Street
1167 ft · 25 sec · Myrtle Street
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14
At the end of the road, turn left onto McGrath Boulevard
848 ft · 29 sec · McGrath Boulevard
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15
Continue on Foster Street
31 m · 3 sec · Foster Street
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16
Turn slight right onto Franklin Street
688 ft · 20 sec · Franklin Street
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17
Turn right onto Harding Street
590 ft · 17 sec · Harding Street
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18
Turn left onto Winter Street
100 m · 9 sec · Winter Street
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19
Continue on Grafton Street
2603 ft · 42 sec · Grafton Street
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20
Enter the roundabout and take exit 1 toward Grafton Street
12 m · 1 sec · Grafton Street
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21
Exit the roundabout onto Grafton Street
2.9 mi · 3 min · Grafton Street
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22
Continue on Grafton Road
2091 ft · 59 sec · Grafton Road
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23
Take the exit right
2318 ft · 57 sec
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24
Keep slight left
2974 ft · 1 min
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25
Merge slight left onto Massachusetts Turnpike
37.7 mi · 46 min · Massachusetts Turnpike
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26
Take the exit slight left toward I 93: South Station, Concord New Hampshire, Quincy
156 m · 13 sec
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27
Keep slight right to continue on South Station
1718 ft · 47 sec
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28
Turn left onto Kneeland Street
525 ft · 22 sec · Kneeland Street
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29
Turn right onto Lincoln Street
1345 ft · 53 sec · Lincoln Street
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30
At the end of the road, turn left onto Summer Street
25 m · 4 sec · Summer Street
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31
Turn right onto Devonshire Street
687 ft · 32 sec · Devonshire Street
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32
Turn left onto Franklin Street
53 m · 8 sec · Franklin Street
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33
Turn right onto Arch Street
141 m · 20 sec · Arch Street
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34
Turn left onto Milk Street
84 m · 11 sec · Milk Street
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35
Continue on Washington Street
737 ft · 33 sec · Washington Street
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36
At the end of the road, turn left onto Court Street
144 m · 20 sec · Court Street
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37
Turn left onto Tremont Street
102 m · 12 sec · Tremont Street
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38
Arrive at your destination
0 m · 1 sec · Tremont Street
Car Route Details
A richer read on the saved driving route between Oakham and Boston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Massachusetts Turnpike
Merge slight left onto Massachusetts Turnpike
37.7 mi · 00h 46m
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.
Mostly Sunny leaving Oakham and Partly Sunny near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oakham to Boston?
The road trip is about 67.9 miles (109.3 km) and usually takes 01h 23m 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?
Westborough is a useful midpoint, sitting about 30.6 miles from Oakham and 37.3 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 50.3 miles (81 km), while the road route adds roughly 17.6 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 3:44 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.34 one way or $18.67 round trip. Estimated CO2 is about 21.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Oakham and Partly Sunny near Boston.
Stop Ideas Near Westborough
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 Westborough.
Union Station
Framingham station
Route 128 station
Back Bay station
Flight Path Map
This map shows the direct air route between Oakham and Boston. Straight-line distance: 50.32 mi (80.99 km).
#1 Oakham
City in Worcester County, Massachusetts, United States of America
| Population | 1,950 |
| Coordinates | 42.3528700, -72.0453500 |
| Altitude | 328 |
| Country | United States |
#2 Boston
The twenty-first most populous city in the United States and the center of the Boston metropolitan area.
| Population | 691,531 |
| Coordinates | 42.3584300, -71.0597700 |
| Altitude | 14 |
| Country | United States |
End: Tremont Street (-71.060061, 42.358547)
Estimated Travel Time
Distance: 109 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 15m |
| 40 mph (64.37 km/h) | 01h 41m |
| 50 mph (80.47 km/h) | 01h 21m |
| 60 mph (96.56 km/h) | 01h 07m |
| 70 mph (112.65 km/h) | 00h 58m |
| 80 mph (129 km/h) | 00h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $9.34 | $18.67 |
| Mid-grade | $4.40 | $10.55 | $21.11 |
| Premium | $4.80 | $11.52 | $23.04 |
| Diesel | $4.49 | $10.77 | $21.54 |
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 Massachusetts · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.