How far is Oak Bluffs, MA from Boston, MA?
The driving distance from Oak Bluffs, MA to Boston, MA is about 89.1 miles (143.4 km), with a travel time of about 02h 17m by car.
- The straight-line flight distance is about 67.5 miles (108.6 km).
- For a round trip, plan for roughly 04h 34m 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 02h 17m.
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.
County seat town in Plymouth County, Massachusetts, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Partly Sunny
Driving Route Map
The map below follows the saved road route between Oak Bluffs and Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oak Bluffs and Boston.
-
1
Start on Butler Avenue
52 m · 26 sec · Butler Avenue
-
2
Turn left onto Jordan Crossing
77 m · 31 sec · Jordan Crossing
-
3
At the end of the road, turn right onto Siloam Avenue
102 m · 15 sec · Siloam Avenue
-
4
Continue on Siloam Avenue
152 m · 25 sec · Siloam Avenue
-
5
At the end of the road, turn right onto Lake Avenue
1544 ft · 45 sec · Lake Avenue
-
6
Turn sharp left onto Sea View Avenue
134 m · 11 sec · Sea View Avenue
-
7
Turn right onto Oak Bluffs Avenue
528 ft · 34 sec · Oak Bluffs Avenue
-
8
Turn slight left onto Woods Hole - Oak Bluffs Ferry
8.5 mi · 44 min · Woods Hole - Oak Bluffs Ferry
-
9
Continue straight
62 m · 19 sec
-
10
At the end of the road, turn left onto Railroad Avenue
127 m · 22 sec · Railroad Avenue
-
11
Merge slight left onto Woods Hole Road
3.3 mi · 7 min · Woods Hole Road
-
12
Continue on Locust Street
1862 ft · 1 min · Locust Street
-
13
At the end of the road, turn left onto North Main Street
713 ft · 9 sec · North Main Street
-
14
Continue on Palmer Avenue
1 mi · 2 min · Palmer Avenue
-
15
Continue on West Falmouth Highway
8.3 mi · 12 min · West Falmouth Highway
-
16
Enter the roundabout and take exit 2 toward Hero's Circle
715 ft · 17 sec · General MacArthur Boulevard
-
17
Exit the rotary onto General MacArthur Boulevard
4 mi · 6 min · General MacArthur Boulevard
-
18
Enter the roundabout and take exit 1 toward Bourne Rotary
52 m · 6 sec · Sandwich Road Connector
-
19
Exit the rotary onto Sandwich Road Connector
3.5 mi · 6 min · Sandwich Road Connector
-
20
Turn right onto Adams Street
1078 ft · 27 sec · Adams Street
-
21
Turn right onto Cranberry Highway
73 m · 5 sec · Cranberry Highway
-
22
Take the ramp straight
826 ft · 21 sec
-
23
Merge slight left onto Sagamore Bridge
2245 ft · 47 sec · Sagamore Bridge
-
24
Continue on Pilgrim Highway
1336 ft · 20 sec · Pilgrim Highway
-
25
Continue on Pilgrims Highway
42.3 mi · 53 min · Pilgrims Highway
-
26
Continue on I 93 North: Boston
8.4 mi · 11 min
-
27
Continue on John F. Fitzgerald Expressway
998 ft · 19 sec · John F. Fitzgerald Expressway
-
28
Take the exit slight left toward South Station, Airport
2666 ft · 1 min
-
29
Keep slight right to continue on South Station
2711 ft · 1 min
-
30
Continue on Lincoln Street
1345 ft · 53 sec · Lincoln Street
-
31
At the end of the road, turn left onto Summer Street
25 m · 4 sec · Summer Street
-
32
Turn right onto Devonshire Street
687 ft · 32 sec · Devonshire Street
-
33
Turn left onto Franklin Street
53 m · 8 sec · Franklin Street
-
34
Turn right onto Arch Street
141 m · 20 sec · Arch Street
-
35
Turn left onto Milk Street
84 m · 11 sec · Milk Street
-
36
Continue on Washington Street
737 ft · 33 sec · Washington Street
-
37
At the end of the road, turn left onto Court Street
144 m · 20 sec · Court Street
-
38
Turn left onto Tremont Street
102 m · 12 sec · Tremont Street
-
39
Arrive at your destination
0 m · 1 sec · Tremont Street
Car Route Details
A richer read on the saved driving route between Oak Bluffs 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.
Pilgrims Highway
Continue on Pilgrims Highway
42.3 mi · 00h 53m
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.
Partly Sunny near Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oak Bluffs to Boston?
The road trip is about 89.1 miles (143.4 km) and usually takes 02h 17m 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?
Plymouth is a useful midpoint, sitting about 41.9 miles from Oak Bluffs and 47.2 miles from Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 67.5 miles (108.6 km), while the road route adds roughly 21.6 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 1:56 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $12.25 one way or $24.51 round trip. Estimated CO2 is about 28 kg one way.
What should you check before leaving?
Before arriving, the latest forecast around Boston is Partly Sunny.
Stop Ideas Near Plymouth
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 Plymouth.
Route 128 station
South Station
Back Bay station
North Station
Flight Path Map
This map shows the direct air route between Oak Bluffs and Boston. Straight-line distance: 67.51 mi (108.65 km).
#1 Oak Bluffs
Town in Massachusetts
| Population | 4,696 |
| Coordinates | 41.4542800, -70.5619700 |
| Altitude | 1 |
| 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: 143 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 58m |
| 40 mph (64.37 km/h) | 02h 13m |
| 50 mph (80.47 km/h) | 01h 46m |
| 60 mph (96.56 km/h) | 01h 29m |
| 70 mph (112.65 km/h) | 01h 16m |
| 80 mph (129 km/h) | 01h 06m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $12.25 | $24.51 |
| Mid-grade | $4.40 | $13.85 | $27.70 |
| Premium | $4.80 | $15.12 | $30.23 |
| Diesel | $4.49 | $14.14 | $28.27 |
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.