How far is Williamstown, MA from Middlebury, CT?
The driving distance from Williamstown, MA to Middlebury, CT is about 98.7 miles (158.8 km), with a travel time of about 02h 39m by car.
- The straight-line flight distance is about 81.9 miles (131.8 km).
- For a round trip, plan for roughly 05h 19m 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 39m.
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.
City in Berkshire County, Massachusetts, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Cloudy
Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Williamstown and Middlebury.
Turn-by-Turn Driving Directions
Step-by-step road directions between Williamstown and Middlebury.
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1
Start on Spring Street
863 ft · 26 sec · Spring Street
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2
Turn right onto Walden Street
802 ft · 37 sec · Walden Street
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3
At the end of the road, turn right onto Hoxsey Street
967 ft · 48 sec · Hoxsey Street
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4
Turn left onto Main Street
1318 ft · 42 sec · Main Street
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5
Turn straight onto Cold Spring Road
4.2 mi · 8 min · Cold Spring Road
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6
Continue on New Ashford Road
2.3 mi · 3 min · New Ashford Road
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7
Continue on Route 7
2.2 mi · 3 min · Route 7
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8
Continue on New Ashford Road
1.2 mi · 2 min · New Ashford Road
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9
Continue on Williamstown Road
3.8 mi · 5 min · Williamstown Road
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10
Continue on North Main Street
1.4 mi · 2 min · North Main Street
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11
Continue on South Main Street
1.8 mi · 4 min · South Main Street
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12
Continue on North Street
1.4 mi · 3 min · North Street
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13
Turn right onto Wahconah Street
1.4 mi · 3 min · Wahconah Street
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14
Turn right onto North Street
1.1 km · 2 min · North Street
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15
Continue on South Street
2.9 mi · 6 min · South Street
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16
Continue on Pittsfield Road
2.4 mi · 4 min · Pittsfield Road
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17
Continue on Veterans Memorial Highway
2.3 mi · 3 min · Veterans Memorial Highway
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18
Continue on Lee Road
1.2 mi · 2 min · Lee Road
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19
Continue on Laurel Street
1.2 mi · 2 min · Laurel Street
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20
Continue on West Center Street
959 ft · 13 sec · West Center Street
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21
At the end of the road, turn right onto Main Street
2289 ft · 1 min · Main Street
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22
At the end of the road, turn left onto Park Street
751 ft · 27 sec · Park Street
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23
Continue on Housatonic Street
1.1 km · 1 min · Housatonic Street
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24
Continue on Water Street
1.1 km · 1 min · Water Street
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25
Continue on Chapel Street
2544 ft · 49 sec · Chapel Street
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26
Continue on Cape Street
3.1 mi · 5 min · Cape Street
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27
Continue on Jacobs Ladder Road
2.6 mi · 4 min · Jacobs Ladder Road
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28
Turn right onto Otis Road
1.1 mi · 2 min · Otis Road
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29
Continue on North Main Road
8.6 mi · 15 min · North Main Road
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30
Continue on North Main Street
3.9 mi · 7 min · North Main Street
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31
Continue on South Main Street
4.1 mi · 6 min · South Main Street
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32
Continue on Colebrook River Road
6.7 mi · 11 min · Colebrook River Road
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33
Continue on North Main Street
1.7 mi · 4 min · North Main Street
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34
Turn right onto Park Place
870 ft · 35 sec · Park Place
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35
Turn left onto South Main Street
2366 ft · 1 min · South Main Street
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36
Continue on CT 8 SOUTH: Torrington, Waterbury
27.7 mi · 33 min
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37
Take the exit slight right toward I 84 West: Danbury
2928 ft · 1 min
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38
Merge slight left
1.2 mi · 2 min
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39
Take the exit slight right toward CT 64, CT 63: Middlebury, Watertown
3 mi · 5 min
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40
Turn slight left onto Store Road
668 ft · 33 sec · Store Road
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41
Turn left onto Middlebury Store Road
23 m · 3 sec · Middlebury Store Road
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42
Arrive at your destination
0 m · 1 sec · Middlebury Store Road
Car Route Details
A richer read on the saved driving route between Williamstown and Middlebury.
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.
CT 8 SOUTH
Continue on CT 8 SOUTH: Torrington, Waterbury
27.7 mi · 00h 33m
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 Cloudy leaving Williamstown and Mostly Cloudy near Middlebury.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Williamstown to Middlebury?
The road trip is about 98.7 miles (158.8 km) and usually takes 02h 39m 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?
Otis is a useful midpoint, sitting about 49.3 miles from Williamstown and 49.3 miles from Middlebury.
How much longer is the road route than the straight-line distance?
The direct path is about 81.9 miles (131.8 km), while the road route adds roughly 16.8 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 1:10 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $13.54 one way or $27.07 round trip. Estimated CO2 is about 30.9 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Cloudy around Williamstown and Mostly Cloudy near Middlebury.
Stop Ideas Near Otis
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 Otis.
Joseph Scelsi Intermodal Transportation Center
Union Station
Springfield Union Station
Windsor Locks
Flight Path Map
This map shows the direct air route between Williamstown and Middlebury. Straight-line distance: 81.91 mi (131.82 km).
#1 Williamstown
Town in Massachusetts
| Population | 7,631 |
| Coordinates | 42.7120200, -73.2037200 |
| Altitude | 209 |
| Country | United States |
#2 Middlebury
Town in Connecticut
| Population | 7,829 |
| Coordinates | 41.5278700, -73.1276100 |
| Altitude | 212 |
| Country | United States |
End: Middlebury (-73.12761, 41.52787)
Estimated Travel Time
Distance: 159 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 17m |
| 40 mph (64.37 km/h) | 02h 28m |
| 50 mph (80.47 km/h) | 01h 58m |
| 60 mph (96.56 km/h) | 01h 38m |
| 70 mph (112.65 km/h) | 01h 24m |
| 80 mph (129 km/h) | 01h 13m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.89 | $13.54 | $27.07 |
| Mid-grade | $4.40 | $15.30 | $30.60 |
| Premium | $4.80 | $16.70 | $33.40 |
| Diesel | $4.49 | $15.62 | $31.24 |
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 · Aug 02, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.