How far is Windsor, VT from Brattleboro, VT?

The driving distance from Windsor, VT to Brattleboro, VT is about 50 miles (80.4 km), with a travel time of about 00h 54m by car.

  • The straight-line flight distance is about 44.4 miles (71.4 km).
  • For a round trip, plan for roughly 01h 49m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
49.96 mi
00h 54m
Flight
44.35 mi
71.38 km direct

This route works well as a day trip with time at the destination.

Learn Distance

Choose another destination from Windsor.

Flight Distance

Direct air line
44.35 mi
Kilometers
71.38 km
Flight Time
00h 05m

Driving Distance

Road route
49.96 mi
Kilometers
80.4 km
Drive Time
00h 54m

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 54m.

Arrival Snapshot
Arrive in Brattleboro
Wed, Apr 22, 8:26 PM EDT
Return by in Windsor
Wed, Apr 22, 9:21 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Windsor
2026-04-22T19:31
Arrive Brattleboro
Wed, Apr 22, 8:26 PM EDT
Route Timing
00h 54m
One way by road
Best Departure Window
8:00 AM to 10:00 AM EDT
Aim for a morning departure
Arrive between
8:55 AM to 10:55 AM EDT

A morning start gives you useful time at the destination and keeps the return out of the late evening.

Leave by
4:40 PM EDT
Keeps a same-day return open with about 03h 00m at the destination.
Back in Windsor
9:30 PM EDT
Morning start is best

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
Saxtons River
VT

Human settlement in Rockingham, Vermont, United States of America

From Windsor
25 mi
00h 27m
To Brattleboro
25 mi
00h 27m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
50°F
Wednesday

Slight Chance Rain Showers then Mostly Cloudy

Starts
Wed, Apr 22 6:00 AM EDT
Wind
6 mph SW
Destination
47°F
Wednesday

Chance Snow Showers then Mostly Cloudy

Starts
Wed, Apr 22 6:00 AM EDT
Wind
9 mph SW

Driving Route Map

The map below follows the saved road route between Windsor and Brattleboro.

Turn-by-Turn Driving Directions

Step-by-step road directions between Windsor and Brattleboro.

  1. 1

    Start on Depot Avenue

    15 m · 2 sec · Depot Avenue

  2. 2

    Continue on Depot Avenue

    109 m · 20 sec · Depot Avenue

  3. 3

    At the end of the road, turn left onto Main Street

    2527 ft · 43 sec · Main Street

  4. 4

    Continue on U.S. Route 5 South

    4.9 mi · 7 min · U.S. Route 5 South

  5. 5

    Turn right onto Vermont Route 131

    2625 ft · 38 sec · Vermont Route 131

  6. 6

    Take the exit left toward I 91 South: Springfield, Brattleboro

    706 ft · 17 sec

  7. 7

    Merge slight left

    42 mi · 48 min

  8. 8

    Take the exit slight right toward VT 9 West: Brattleboro, Bennington

    2705 ft · 1 min

  9. 9

    At the end of the road, turn left onto Western Avenue

    1.1 km · 2 min · Western Avenue

  10. 10

    Continue on High Street

    2292 ft · 1 min · High Street

  11. 11

    At the end of the road, turn right onto Main Street

    942 ft · 38 sec · Main Street

  12. 12

    At the end of the road, turn right onto Canal Street

    16 m · 2 sec · Canal Street

  13. 13

    Turn right

    34 m · 8 sec

  14. 14

    Arrive at your destination

    0 m · 1 sec

Car Route Details

A richer read on the saved driving route between Windsor and Brattleboro.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
14 steps
6 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
28 / 100 mi
Decision points by distance
Main Roads
I 91 South
42.1 mi · 84%
U.S. Route 5 South
4.85 mi · 10%
Western Avenue
0.69 mi · 1%
Main Street
0.66 mi · 1%
VT 9 West
0.51 mi · 1%
Vermont Route 131
0.5 mi · 1%
Longest Stretch

I 91 South

Merge slight left

42 mi · 00h 49m

Route Summary

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

Trip Read

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.

Drive Time
00h 54m
Day trip friendly
Same-Day Return
01h 50m
Round-trip wheel time
Road vs Air
+5.6 mi
44.4 mi direct line
Halfway Stop
Saxtons River
00h 27m from Windsor
Leave By
4:40 PM EDT
Morning start is best
Weather Watch

Slight Chance Rain Showers then Mostly Cloudy leaving Windsor and Chance Snow Showers then Mostly Cloudy near Brattleboro.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Windsor to Brattleboro?

The road trip is about 50 miles (80.4 km) and usually takes 00h 54m 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?

Saxtons River is a useful midpoint, sitting about 25 miles from Windsor and 25 miles from Brattleboro.

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

The direct path is about 44.4 miles (71.4 km), while the road route adds roughly 5.6 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 4:40 PM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $6.94 one way or $13.89 round trip. Estimated CO2 is about 15.6 kg one way.

What should you check before leaving?

Before you leave, expect Slight Chance Rain Showers then Mostly Cloudy around Windsor and Chance Snow Showers then Mostly Cloudy near Brattleboro.

Stop Ideas Near Saxtons River

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Saxtons River, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Saxtons River.

RAIL

Bellows Falls station

5 mi away
54 Depot St
RAIL

Claremont

28 mi away
Plains Rd. and Maple Ave.
BUS

Okemo, Vermont

33 mi away
77 Okemo Ridge Rd
RAIL

Union Station

33 mi away
10 Vernon Rd

Flight Path Map

This map shows the direct air route between Windsor and Brattleboro. Straight-line distance: 44.35 mi (71.38 km).

Windsor

#1 Windsor

Town in Windsor County, Vermont, USA

Population3,284
Coordinates43.4803500, -72.3848100
Altitude101
CountryUnited States
Brattleboro

#2 Brattleboro

Town in Windham County, Vermont, United States

Population11,257
Coordinates42.8509200, -72.5578700
Altitude67
CountryUnited States
Start: Depot Avenue (-72.384808, 43.480328)
End: (-72.557897, 42.850732)

Estimated Travel Time

Distance: 80 km by road

SpeedTime
30 mph (48.3 km/h)01h 39m
40 mph (64.37 km/h)01h 14m
50 mph (80.47 km/h)00h 59m
60 mph (96.56 km/h)00h 49m
70 mph (112.65 km/h)00h 42m
80 mph (129 km/h)00h 37m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
1.76 gal
6.67 L · about $6.94
Round trip
$13.89
3.52 gal · 13.34 L
Estimated CO2
15.6 kg one way
Round trip: 31.3 kg / 69 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.95 $6.94 $13.89
Mid-grade $4.46 $7.84 $15.69
Premium $4.86 $8.55 $17.10
Diesel $6.00 $10.55 $21.11

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 Vermont · Apr 22, 2026

There is no time difference between Windsor and Brattleboro. The current time is 19:31:58.

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.