Rest Area CT-15 (South Bound)
0.1 mi from route
Trip from Milford, CT to Windham, CT
Pin this tripCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Sep 8, 2026 · Editorial standards
Drive Time
1h 39m
Distance
75.5 mi
121 km
Drive Score
9/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$13
one way
EV Charging
Excellent
12 DC fast
Best Time to Leave
4 AM
1h 32m
★
6 AM
1h 40m
8 AM
1h 55m
10 AM
1h 45m
12 PM
1h 43m
3 PM
1h 46m
5 PM
1h 54m
8 PM
1h 35m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Milford, CT
Wikimedia Commons
Windham, CT
David Kanigan
Trip Overview
The drive from Milford, CT to Windham, CT covers 75.5 miles and takes about 1h 39m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Wilbur Cross Parkway, I 91, CT 2 for much of the mileage, and the overall profile is mostly highway. The longest uninterrupted segment is about 23.2 miles on Wilbur Cross Parkway. At current regular gas prices, budget about $12.58 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
37.7 miles from Milford, CT
A natural place for your longest stop of the day , about 49m into the drive .
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Wilbur Cross Parkway | 23.2 mi | 28m |
| I 91 | 13.6 mi | 15m |
| CT 2 | 10.6 mi | 12m |
| Middletown Road | 8.1 mi | 9m |
| West Main Street | 3 mi | 3m |
| North Street | 2.3 mi | 4m |
| Hebron Road | 2.2 mi | 2m |
| Grassy Hill Road | 2 mi | 3m |
Longest stretch:
Wilbur Cross Parkway
— 23.2 mi, about 28m
Traffic on I-91
Hour-of-day weekday pattern from 4 FHWA count stations on your route.
Peak
4 PM
~5,987 veh/hr typical · worst 7,200
Quietest
2 AM
~457 veh/hr
Peak-to-quiet ratio
13.1×
busier at peak than in the quiet hours
12a
6a
noon
6p
11p
Averaged across 67 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Turn-by-Turn Driving Directions
Step-by-step road directions between Milford, CT and Windham, CT.
1
Start on Factory Lane
53 ft
·
7 sec
·
Factory Lane
2
Turn right onto CT 162
137 ft
·
2 sec
·
New Haven Avenue
3
Keep slight left at fork onto Daniel Street
475 ft
·
10 sec
·
Daniel Street
4
Turn right onto River Street
0.2 mi
·
29 sec
·
River Street
5
Turn left onto West Main Street
57 ft
·
1 sec
·
West Main Street
6
Keep slight right at fork onto Plymouth Place
387 ft
·
7 sec
·
Plymouth Place
7
Turn slight right onto North Street
0.3 mi
·
30 sec
·
North Street
8
Keep slight left at fork onto North Street
2.0 mi
·
3 min
·
North Street
9
Continue on CT 121
2.0 mi
·
3 min
·
Grassy Hill Road
10
Take the ramp
0.1 mi
·
16 sec
11
At end of road, turn right onto CT 15
23 mi
·
28 min
·
Wilbur Cross Parkway
Use the straight / right lanes.
12
Take the exit
0.3 mi
·
38 sec
Exit 65A
Toward I 91 North, CT 66 East: Hartford, Middletown
Use the slight right lane.
13
Merge onto I 91
14 mi
·
15 min
·
I 91
Use the straight / slight right lanes.
14
Take the exit
0.2 mi
·
23 sec
Exit 25-26
Toward CT 3 North: Glastonbury, Old Wethersfield
Use the slight right lane.
15
Keep slight left at fork
0.3 mi
·
36 sec
Exit 25
Toward CT 3 North: Glastonbury
Use the straight / slight right lanes.
16
Merge onto CT 3
1.9 mi
·
2 min
·
CT 3
Use the straight / slight right lanes.
17
Keep slight right at fork
0.3 mi
·
34 sec
Exit 13 C
Toward CT 2 East: Norwich
Use the slight right lane.
18
Merge onto CT 2
0.4 mi
·
33 sec
·
CT 2
19
Keep slight right at fork onto CT 2
10 mi
·
11 min
·
CT 2
Use the straight / slight right lanes.
20
Take the exit
0.2 mi
·
36 sec
Exit 15
Toward CT 66: Willimantic, Middletown
Use the slight right lane.
21
Keep slight left at fork
178 ft
·
11 sec
Toward CT 66 East: Hebron, Willimantic
22
Turn left onto CT 66
520 ft
·
6 sec
·
East Hampton Road
23
Continue on CT 66
2.2 mi
·
2 min
·
Hebron Road
24
Continue on CT 66
3.0 mi
·
3 min
·
West Main Street
25
Continue on CT 66
1.4 mi
·
1 min
·
Main Street
26
Continue on CT 66
8.1 mi
·
9 min
·
Middletown Road
Use the straight / right lanes.
27
Take the exit
0.2 mi
·
28 sec
Exit 91
Toward CT 195: University of Connecticut, Storrs
Use the slight right lane.
28
Keep slight left at fork onto South Frontage Road
0.8 mi
·
1 min
·
South Frontage Road
Use the straight / slight left / slight right lanes.
29
Turn right onto CT 195
0.1 mi
·
13 sec
·
Storrs Road
30
Continue on CT 195
0.5 mi
·
45 sec
·
Jackson Street
31
Turn left onto CT 195
0.5 mi
·
1 min
·
Ash Street
32
At end of road, turn left onto CT 66
97 ft
·
3 sec
·
Main Street
33
Continue on CT 14
0.2 mi
·
32 sec
·
Main Street
34
Continue on CT 14
0.8 mi
·
1 min
·
Bricktop Road
35
Continue on CT 14
0.2 mi
·
27 sec
·
Brick Top Road
36
Continue on CT 14
0.7 mi
·
1 min
·
Bricktop Road
37
Continue on CT 14; CT 203
0.8 mi
·
1 min
·
North Road
38
Turn left onto CT 14
196 ft
·
4 sec
·
Scotland Road
39
Arrive at destination
CT 14
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 37.7 miles from Milford, CT, or about 49m into the drive.
The longest continuous stretch on this route runs about 23.2 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 17 miles or 24m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 37.7 miles or 49m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 1h 21m
Traffic, exits, and arrival timing usually matter more near Windham, CT than in the middle of the route.
Before You Leave
+
Open the route before leaving Milford, CT so your first major turns are already loaded.
Day 1
Settle into the route from Milford, CT
This is one driving day of about 75.5 miles and 1h 39m.
Your first comfortable stop window is around 17 miles from Milford, CT.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on Wilbur Cross Parkway for about 23.2 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
38 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 17 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 37.7 miles from Milford, CT, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Stops Along Your Drive
Picked by where they fit in your drive — first break, midpoint reset, final stretch.
Rest Area CT-15 (North Bound)
0.1 mi from route
Jennifer Hodges Memorial Rest Area
0.1 mi from route
Rest Area CT-15 (South Bound)
0.4 mi from route
Pilot Travel Center
1.8 mi from route
Milford Travel Plaza Northbound
2.2 mi from route
Milford Travel Plaza Southbound
2.2 mi from route
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 245 decision points cluster between mile 28.1 and 55.3 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
8
28.1 mi into trip
|
~37m in
Take the exit toward I 91 North, CT 66 East: Hartford, Middletown
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 65A
Toward I 91 North, CT 66 East: Hartford, Middle...
8
42 mi into trip
|
~54m in
Take the exit toward CT 3 North: Glastonbury, Old Wethersfield
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 25-26
Toward CT 3 North: Glastonbury, Old Wethersfiel...
9
42.2 mi into trip
|
~54m in
Keep slight left at fork toward CT 3 North: Glastonbury
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Exit 25
Toward CT 3 North: Glastonbury
8
44.4 mi into trip
|
~57m in
Keep slight right at fork toward CT 2 East: Norwich
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Exit 13 C
Toward CT 2 East: Norwich
8
55.3 mi into trip
|
~1h 10m in
Take the exit toward CT 66: Willimantic, Middletown
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 15
Toward CT 66: Willimantic, Middletown
Fuel & Cost
Regular Gas
$12.58 one way
$25.15 round trip
$4.23/gal
25.4 MPG avg
26 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.70 | $13.96 | $27.91 |
| premium | $5.07 | $15.06 | $30.12 |
| diesel | $5.60 | $16.64 | $33.29 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$13
Meals
$25–$50
Total
$38–$63
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 26.4 kg one way. Prices: EIA weekly data, 2026-08-31.
EV Charging Along Route
12 DC fast chargers · Coverage: excellent
Milford, CT - Boston Post Road - Tesla Supercharger
Milford, CT
Tesla
14 DCFC
Trumbull, CT - Tesla Supercharger
Trumbull, CT
Tesla
12 DCFC
Stratford Square (Stratford, CT)
Stratford, CT
Electrify America
8 DCFC
6570 Main Street
Stratford, CT
LOOP
2 DCFC
Milford, CT - Northbound - Tesla Supercharger
Milford, CT
Tesla
2 DCFC
Milford, CT - Southboun - Tesla Supercharger
Milford, CT
Tesla
2 DCFC
I-95 Milford SB Service Plaza
Milford, CT
APPLEGREEN
2 DCFC
I-95 Milford NB Service Plaza
Milford, CT
APPLEGREEN
2 DCFC
Tesla: 4
ChargePoint Network: 3
APPLEGREEN: 2
Electrify America: 1
LOOP: 1
eVgo Network: 1
Station data from NREL Alternative Fuel Stations database.
Driving Electric?
About $8 in charging · 0 stops · 65% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 22.7 | 0 | $7.93 | $3.62 |
| Efficient EV | 18.9 | 0 | $6.61 | $3.02 |
| EV Truck/SUV | 30.2 | 0 | $10.57 | $4.83 |
Gas CO2
26 kg
EV CO2
9 kg (65% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Origin
Milford, CT
Night in Milford on Monday
Local time
9:43 PM
EDT
Current temp
60°F
Partly Cloudy
NW 2 to 7 mph
0% chance
Live forecast
Destination
Windham, CT
Night in Windham on Monday
Local time
9:43 PM
EDT
Current temp
55°F
Partly Cloudy
NW 3 mph
0% chance
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
5 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
1h 39m on the road
The weather snapshot is not static. If you are leaving later, give both cities one more quick forecast check before departure.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
National Parks Near This Route
Worth a detour if your schedule allows.
Weir Farm National Historical Park
National Historical Park
Visit the home and studio of America's most beloved Impressionist, J. Alden Weir, and walk in the footsteps of generations of world-class artists. Set amidst more than 60 acres of painterly woods, fie...
21 mi from route
~52 min detour
Free
View on nps.gov
Park data from the National Park Service API. Alerts update every 2 hours.
What kind of drive is this?
75.5 mi in 1h 39m, mostly highway — 23.2 mi of that is on Wilbur Cross Parkway.
65% highway — fuel and pacing are the main things to plan.
39 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 23.2 mi on Wilbur Cross Parkway.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on Wilbur Cross Parkway and I 91. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 28.1 miles in.
Driving Effort
10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 75.5 miles you will encounter 24 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 28.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 42 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 42.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Elevation Profile
Gently rolling terrain
579 ft
31 ft
Total Climb
1,048 ft
Total Descent
805 ft
Highest Point
579 ft
~64.7 mi in
Elevation Range
548 ft
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Milford, CT and Windham, CT, road signs point toward Middletown, Old Wethersfield, Willimantic and Storrs.
Middletown
28.1 mi in
|
~37m
Old Wethersfield
42 mi in
|
~54m
Willimantic
55.6 mi in
|
~1h 11m
Storrs
70.5 mi in
|
~1h 29m
About the Cities
Starting in Milford, CT
Full guide →Founded 1639
Milford is a city in New Haven County, Connecticut. It is bordered to the south by Long Island sound, to the west by the Housatonic river, to the North by the town of Orange, and to the east by the town of West Haven. Milford is approximately 70 miles east of New York City. Milford is home of the Subway chain of restaurants and the Bic company.
Arriving in Windham, CT
Full guide →Founded 1693
Willimantic is in Mystic-Eastern, Connecticut.
Top landmarks
- • Prospect Hill Historic District — human settlement in United States of America
- • Main Street Historic District — historic district in Windham, Connecticut, United States
- • Willimantic Footbridge
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 1h 39m. Total distance: 75.5 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 39m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (65%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 23.2 miles on Wilbur Cross Parkway. The full list of main roads is in the Roads section above.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at Windham, CT before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: at 28.1 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 42 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 42.2 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Yes. A round trip is manageable in a single day if you plan a break at Windham, CT before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, USGS 3DEP for elevation, NREL for EV charging, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.
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