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Trip from Milford, CT to Watertown, CT

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Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Sep 8, 2026 · Editorial standards

Drive Time

47m

Distance

30.8 mi

50 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$5

one way

EV Charging

Unknown

Best Time to Leave

Save up to 12 min
4 AM
0h 43m ★
6 AM
0h 47m
8 AM
0h 55m
10 AM
0h 50m
12 PM
0h 49m
3 PM
0h 51m
5 PM
0h 55m
8 PM
0h 45m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

city in New Haven County, Connecticut, United States of America

Milford, CT

Wikimedia Commons

town in Litchfield County, Connecticut, United States

Watertown, CT

Wikimedia Commons

Trip Overview

The drive from Milford, CT to Watertown, CT covers 30.8 miles and takes about 47m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on CT 8, Straits Turnpike, Grassy Hill Road for much of the mileage, and the overall profile is mixed highway & surface. The longest uninterrupted segment is about 12 miles on CT 8. At current regular gas prices, budget about $5.13 one way before food or hotel costs.

Main Roads

Road Distance Duration
CT 8 12 mi 15m
Straits Turnpike 5.8 mi 8m
Grassy Hill Road 3.7 mi 6m
North Street 2.3 mi 4m
Church Street 1.6 mi 2m
New Haven Avenue 1.6 mi 2m
Main Street 1.4 mi 2m
Derby Turnpike 0.5 mi <1m
Longest stretch: CT 8 — 12 mi, about 15m

Turn-by-Turn Driving Directions

Step-by-step road directions between Milford, CT and Watertown, 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

3.7 mi · 6 min · Grassy Hill Road
10

Turn left onto CT 34

0.5 mi · 40 sec · Derby Turnpike
11

Continue on CT 34

1.6 mi · 2 min · New Haven Avenue
12

Continue on CT 34

0.3 mi · 33 sec · Derby Avenue
Use the straight lane.
13

Turn left onto CT 34

508 ft · 8 sec · Main Street
Use the left lane.
14

Take the exit

0.3 mi · 42 sec
Toward CT 8 North: Waterbury Use the slight right lane.
15

Merge onto CT 8

12 mi · 15 min · CT 8
Use the straight / slight right lanes.
16

Take the exit

0.2 mi · 29 sec
Exit 25A Toward CT 63: South Main Street Use the slight right lane.
17

Turn left onto South Main Street

0.3 mi · 34 sec · South Main Street
18

Turn left onto Maple Street

312 ft · 10 sec · Maple Street
19

Turn right onto Water Street

0.4 mi · 1 min · Water Street
20

Turn right onto Church Street

1.6 mi · 2 min · Church Street
21

Continue on CT 63

5.8 mi · 8 min · Straits Turnpike
22

Turn left onto CT 63

1.3 mi · 2 min · Main Street
23

Arrive at destination

CT 63

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

town in Connecticut

Mid-route town

Meal stop

Seymour, CT

15 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

Oakville, CT

Fuel and coffee

A short stop after about 30.8 miles helps settle the day before fatigue starts building.

Seymour, CT

Meal break

The midpoint is around 15.4 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.

Heads-up: tricky spots

5 of 14

5 decision points cluster between mile 0 and 21.2 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.

5
0 mi into trip | ~0m in | CT 162 / New Haven Avenue

Turn right onto CT 162 / New Haven Avenue

Navigation decision point

5
0 mi into trip | ~0m in | Daniel Street

Keep slight left at fork onto Daniel Street

Highway fork - watch signs carefully

6
8.8 mi into trip | ~15m in | CT 34 / Main Street

Turn left onto CT 34 / Main Street

Lane positioning matters here

Use the left lane.
6
8.9 mi into trip | ~15m in

Take the exit toward CT 8 North: Waterbury

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Toward CT 8 North: Waterbury
7
21.2 mi into trip | ~31m in

Take the exit toward CT 63: South Main Street

Exit ramp - move to the correct lane early. Lane positioning matters here

Use the slight right lane. Exit 25A Toward CT 63: South Main Street

Fuel & Cost

Regular Gas

$5.13 one way

$10.26 round trip

$4.23/gal 25.4 MPG avg 11 kg CO2
Fuel Type $/gal One Way Round Trip
midgrade $4.70 $5.69 $11.39
premium $5.07 $6.14 $12.29
diesel $5.60 $6.79 $13.58

Estimated Tolls: $0.40

Straits Turnpike (5.8 mi) $0.40

Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.

Drive Cost (one way)

Fuel

$5

Tolls

$0

Total

$6

Estimated CO2 emission: 10.8 kg one way. Prices: EIA weekly data, 2026-08-31.

Driving Electric?

About $3 in charging · 0 stops · 64% less CO2

Vehicle Type kWh Stops DC Fast Home Charge
Average EV 9.2 0 $3.23 $1.48
Efficient EV 7.7 0 $2.70 $1.23
EV Truck/SUV 12.3 0 $4.31 $1.97

Gas CO2

11 kg

EV CO2

4 kg (64% 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.

Forecast as of Apr 16, 2026

Origin

Milford, CT

Late night in Milford on Tuesday

Local time

3:42 AM

EDT

Current temp

43°F

Unavailable

Live forecast

Destination

Watertown, CT

Late night in Watertown on Tuesday

Local time

3:42 AM

EDT

Current temp

75°F

Unavailable

Live forecast

80°F

Seymour, CT

15 mi in

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

32 degrees warmer at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

47m on the road

Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.

Weather data from the National Weather Service. Conditions may change; check closer to your travel date.

What kind of drive is this?

30.8 mi in 47m — 59% highway, the rest on surface roads. Biggest road: CT 8.

59% highway, the rest on surface roads — varied driving throughout.
23 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 12 mi on CT 8.

How Hard Is This Drive?

8/10

This route mixes highway mileage with some local-road sections near the start or finish. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near CT 162 / New Haven Avenue.

Driving Effort 8/10

Focused - busy navigation packed into a short drive

Balances navigation complexity with total wheel time.

This is a short but busy drive. With 14 decision points packed into just 30.8 miles, you will need to pay attention to lane changes and exits — but the whole thing is over in 47m.

Where does it get tricky?

The main spots that need attention: near the start (CT 162 / New Haven Avenue): Navigation decision point; near the start (Daniel Street): Highway fork - watch signs carefully; at 8.8 miles (CT 34 / Main Street): Lane positioning matters here.

Elevation Profile

Mostly flat terrain

580 ft 24 ft

Total Climb

813 ft

Total Descent

263 ft

Highest Point

580 ft

~30.8 mi in

Elevation Range

557 ft

Detours Along the Way

Tagged by where each one fits in your drive — first break, midpoint, final stretch.

Starbucks

Cafe

Around the midpoint, short detour

21min in 1.2 mi from route ~3 min detour

Regina Property, CT

Cuisine: coffee_shop

Visit website

Kickback Lunch & Lounge

Cafe

Early in the drive, short detour

16min in 1.4 mi from route ~3 min detour

Shelton, CT

Cuisine: coffee_shop;sandwich

Starbucks

Cafe

Early in the drive, ~9 min detour

11min in 3.5 mi from route ~9 min detour

Cuisine: coffee_shop

Eli's Tavern

Restaurant

Near the start, right off the route

0 mi from route

Milford, CT

Visit website

Subway

Fast_food

Near the start, right off the route

0 mi from route

Milford, CT

Cuisine: sandwich

Taste of Thai

Restaurant

Near the start, right off the route

0 mi from route

Cuisine: asian

Mac n' Out

Restaurant

Near the start, right off the route

0.8 mi from route ~2 min detour

Milford, CT

Cuisine: macaroni_and_cheese

Visit website

Subway

Fast_food

Near the start, right off the route

0.8 mi from route ~2 min detour

Milford, CT

Cuisine: sandwich

Hours: Mo-Fr 08:30-22:00; Sa 09:00-22:00; Su 10...

Visit website

Relish Wine Bar & Grill

Restaurant

Early in the drive, right off the route

16min in 0.8 mi from route ~2 min detour

Ansonia, CT

Cuisine: american

Visit website

Gulf Beach Picnic Tables

Picnic_site

Near the start, short detour

1.1 mi from route ~3 min detour

Mathewson Playground

Park

Near the start, short detour

1.2 mi from route ~3 min detour

Baldwin Marsh Wildlife Area

Park

Near the start, short detour

1.2 mi from route ~3 min detour

Warsaw Park

Park

Early in the drive, short detour

11min in 1.4 mi from route ~3 min detour

Welchs Point Park

Park

Near the start, short detour

1.4 mi from route ~4 min detour

Davenport Playground

Park

Near the start, short detour

2.2 mi from route ~5 min detour

Taylor Memorial Library

Building

Near the start, right off the route

0 mi from route

Milford, CT

World War II

Monument

Near the start, right off the route

0.1 mi from route

Simon Lake's Explorer Submarine

Monument

Near the start, right off the route

0.1 mi from route

Osborne Homestead Museum

Museum

Early in the drive, right off the route

16min in 0.6 mi from route ~2 min detour

CT

Visit website

Seymour Historical Society Museum

Museum

Around the midpoint, right off the route

21min in 0.7 mi from route ~2 min detour
Visit website

Simon Lake salvage sub wreck

Ruins

Near the start, right off the route

0.6 mi from route ~2 min detour

Avalon

Guest_house

Early in the drive, short detour

16min in 1.2 mi from route ~3 min detour

CT

Points of interest from OpenStreetMap contributors. Listings may not reflect current hours or availability.

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 Watertown, CT

Full guide →

Founded 1780

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 47m. Total distance: 30.8 miles.

Family Friendly

Moderate complexity with 0 natural rest stops along the way.

Solo Traveler

47m drive, comfortable solo distance.

EV Driver

0 DC fast chargers along the route. Coverage: unknown.

First-Time Driver

Mostly highway driving (59%). Some complex stretches to watch for.

Scenic Drive

Mixed highway & surface route profile with national parks nearby.

Frequently Asked Questions

The longest stretch is about 12 miles on CT 8. The full list of main roads is in the Roads section above.

Expect about $0.40 in tolls one way, starting with Straits Turnpike. Most Northeast and Midwest toll agencies accept E-ZPass; in the West and Texas, transponders like TxTag or FasTrak apply. If you do not have a transponder, cashless tolling plates will mail a bill to the vehicle's registered address — usually with a surcharge, so a rental-car toll pass is often cheaper than paying by mail.

Yes — we found about 4 rest areas or service plazas within a short detour of the route (from OpenStreetMap). See the Rest Stops tab under Nearby Places for locations and mile markers. Plan to stretch, use the bathroom, and top off fluids every 2–3 hours on longer drives.

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 Watertown, 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: near the start (CT 162 / New Haven Avenue): Navigation decision point; near the start (Daniel Street): Highway fork - watch signs carefully; at 8.8 miles (CT 34 / Main Street): Lane positioning matters here.

Yes — Weir Farm National Historical Park. See the National Parks section for detour distances and tips on detours.

Yes. A round trip is manageable in a single day if you plan a break at Watertown, 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, and NPS for national parks. See our methodology for refresh cadence and limitations.

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