Christo's Restaurant & Bar
Around the midpoint, right off the route
Wallingford, Connecticut
Hours: 11 am–11 pm
+12032944626
Visit websiteCompiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Jun 3, 2026 · Editorial standards
Drive Time
2h 14m
Distance
102.3 mi
165 km
Drive Score
8/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$18
one way
EV Charging
Good
8 stations
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Greenwich, CT
Wikimedia Commons
Sherwood Manor, CT
David Kanigan
Greenwich, CT to Sherwood Manor, CT is 102.3 miles and takes about 2h 14m via I 91 and Wilbur Cross Parkway, with a fuel budget near $19 and enough daylight to finish in a day. This trip stays within Connecticut, traversing the Northeast region. Given its relatively short duration and highway-heavy profile, it's a straightforward drive perfect for a single day. Plan for minimal travel time, allowing you to maximize your time at your destination.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
51.2 miles from Greenwich, CT
A natural place for your longest stop of the day , about 1h 8m into the drive .
| Road | Distance | Duration |
|---|---|---|
| I 91 | 36.1 mi | 43m |
| Wilbur Cross Parkway | 27 mi | 33m |
| I 95 | 26.1 mi | 35m |
| CT 8 | 5 mi | 5m |
| Merritt Parkway | 3 mi | 4m |
| Elm Street | 1 mi | 2m |
| George Washington Road | 0.7 mi | 1m |
| Shaker Road | 0.5 mi | 1m |
Hour-of-day weekday pattern from 24 FHWA count stations on your route.
Peak
4 PM
~5,977 veh/hr typical · worst 7,011
Quietest
2 AM
~469 veh/hr
Peak-to-quiet ratio
12.7×
busier at peak than in the quiet hours
Averaged across 34 weeks of 2023 FHWA Travel Monitoring Analysis System data. Weekday hours only (Mon–Fri).
Step-by-step road directions between Greenwich, CT and Sherwood Manor, CT.
Start on West Elm Street
Turn left onto Field Point Road
Turn slight left onto Sound View Drive
Continue on Arch Street
Take the ramp
Merge onto I 95
Take the exit
Continue on CT 8; CT 25
Keep slight right at fork onto CT 8
Take the exit
Merge onto CT 15
Continue on CT 15
Take the exit
Merge onto I 91
Keep slight right at fork onto I 91
Take the exit
Turn right onto CT 220
Turn straight onto CT 220
Turn left onto George Washington Road
Turn left onto Varno Lane
Arrive at destination
To make the most of this 2-hour drive, consider leaving Greenwich, CT, after the morning rush hour to avoid congestion on I 95. Since the total travel time is under 2.5 hours, you likely won't need formal rest stops, but it's always wise to fuel up before you depart to avoid the $19 estimated cost on the road. Keep an eye out for the transition from the parkway system to standard interstate driving as you approach your final destination in Sherwood Manor.
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.
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 23 miles or 31m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 51.2 miles or 1h 8m 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 48m
Traffic, exits, and arrival timing usually matter more near Sherwood Manor, CT than in the middle of the route.
Open the route before leaving Greenwich, CT so your first major turns are already loaded.
Leave with enough water and a charging cable within reach, not packed away.
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Greenwich, CT
This is one driving day of about 102.3 miles and 2h 14m.
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
51 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.
A short stop after about 23 miles helps settle the day before fatigue starts building.
The midpoint is around 51.2 miles from Greenwich, 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.
Picked by where they fit in your drive — first break, midpoint reset, final stretch.
Best meal stop · around the midpoint
Wallingford, Connecticut
Around the midpoint, right off the route
Hours: 11 am–11 pm
+12032944626
99 Restaurants
Wallingford, Connecticut
Giulia's Pizza Restaurant
Cromwell, Connecticut
Best coffee break · final third
Hartford, Connecticut
Later in the drive, right off the route
Hours: 5:30 am–12 pm
+18602968139
Bob's Coffee Shop
Rocky Hill, Connecticut
The Corner Cafe MX
Hartford, Connecticut
Around the midpoint, right off the route
Wallingford, Connecticut
Hours: 11 am–11 pm
+12032944626
Visit websiteAround the midpoint, right off the route
Wallingford, Connecticut
Hours: 11:30 am–10:30 pm
+12032849989
Visit websiteLater in the drive, short detour
Cromwell, Connecticut
Hours: 12–8 pm
+18607882200
Visit websiteAround the midpoint, short detour
Meriden, Connecticut
Hours: 11 am–10 pm
+12036394830
Visit websiteAround the midpoint, short detour
Wallingford, Connecticut
Hours: 11:30 am–2 pm
+12032657100
Visit websiteNear the end, short detour
East Windsor, Connecticut
Hours: 7 am–1 pm
+18606231666
Later in the drive, short detour
Wethersfield, Connecticut
Hours: 10 am–10 pm
+18605631513
Visit websiteAround the midpoint, short detour
Wallingford, Connecticut
Hours: 11 am–3 pm
+12032698868
Visit websiteLater in the drive, right off the route
Hartford, Connecticut
Hours: 5:30 am–12 pm
+18602968139
Visit websiteLater in the drive, right off the route
Rocky Hill, Connecticut
Hours: 6:30 am–2 pm
+18605292540
Visit websiteLater in the drive, right off the route
Hartford, Connecticut
Hours: 6 am–4 pm
+19592263055
Visit websiteLater in the drive, short detour
Berlin, Connecticut
Hours: 7 AM–2 PM
+18608350505
Visit websiteLater in the drive, ~9 min detour
Cromwell, Connecticut
Hours: 11 am–11 pm
+18607405823
Visit websiteLater in the drive, ~9 min detour
West Hartford, Connecticut
Hours: 11:30 am–4 pm
+18602318823
Visit websiteLater in the drive, ~9 min detour
East Hartford, Connecticut
Hours: 6 am–2 pm
+18603102283
Later in the drive, ~9 min detour
Glastonbury, Connecticut
Hours: 6 am–1 pm
+18606590182
Visit websiteNear the start, right off the route
Greenwich, Connecticut
Hours: Open 24 hours
+18887584389
Visit websiteNear the start, right off the route
Greenwich, Connecticut
+12036619800
Visit websiteNear the start, right off the route
Greenwich, Connecticut
Hours: Open 24 hours
+12034892601
Visit websiteNear the start, short detour
Greenwich, Connecticut
Hours: Open 24 hours
Visit websiteNear the start, right off the route
Greenwich, Connecticut
+18772591991
Visit websiteNear the start, right off the route
Greenwich, Connecticut
Hours: Open 24 hours
+18887584389
Visit websiteNear the start, ~9 min detour
Rye, New York
Hours: Open 24 hours
+18774943833
Visit websiteNear the start, right off the route
Greenwich, Connecticut
Hours: 12–6 am
+18887584389
Visit websiteNear the start, right off the route
Norwalk, Connecticut
Hours: 10 am–5 pm
+12038990606
Visit websiteEarly in the drive, short detour
Bridgeport, Connecticut
Hours: 9 am–4 pm
+12033946565
Visit websiteEarly in the drive, right off the route
Fairfield, Connecticut
Hours: 10 am–3 pm
+12032590416
Visit websiteAround the midpoint, short detour
Milford, Connecticut
Hours: Open 24 hours
Visit websiteNear the start, short detour
Cos Cob, Connecticut
+12036227824
Visit websiteNear the end, short detour
Suffield, Connecticut
+18604243200
Visit websiteEarly in the drive, short detour
Bridgeport, Connecticut
Hours: 10 am–5 pm
+12034163521
Visit websiteAround the midpoint, ~9 min detour
New Haven, Connecticut
Hours: 10 am–8 pm
+12034320600
Visit websitePlace data sourced from public business listings. Hours and availability may vary.
5 decision points cluster between mile 0 and 99.8 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
Turn left onto Field Point Road
Lane positioning matters here
Take the exit toward CT 25, CT 8: Trumbull, Waterbury
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Take the exit toward CT 15 North: Merritt Parkway, New Haven
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
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
Take the exit toward CT 220: Elm Street, Thompsonville
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Regular Gas
$18.08 one way
$36.17 round trip
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.92 | $19.81 | $39.62 |
| premium | $5.29 | $21.30 | $42.60 |
| diesel | $5.35 | $21.55 | $43.09 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$18
Meals
$25–$50
Total
$43–$68
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 35.8 kg one way. Prices: EIA weekly data, 2026-06-01.
Driving Electric?
About $11 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 30.7 | 0 | $10.74 | $4.91 |
| Efficient EV | 25.6 | 0 | $8.95 | $4.09 |
| EV Truck/SUV | 40.9 | 0 | $14.32 | $6.55 |
Gas CO2
36 kg
EV CO2
12 kg (67% 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.
Current conditions at both ends of the drive.
Origin
Afternoon in Greenwich on Wednesday
Local time
2:59 PM
EDT
Current temp
57°F
Mostly Cloudy
Destination
Afternoon in Sherwood Manor on Wednesday
Local time
2:59 PM
EDT
Current temp
48°F
Mostly Cloudy
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
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
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.
Worth a detour if your schedule allows.
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...
National Scenic Trail
From the Sound to the summits: the New England Trail covers 235 miles from Long Island Sound across long ridges to scenic mountain summits in Connecticut and Massachusetts. The trail offers panoramic...
Park data from the National Park Service API. Alerts update every 2 hours.
This route is almost entirely highway, with 95% of the driving on major roads like I 91 and I 95. You'll encounter a 36.1-mile stretch on I 91, offering a consistent cruising experience. Expect frequent exits as you navigate through populated areas, which can add to the overall travel time even on the highway segments. The transition to surface roads will occur near your destination.
This is a straightforward highway drive that stays mostly on I 91 and Wilbur Cross Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes early in the drive near Field Point Road.
High effort - long or complex enough to need steady focus all day
Balances navigation complexity with total wheel time.
This is a demanding drive. With 14 significant decision points across 102.3 miles, you will need to stay alert - especially through interchange areas and urban stretches. Consider splitting it into segments if you are not comfortable with fast highway navigation.
Where does it get tricky?
The main spots that need attention: near the start (Field Point Road): Lane positioning matters here; at 27 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 32.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one.
Mostly flat terrain
Total Climb
721 ft
Total Descent
679 ft
Highest Point
379 ft
~65.8 mi in
Elevation Range
358 ft
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Greenwich, CT and Sherwood Manor, CT, road signs point toward Waterbury, New Haven and Middletown.
Waterbury
New Haven
Middletown
Founded 1640
Greenwich is a town of about 60,000 in Fairfield County, southwestern Connecticut. It is one of the wealthiest communities in America and is blessed with lush and beautiful scenery and many large and impressive houses.
Top landmarks
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Weekend Trip
Doable as a same-day drive at 2h 14m. Total distance: 102.3 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
2h 14m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (95%). Some complex stretches to watch for.
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, NPS for national parks, and FHWA TMAS for hourly traffic volumes. See our methodology for refresh cadence and limitations.
Was this helpful?
Thanks for your feedback!
Your tip has been submitted. Thanks!
/500
Recent Tips
·
Explore more options from Greenwich, CT or browse trips ending in Sherwood Manor, CT.
Looking for more statewide routes? Browse CT road trips.