If you are looking to head north from Hempstead to Pawling, this 74.2-mile journey is a straightforward trek across the Northeast that typically takes about 1 hour and 44 minutes. Because of the manageable distance and duration, this route is perfectly suited for a single-day trip, meaning you won't need to worry about booking an overnight stay. You can expect to spend roughly $12 on fuel, making it a budget-friendly option for a weekend getaway or a quick change of scenery. The drive relies heavily on major arteries, keeping the trip efficient and predictable. Whether you are traveling for business or leisure, the direct nature of this path ensures you spend less time behind the wheel and more time at your destination.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Midpoint
37.1 miles from Hempstead, NY
A natural place for your longest stop of the day
, about 55m into the drive
.
Main Roads
Road
Distance
Duration
I 684
27.5 mi
32m
Hutchinson River Parkway
13.5 mi
19m
NY 22
11.7 mi
18m
Clearview Expressway
5 mi
5m
Throgs Neck Expressway
2.5 mi
3m
Tulip Avenue
2 mi
3m
Throgs Neck Bridge
2 mi
3m
Hempstead Turnpike
2 mi
3m
Longest stretch:
I 684
— 27.5 mi, about 32m
Turn-by-Turn Driving Directions
Step-by-step road directions between Hempstead, NY and Pawling, NY.
1
Start on Peninsula Boulevard
77 ft·1 sec·Peninsula Boulevard
2
Turn left onto Clinton Street
359 ft·17 sec·Clinton Street
Use the left lane.
3
Turn left onto NY 102
1.1 mi·1 min·Front Street
4
Turn slight left onto NY 24
2.0 mi·3 min·Hempstead Turnpike
5
Turn right onto New Hyde Park Road
0.4 mi·53 sec·New Hyde Park Road
6
Turn left onto Tulip Avenue
2.0 mi·3 min·Tulip Avenue
Use the left lane.
7
Turn left onto NY 25
0.7 mi·1 min·Jamaica Avenue
8
Turn slight right onto NY 25
1.2 mi·2 min·Braddock Avenue
9
Turn left onto NY 25
0.7 mi·1 min·Hillside Avenue
10
Turn right onto I 295
5.0 mi·5 min·Clearview Expressway
Toward I 295 North: Clearview Expressway, Through Neck BridgeUse the straight / right lanes.
11
Continue on I 295
2.0 mi·3 min·Throgs Neck Bridge
12
Continue on I 295
0.7 mi·1 min·Throgs Neck Expressway
Use the straight / slight right lanes.
13
Keep slight right at fork onto I 695
1.8 mi·2 min·Throgs Neck Expressway
Exit 10Toward I 695 North: New HavenUse the straight / slight right lanes.
14
Merge onto I 95
1.0 mi·1 min·Bruckner Expressway
15
Continue on I 95
0.2 mi·18 sec·New England Thruway
16
Take the exit
430 ft·14 sec
Exit 9Toward Hutchinson Parkway NorthUse the slight right lane.
17
Keep slight left at fork
0.2 mi·31 sec
Toward Hutchinson River Parkway NorthUse the straight / right lanes.
18
Merge onto HR
14 mi·19 min·Hutchinson River Parkway
Use the straight / slight right lanes.
19
Keep slight left at fork
1.6 mi·2 min
Exit 16AToward I 684 North: BrewsterUse the slight left lane.
20
Merge onto I 684
26 mi·30 min·I 684
21
Continue on I 684
1.3 mi·1 min·I 684
Exit |; 9W|9E
22
Continue on NY 22
12 mi·18 min·NY 22
23
Turn left onto CR 67
129 ft·3 sec·Quaker Hill Road
24
Continue on East Main Street
0.8 mi·1 min·East Main Street
25
Arrive at destination
West Main Street
Trip Plan
Since this is a relatively short drive, you have plenty of flexibility regarding your departure time, though avoiding peak traffic hours on these major parkways is always a smart strategy. You won't need to plan for any formal stops, as the duration is short enough to drive straight through comfortably. Keep a close eye on your fuel gauge before you leave Hempstead, as the $12 estimate assumes steady driving conditions. Given that the final leg utilizes NY-22, be prepared for the transition from high-speed interstate driving to a more standard roadway as you approach Pawling. Taking advantage of the lack of required stops allows you to arrive at your destination refreshed and ready to explore.
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 37.1 miles from Hempstead, NY, or about 55m into the drive.
The longest continuous stretch on this route runs about 27.5 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 16 miles or 25m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 37.1 miles or 55m 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 26m
Traffic, exits, and arrival timing usually matter more near Pawling, NY than in the middle of the route.
Before You Leave
+
Open the route before leaving Hempstead, NY so your first major turns are already loaded.
Day 1
Settle into the route from Hempstead, NY
This is one driving day of about 74.2 miles and 1h 44m.
Your first comfortable stop window is around 16 miles from Hempstead, NY.
This route can stay practical as a one-day drive if traffic stays reasonable.
The longest stretch is on I 684 for about 27.5 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 14
5 decision points cluster between mile 8.1 and 32.6 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
7
8.1 mi into trip|~15m in|I 295 / Clearview Expressway
Turn right onto I 295 / Clearview Expressway toward I 295 North: Clearview Expressway, Through Neck Bridge
Lane positioning matters here. Multiple destination signs - pick the right one
Use the straight / right lanes.
Toward I 295 North: Clearview Expressway, Throu...
8
15.8 mi into trip|~25m in|I 695 / Throgs Neck Expressway
Keep slight right at fork onto I 695 / Throgs Neck Expressway toward I 695 North: New Haven
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / slight right lanes.
Exit 10
Toward I 695 North: New Haven
8
18.8 mi into trip|~29m in
Take the exit toward Hutchinson Parkway North
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Exit 9
Toward Hutchinson Parkway North
8
18.9 mi into trip|~30m in
Keep slight left at fork toward Hutchinson River Parkway North
Highway fork - watch signs carefully. Lane positioning matters here
Use the straight / right lanes.
Toward Hutchinson River Parkway North
8
32.6 mi into trip|~50m in
Keep slight left at fork toward I 684 North: Brewster
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight left lane.
Exit 16A
Toward I 684 North: Brewster
Fuel & Cost
Regular Gas
$12.21 one way
$24.43 round trip
$4.18/gal25.4 MPG avg26 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.52
$13.21
$26.41
premium
$4.92
$14.38
$28.76
diesel
$5.61
$16.38
$32.76
Estimated Tolls: $6.69
Throgs Neck Bridge
$6.55
Hempstead Turnpike
(2 mi)$0.14
Toll estimates based on average 2024-2025 rates. EZ-Pass/SunPass discounts may lower the actual cost.
Estimated Trip Cost (one way, 1 person)
Fuel
$12
Tolls
$7
Meals
$25–$50
Total
$44–$69
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 26 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $8 in charging
· 0 stops
· 65% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
22.3
0
$7.79
$3.56
Efficient EV
18.6
0
$6.49
$2.97
EV Truck/SUV
29.7
0
$10.39
$4.75
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.
Forecast as of Apr 16, 2026
Origin
Hempstead, NY
Morning
in Hempstead on Tuesday
Local time
8:15 AM
EDT
Current temp
83°F
Mostly Sunny
SW 6 to 12 mph3% chanceLive forecast
Destination
Pawling, NY
Morning
in Pawling on Tuesday
Local time
8:15 AM
EDT
Current temp
61°F
Unavailable
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
22 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 44m 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.
Hamilton Grange National Memorial
National Memorial
Merchant’s clerk, Revolutionary War soldier, first Secretary Treasury of the United States: Alexander Hamilton’s life is memorialized at The Grange, the home he built on a country estate in uptown Man...
7 mi from route
~17 min detour
Free
near mile 17.9
The final resting place of President Ulysses S. Grant and his wife, Julia, is the largest mausoleum in North America. It testifies to a people’s gratitude for the man who ended the bloodiest conflict...
8 mi from route
~19 min detour
Free
near mile 17.9
The African Burial Ground stands as the oldest and largest known excavated burial site in North America for both free and enslaved Africans. It offers a profound testament to the enduring legacy of Af...
12 mi from route
~31 min detour
Free
near mile 10.2
Before the 1960s, almost everything about living authentically as a lesbian, a bisexual person or a gay man was illegal. The Stonewall Uprising on June 28, 1969 is a milestone in the quest for civil r...
12 mi from route
~29 min detour
Free
near mile 12.8
Located at the southern tip of Manhattan, Castle Clinton marks the place where New York City began and reflects the growth of both the city and the nation. Built to defend the harbor during the War of...
13 mi from route
~33 min detour
Free
near mile 10.2
Here at Federal Hall, George Washington took the oath of office as the first President of the United States, marking the beginning of the American constitutional republic. This historic site served as...
13 mi from route
~32 min detour
Free
near mile 10.2
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
Expect a highway-focused experience, as 85% of your drive will be spent on high-speed roads. You will transition from the Hutchinson River Parkway onto I-684, which serves as the longest uninterrupted stretch of the trip at 27.5 miles. While the start of the drive involves navigating regional thoroughfares, the route eventually settles into a consistent flow as you head toward NY-22. This is not a technical or winding backroad adventure, but rather a functional interstate corridor designed for steady travel. You will find that the personality of the road remains relatively constant, prioritizing speed and efficiency over complex terrain.
85% highway — fuel and pacing are the main things to plan.
25 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 27.5 mi on I 684.
How Hard Is This Drive?
10/10
This is a straightforward highway drive that stays mostly on I 684 and Hutchinson River Parkway. This route has several spots where lane changes, forks, or exits need your full attention. The trickiest moment comes around 8.1 miles in near I 295 / Clearview Expressway.
Driving Effort10/10
Demanding - stay alert through the decision-heavy sections
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 74.2 miles you will encounter 14 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 8.1 miles (I 295 / Clearview Expressway): Lane positioning matters here. Multiple destination signs - pick the right one; at 15.8 miles (I 695 / Throgs Neck Expressway): Highway fork - watch signs carefully. Lane positioning matters here; at 18.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Towns Mentioned on Route Signs
Based on OSRM destination-sign hints, not a full list of every settlement the road passes.
Between Hempstead, NY and Pawling, NY, road signs point toward Hutchinson Parkway North and Hutchinson River Parkway North.
Hempstead is the most populous town in America, with a whopping 700,000 residents, located on the South Shore of Nassau County, New York. The town is highly urbanized and fragmented, containing 22 semi-autonomous villages within its boundaries, and forty other neighborhoods.
Garden City, encompassing the "Nassau Hub" region, has its own article. The other prominent communities in Hempstead include Floral Park, Hempstead Village, Valley Stream, Rockville Centre, Freeport, Merrick, and the Five Towns area.
Top landmarks
•Mitchel Air Force Base — US Air Force base in Long Island, New York
Doable as a same-day drive at 1h 44m. Total distance: 74.2 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
1h 44m drive, comfortable solo distance.
First-Time Driver
Mostly highway driving (85%). Some complex stretches to watch for.
Frequently Asked Questions
The longest stretch is about 27.5 miles on I 684. The full list of main roads is in the Roads section above.
Expect about $6.69 in tolls one way, starting with Throgs Neck Bridge. 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.
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 Pawling, NY 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 8.1 miles (I 295 / Clearview Expressway): Lane positioning matters here. Multiple destination signs - pick the right one; at 15.8 miles (I 695 / Throgs Neck Expressway): Highway fork - watch signs carefully. Lane positioning matters here; at 18.8 miles: Exit ramp - move to the correct lane early. Lane positioning matters here.
Yes — Hamilton Grange National Memorial, General Grant National Memorial and African Burial Ground National Monument (6 total within detour distance). 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 Pawling, NY before heading back.
