Road Trips from Greenwich, CT
Planning a quick escape from Greenwich? You've got options for shorter day trips, mostly on flat terrain, plus a few longer hauls that are still under three hours. All these routes include access to parks, with Weir Farm National Historical Park frequently nearby. If you're looking for a scenic drive with a good score, you'll find plenty of mostly highway routes. These are perfect for a spontaneous weekend outing or a longer day trip.
Total Routes
24
Shortest
1.2h
With Parks Nearby
24
Under 2 hours
14 total in this range
Killingworth, CT
1h 36m66.9 mi one way
This is one of the closest options, at just 66.9 miles and 1.6 hours. It features mostly flat terrain and a high drive score of 9. While it doesn't require an overnight stay, it offers a convenient park visit at Weir Farm National Historical Park.
Farmington, CT
1h 39m75.5 mi one way
At 75.5 miles and 1.7 hours, this drive offers a high drive score of 9. Similar to Killingworth, it's a manageable day trip with mostly flat terrain and access to Weir Farm National Historical Park. It's a solid choice for a quick getaway.
Lake Pocotopaug, CT
1h 53m80.5 mi one way
This 80.5-mile drive takes about 1.9 hours and has a drive score of 7. The terrain is gently rolling, offering a slight change from the flatter options. You'll also have the opportunity to visit Weir Farm National Historical Park along the way.
Heritage Village, CT
1h 23m58.8 mi one way
This is your shortest option at 58.8 miles, taking only 1.4 hours. It boasts a drive score of 7 and features mostly flat terrain. Like many other routes, it includes access to Weir Farm National Historical Park for a dose of nature.
Kensington, CT
1h 35m71.7 mi one way
Covering 71.7 miles and taking 1.6 hours, this route has a drive score of 7. The terrain is mostly flat, making for an easy drive. You can also visit Weir Farm National Historical Park, adding a natural element to your trip.
Full-day getaway
10 total in this range
Mansfield City, CT
2h 24m108.7 mi one way
This is one of the longer day trips, at 108.7 miles and 2.4 hours. It offers a high drive score of 9 and mostly flat terrain. Weir Farm National Historical Park is accessible, providing a natural stop on this extended route.
Simsbury, CT
2h 3m87.5 mi one way
This route is 87.5 miles and takes 2.1 hours, with a strong drive score of 9. It's a mixed highway and surface road drive with mostly flat terrain. Weir Farm National Historical Park is available for a visit.
Coventry, CT
2h 13m100.9 mi one way
At 100.9 miles and 2.2 hours, this drive scores an 8. The terrain is gently rolling, offering a bit more variation than purely flat routes. Weir Farm National Historical Park is nearby for outdoor enjoyment.
Danielson, CT
2h 36m125.4 mi one way
This is the longest option at 125.4 miles, requiring 2.6 hours. It has a drive score of 8 and mostly flat terrain. You can visit Weir Farm National Historical Park as part of this journey.
Stafford Springs, CT
2h 18m107.3 mi one way
This drive is 107.3 miles and takes 2.3 hours, with a drive score of 8. It features gently rolling terrain and provides access to both Weir Farm National Historical Park and the New England National Scenic Trail.
Browse by Mood
Mansfield City, CT
2h 24m108.7 mi one way
Killingworth, CT
1h 36m66.9 mi one way
Farmington, CT
1h 39m75.5 mi one way
Simsbury, CT
2h 3m87.5 mi one way
Farmington, CT
1h 39m75.5 mi one way
Simsbury, CT
2h 3m87.5 mi one way
Manchester, CT
1h 56m88.3 mi one way
Middletown, CT
1h 34m69.9 mi one way
When to Go
Spring
With mostly flat terrain and nearby parks like Weir Farm, spring drives offer blooming scenery and pleasant conditions for outdoor exploration.
Summer
The mostly highway routes and nearby parks are ideal for summer day trips, offering accessible nature spots and comfortable driving.
Fall
Gently rolling terrain and access to parks make these fall drives appealing for leaf-peeping and enjoying crisp autumn air.
Winter
While terrain is mostly flat, winter park access may vary; focus on the drive score and accessibility of these routes during colder months.
Starting Somewhere Else?
Other nearby cities with their own escape planners.
Ready to plan?
Pick any destination above for full turn-by-turn directions, fuel cost, rest stops, and weather. Or visit the Greenwich, CT city hub for all incoming and outgoing routes.