Road Trips from Greenwich, CT
Looking for a quick escape from Greenwich? You've got options for day trips that are mostly highway, keeping travel time down. The terrain is generally flat or gently rolling, making for an easy drive. Plus, all these routes offer access to parks, with Weir Farm National Historical Park being a common nearby option. Whether you want a shorter drive to Killingworth or a longer haul to Danielson, there's a route that fits.
Total Routes
22
Shortest
1.2h
With Parks Nearby
22
Under 2 hours
12 total in this range
Killingworth, CT
1h 36m66.9 mi one way
This 1.6-hour drive to Killingworth is one of the shorter options, covering 66.9 miles on mostly highway. It's a good choice if you want a quick trip with a drive score of 9. You'll encounter mostly flat terrain, and Weir Farm National Historical Park is accessible nearby.
Farmington, CT
1h 39m75.5 mi one way
At 75.5 miles and 1.7 hours, Farmington offers a similar drive time to Killingworth but covers more ground. This route also boasts a high drive score of 9, primarily utilizing highway. The terrain is mostly flat, and Weir Farm National Historical Park is a nearby park option.
Lake Pocotopaug, CT
1h 53m80.5 mi one way
This 1.9-hour drive to Lake Pocotopaug covers 80.5 miles. While the drive score is a 7, it offers gently rolling terrain, a slight change from the flatter options. Weir Farm National Historical Park is listed as nearby.
Heritage Village, CT
1h 23m58.8 mi one way
For the shortest trip on this list, Heritage Village is just 58.8 miles and 1.4 hours away. It has a drive score of 7 and mostly flat terrain. It's a solid, quick destination with Weir Farm National Historical Park accessible.
Kensington, CT
1h 35m71.7 mi one way
Kensington is a 1.6-hour drive, covering 71.7 miles. This route has a drive score of 7 and consists of mostly flat terrain. Weir Farm National Historical Park is noted as a nearby park.
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, but it maintains a high drive score of 9. The terrain is mostly flat, and Weir Farm National Historical Park is accessible.
Simsbury, CT
2h 3m87.5 mi one way
Simsbury offers a mixed highway and surface road experience over 87.5 miles, taking 2.1 hours. It has a strong drive score of 9 and mostly flat terrain. Weir Farm National Historical Park is available nearby.
Coventry, CT
2h 13m100.9 mi one way
This 100.9-mile trip to Coventry takes 2.2 hours with a drive score of 8. The terrain is gently rolling, offering a slightly varied landscape compared to flatter routes. Weir Farm National Historical Park is accessible.
Danielson, CT
2h 36m125.4 mi one way
At 125.4 miles and 2.6 hours, Danielson is the longest option listed. It has a drive score of 8 and mostly flat terrain. Weir Farm National Historical Park is a nearby park choice.
Stafford Springs, CT
2h 18m107.3 mi one way
This 107.3-mile drive to Stafford Springs takes 2.3 hours and has a drive score of 8. It features gently rolling terrain and includes 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 access to parks like Weir Farm, spring drives offer easy exploration and blooming scenery.
Summer
The predominantly highway routes and flat terrain make summer excursions straightforward, with park access remaining a key feature.
Fall
Enjoy the gently rolling terrain and proximity to parks on fall drives, with Weir Farm National Historical Park offering a good destination.
Winter
Mostly flat terrain and highway profiles mean winter travel is manageable to nearby parks like Weir Farm National Historical Park.
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.