Windsor, CT Road Trips
Sitting in the Northeast, Windsor, CT is a local road trip base with 5 trip routes mapped and ready to explore. Most drives stay under 31 miles, making this area well-suited for day trips and weekend getaways. Routes from Windsor, CT spread mainly south and west, covering a wide geographic range.
Photo: Wikimedia Commons
Trip Routes
5
Longest Drive
67.1 mi
Fairfield, CT
Quickest Drive
14m
Hartford, CT
Plan Around Windsor, CT
Popular Incoming Routes
Useful if Windsor, CT is the arrival point and you want the strongest routes into the city first.
Continue From Windsor, CT
Good next legs if this city is only one stop in a longer road trip.
Trips from Windsor, CT
Driving from Windsor, CT
On average, trips departing from Windsor, CT run 31 miles with a drive time of roughly 43m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 65 miles (1h 23m), while the shortest is just 8 miles.
Popular Destinations
The most popular drives from Windsor, CT include Danbury, CT (65 mi, 1h 23m), Meriden, CT (26.1 mi, 37m), Bristol, CT (26 mi, 37m), and Hartford, CT (8.2 mi, 14m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.
Planning & Costs
Regular gas in CT currently averages around $3.95 per gallon. For the typical 31-mile trip from Windsor, CT, budget about $5 in fuel one way, assuming 25 MPG. Longer hauls and premium fuel will cost proportionally more.
The majority of destinations are to the south. Morning starts help you avoid the midday heat on longer drives. With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you.
Frequently Asked Questions
There are 4 mapped routes leaving Windsor, CT and 1 routes heading into Windsor, CT, covering 5 total connections. Distances range from 8 to 65 miles.
The longest mapped route from Windsor, CT covers 65 miles and takes approximately 1h 23m. Shorter options start at just 8 miles.
The average route from Windsor, CT runs about 31 miles with a drive time of roughly 43m. This includes both short day trips and longer multi-day drives.
At current gas prices (about $3.95/gallon for regular), the average 31-mile trip from Windsor, CT costs roughly $5 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.
The most popular road trip destinations from Windsor, CT include Danbury, CT, Meriden, CT, Bristol, CT and Hartford, CT. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.
How Much Time Do You Have?
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destinations from Windsor, CT.
Trips to Windsor, CT
Nearby Hubs
Other cities within driving distance of Windsor, CT that also have route pages.
Escape Planner
Where to go from Windsor, CT?
Curated day trips, weekend getaways, and overnight routes — grouped by how much time you have and the kind of trip you want.
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