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Windsor, CT Road Trips

Plan drives from Windsor, CT with practical route pages for distance, drive time, fuel cost, road character, and places to stop along the way.

town in Connecticut, United States

Photo: Wikimedia Commons

Trip Routes

1

Longest Drive

83.8 mi

Stamford, CT

Quickest Drive

1h 50m

Stamford, 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.

Windsor, CT at a Glance

Founded

1633

Elevation

56 ft

Area

31 mi²

Notable People from Windsor, CT

A sampling of people born in Windsor, CT.

Oliver Ellsworth

Oliver Ellsworth

1745–1807

chief justice of the United States from 1796 to 1800

Christine Ladd-Franklin

Christine Ladd-Franklin

1847–1930

Psychologist and logician (1847-1930)

Oliver Wolcott

Oliver Wolcott

1726–1797

American politician, Connecticut (1726-1797)

Mary Lou Jepsen

Mary Lou Jepsen

1965

American scientist and entrepreneur (born 1965)

John Milton Niles

John Milton Niles

1787–1856

American politician (1787-1856)

John Strong Newberry

John Strong Newberry

1822–1892

American geologist, physician, explorer, and author (1822–1892)

William W. Ellsworth

William W. Ellsworth

1791–1868

American politician and jurist (1791–1868)

Al Anderson

Al Anderson

1947

American musician and songwriter

Roger Wolcott

1679–1767

Colonial governor of Connecticut

Landmarks & Historic Sites

Attractions and heritage-registered places located in Windsor, CT.

Windsor station

Windsor station

railway station in Windsor, Connecticut, United States

National Register of Historic Places contributing property National Register of Historic Places listed place
Hartford & New Haven Railroad-Freight Depot

Hartford & New Haven Railroad-Freight Depot

railway freight depot in Windsor, United States of America

National Register of Historic Places listed place
Farmington River Railroad Bridge

Farmington River Railroad Bridge

railway bridge in Windsor, United States of America

National Register of Historic Places listed place
Palisado Avenue Historic District

Palisado Avenue Historic District

historic district in Windsor, Connecticut, USA

National Register of Historic Places listed place

City data from Wikidata (Q1787206), available under CC0. Photos from Wikimedia Commons under their respective licenses. See our methodology for details.

Traveler Guide to Windsor, CT

Windsor is a town in Connecticut. It's the state's first English settlement, near the Connecticut River and Hartford. The city has a population of approximately 30,000.

Vintage Radio and Communications Museum-a museum focusing on the history and development of communication and broadcast from Morse Code to the World Wide Web. Kid friendly. Located only a mile from the center of town. The Huntington House Museum-museum located in the home of one of Windsor’s founding fathers. Quiet and quaint, located on Town Green.

Windsor Public Library- A nice place to enjoy a quiet read. Visit their website for weekly activities for children and adult education. North West Park- Located in Poquonock, park is great for hikes, walks, bike rides. Small farm to enjoy watching animals. Kid-friendly museum to explore Connecticut’s wildlife. Pavilion and grills available until dark. Windsor High School Rec- Open to visitors after school and practice hours. Track in new condition. Indoor pool, outdoor pool seasonal. Baseball, Lacross, Football, and Soccer fields available. Windsor River Trail- Located nearly across the street from Bart’s. Slightly hidden, driveway more like a circle, located on Palisado Ave. Gorgeous paved trails. Best before or after Spring, season flooding affects trains. Ice Skating Rink - Located on town green approximately from late December to mid-March (weather permitting). Small outdoor rink, family friendly.

Dom’s Eatery -A great hometown diner open for breakfast and lunch. Located in the center of town. Family oriented and fairly inexpensive, continental breakfasts and deli lunches. Whistle Stop Cafe- Another hometown diner open for breakfast and lunch. Located in the center of town. “Windsor” themed and great for history buffs. Named after the railroad station located behind restaurant. Continental breakfasts and deli lunches. Bart’s Drive-In- 1950s themed drive-in restaurant in historic Windsor. Breakfast, lunch, and dinner served. Breakfasts include omelette's and breakfast sandwiches, lunch and dinner offer hamburgers, hotdogs, french fries, and various fried sea food. Jim’s Pizza- Italian restaurant, classy family sit-down dining. Pizza, pastas, various meats. Located in Poquonuck. Often venue for fundraisers, so check out ahead of time for family fun nights, etc. Windsor 75 Diner- Average sit-down diner. Offers a menu with a large variety for breakfast, lunch, and dinner. Kids friendly, offers crayons and children’ menus. Tunxis Grill & Pizzeria- A less kid family restaurant, classy and somewhat along the lines of an Olive Garden. Offers indoor and outdoor dining. Sit-down bar and lounge. A more adult-geared menu of Italian up-scaled meals; seafood, veal, pastas, club sandwiches, gourmet salads. Giovanni’s Pizza Restaurant- Sit down diner, more family friendly than Tunxis Grill. A long time Windsor establishment. Menu mainly Italian pastas and various pizzas. Also offers delivery. Coupons available online.

Union Street Tavern- offers both dining and comprehensive bar. Frequent Happy Hour and late night specials. Buffalo Wild Wings Grill & Bar- Sport’s bar with walls of televisions for optimal viewing. Offers frequent game-day/night specials.

1 Courtyard Hartford Windsor, 1 Day Hill Rd, ☏ +1 860-683-0022. Located right off Interstate 91 in the suburbs of Hartford. $89.

From north or south, 91 North or South. Exits for Windsor explicit. From east or west, 84 East or West. Exits for Windsor Explicit 1 Windsor station, 41 Central Street. (updated Oct 2023) Amtrak, ☏ +1 215-856-7924, toll-free: +1-800-872-7245. Operates trains throughout the United States of America. (updated Dec 2020) Routes stopping at Windsor: Amtrak Hartford Line operating 3-5 trips per direction daily between Springfield and New Haven with stops in Windsor Locks, Windsor, Hartford, Berlin, Meriden, and Wallingford. Northeast Regional operating twice daily between Springfield and Washington, D.C. with stops in Windsor Locks, Windsor, Hartford, Berlin, Meriden, Wallingford, New Haven, Bridgeport, Stamford, New Rochelle, New York City, Newark, Trenton, Philadelphia, Wilmington, Baltimore, and New Carrollton. Valley Flyer operates twice daily between Greenfield and New Haven including stops in Northampton, Holyoke, Springfield, Windsor Locks, Windsor, Hartford, Berlin, Meriden, and Wallingford. CTrail Hartford Line, toll-free: +1-877-287-4337. Operates trains along the same route as the Amtrak Hartford Line. (updated Oct 2023) Peterpan and Greyhound buses stop in Hartford. Bradley International Airport located in Windsor Locks. Taxis available.

CT public transportation is marginally reliable. If coming from out of town, it's best to have your own car or rent one.

Travel tips adapted from Windsor (Connecticut) on Wikivoyage, licensed CC BY-SA 4.0. Content summarized; visit the source for the full article. See our methodology for how we use it.

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