Windsor, Connecticut travel guide: things to do, food & where to stay

Overview

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.

1 places to stay

Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage

Plan your trip

Best time to visit & weather

Most comfortable: May–Oct. Summer highs reach about 85°F; winter lows dip to about 19°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Oct and Sep. (climate data from nearby Hartford)

Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).

Getting there

From you: to see whether to drive or fly, and how long it takes.
BDL Bradley International Airport, Hartford — 6 mi away (major hub). Directions
HVN Tweed New Haven Airport, New Haven — 43 mi away. Directions

From north or south, 91 North or South. Exits for Windsor explicit.

Full “Get in” guide ↓

Budget & where to stay

No prices are listed for this place yet. See the Sleep guide ↓ for options.

Food for you

What to ask about, for your diet

Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder

Photos

Map

Every listing with a location. Tap a pin for its Google Maps link.

Get in

By car

From north or south, 91 North or South. Exits for Windsor explicit.

From east or west, 84 East or West. Exits for Windsor Explicit

By train

Go Windsor station

📍 41 Central StreetChecked Oct 2023

Maps Website

Routes stopping at Windsor:

Go Amtrak

Operates trains throughout the United States of America.

☎ +1 215-856-7924⚠ Last checked Dec 2020 — confirm before you go

Maps Website

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.

Go CTrail Hartford Line

Operates trains along the same route as the Amtrak Hartford Line.

Checked Oct 2023

Maps Website

By bus

Peterpan and Greyhound buses stop in Hartford.

By plane

Bradley International Airport located in Windsor Locks. Taxis available.

Get around

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

See

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.

Do

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.

Buy

Geissler’s Supermarket--family owned grocery located in the center of town.
Pricerite- less expensive supermarket located near Hartford town line.

Eat

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.

Drink

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.