Lowest Prices
We find the cheapest bus & train tickets, so you can wander for less.
Best Travel Options
We partner with 500+ carriers to bring you the most bus & train options.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
Trip Summary
You can pick from 3 daily train trips between Old Saybrook and Windsor. The average train journey from Old Saybrook to Windsor takes 3 hours and 7 minutes, but some Amtrak train trips are as short as 2 hours and 11 minutes.
| Distance | 41 mi (66 km) |
| Fastest train | 2h 11m |
| Lowest price | $14.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Old Saybrook to Windsor?
Amtrak is the one and only train line which connects Old Saybrook to Windsor. However, there are 3 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 3h 7m | $38.50 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 3 Amtrak trains from Old Saybrook to Windsor every day, as well as 1 trips on the weekends, with prices starting from $14.
Frequently Asked Questions
On a weekly basis, the greatest number of passengers tend to travel by trains from Old Saybrook to Windsor on Saturday. Tickets for Saturday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Sunday. Sunday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Old Saybrook at 8:00am while the last train of the day leaves at 8:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Windsor to Old Saybrook.
City Information
Old Saybrook
Old Saybrook in Connecticut is a small but historic town along the end of the Connecticut River as it leads into the Long Island Sound. One of Old Saybrook's most famous residents was actress Katharine Hepburn, who lived here for much of her life. In the city, the Katharine Hepburn Cultural Arts Center, or The Kate, holds artifacts from her career and presents cultural events and performances for the community.
Old Saybrook is blessed with gorgeous waterfront settings for outdoor activities, including Harveys Beach on the Sound and an enormous wildlife refuge called The Preserve.
Amtrak Northeast Regional trains from Boston to New York stop in Old Saybrook daily. A local commuter line stops at the same train station and provides service to New London and New Haven, from where many other intercity train and bus routes depart.
Windsor
Image credit: Unsplash
Outside of Hartford is Windsor, a charming Connecticut town that is known as the state's first English settlement. Due to this, the city has several historical sites and antique museums, like the Windsor Historical Society, The New England Air Museum, and Oliver Ellsworth Homestead, with pieces dating back to the 1700s. Outdoor enthusiasts will be pleased with the town's many parks and green spaces, from Northwest Park to the Windsor Center River Trail.
Visit Windsor just after a snowfall with your snowshoes or cross-country skis, and explore the beautiful Northwest Park. Hartford is only six minutes by train from Windsor, offering a weekend of fun and nightlife. Beer lovers can visit the iconic Back East Brewery and Thomas Hooker Brewery, while the Northwest Park Country Fair features competitions, live music, auctions, performances, and more. If you enjoy golf, check out the Keney Park Golf Course, dating back to 1927.
Windsor offers great transport links to and from other cities, especially when you're moving by train. Over 100 cities have train links through Amtrak, while a few buses also serve the town. Within Windsor, the CT-transit Hartford provides local bus service.
Station Information
Where is the train station in Old Saybrook?
Main departure station: 455 Boston Post Rd Saybrook Junction Market Pl
There is one train station in Old Saybrook.
All train stations in Old Saybrook:
455 Boston Post Rd Saybrook Junction Market Pl
Where is the train station in Windsor?
Main arrival station: 41 Central St
Windsor has one train station.
All train stations in Windsor:
41 Central St
Get around town with Moovit
Need a return trip from Windsor to Old Saybrook?
Search Train Tickets
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
Book buses and trains on the go with the Wanderu app.
Download our app and snag the best travel deals across North America & Europe.Learn more