Lowest Prices
We partner with the top bus & train carriers to bring you the best deals.
Best Travel Options
We help you find & compare the best buses & trains in one place.
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 2 daily train trips between Windsor and Ashland. The average train journey from Windsor to Ashland takes 9 hours and 10 minutes, but some Amtrak Northeast Regional train trips are as short as 8 hours and 44 minutes.
| Distance | 382 mi (614 km) |
| Fastest train | 8h 44m |
| Lowest price | $182.20 |
| Trains per day | 2 |
| Most frequent service | Amtrak Northeast Regional |
| Train lines | 1 |
Which train should you take from Windsor to Ashland?
Amtrak Northeast Regional is the one and only train line which connects Windsor to Ashland. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak Northeast Regional | 2 | 9h 10m | $252.60 |
The Northeast Regional is Amtrak’s passenger rail service that runs between Boston, MA and Virginia Beach, VA, connecting over 50 cities in the Northeast and Mid-Atlantic regions of the United States. While the line’s downtown-to-downtown train service makes traveling between the biggest cities in the Northeast convenient and hassle-free, the train’s amenities make the journey comfortable and relaxing as well. Amtrak passengers can enjoy large seats with extra legroom and power outlets, as well as free WiFi and clean bathrooms. With 2 daily train trips from Windsor to Ashland, the Northeast Regional is the busiest and most popular among all Amtrak routes.
Frequently Asked Questions
The distance between Windsor and Ashland is approximately 382 miles, or 614 kilometers. The average train journey between these two cities takes 9 hours and 10 minutes, although the absolute fastest you could get there is 8 hours and 44 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Trains departing from Windsor to Ashland tend to have the most passengers on Thursday. With higher demand ticket prices also tend to be higher on Thursday. If you are trying to snag a cheap train tickets or just want an emptier train you'll have better luck by booking travel departing on Friday as the least number of people tend to travel then.
The earliest train departs Windsor at 5:00am 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.
Trains leave the station in Windsor twice a day, so there are a couple of options depending on your preferred travel time. Luckily, both trains will get you to Ashland with direct service. While there might still be stops along the way, you will not need to get off or switch trains.
You can also take a train for your return trip from Ashland to Windsor.
City Information
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 Windsor?
Main departure station: 41 Central St
There is one train station in Windsor.
All train stations in Windsor:
41 Central St
Where is the train station in Ashland?
Main arrival station: 112 N Railroad Ave
Ashland has one train station.
Train stations in Ashland:
112 N Railroad Ave
Get around town with Moovit
Need a return trip from Ashland to Windsor?
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 and with no additional fees. 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