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Portland, ME, USA to Windsor, CT, USA from $88: 1 ways by bus, train, flight or car

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from
Portland, United States of America
to
Windsor, United States of America

How to Get from Portland to Windsor: Cheapest, Fastest and Best Way

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$88 by busBest price
0 kmDistance
2h 30m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Portland to Windsor with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Bus
Average Duration
2h  30m
Estimated price
$88-88
Recommended
route map
Distance: 0 km
Duration: 2h 30m

Traveling From Portland to Windsor

Your journey from Portland to Windsor presents a fascinating contrast: Portland's vibrant art scene and lush greenery transform into Windsor's charming small-town atmosphere and rich historical backdrop.

Best Neighbourhoods in Windsor

Windsor's neighborhoods each offer distinct experiences that charm visitors.

Downtown Windsor
• Lively arts scene with galleries and theaters.
• A variety of dining options beyond your expectations.
Old Windsor
• Historic homes showcasing beautiful architecture.
• Quaint shops and local boutiques add character.
Windsor Gardens
• Expansive parks ideal for picnicking and outdoor activities.
• Scenic walking trails perfect for relaxation or exercise.

Best Times To Visit Windsor's Attractions

Optimizing your visit to Windsor's attractions will enhance your experience.

Windsor Historical Society
Visit mid-week in the early afternoon for a quieter, more personal tour.
Windsor Riverfront
Early mornings offer serene views and fewer crowds along the water.
Windsor Town Green
Weekend mornings host lively events; arrive by 10 AM for a spot.

Windsor Weather: What to Expect Year-Round

Windsor experiences a temperate climate with four distinct seasons, featuring warm summers and cold winters. Spring and fall provide the most comfortable weather for outdoor activities, allowing you to enjoy the city's charm without extreme temperatures disrupting your travel plans.

Culinary Delight in Windsor

Try the smoked brisket at Windsor's local barbecue joint, which showcases a hearty, smoky flavor profile distinct from the fresh, farm-to-table style prominent in Portland. The rustic atmosphere and focus on family recipes bring a unique warmth to your dining experience, offering a taste of local tradition that you'll find refreshing.

Portland - Windsor operators

Explore transport companies operating between Portland and Windsor, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

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Other from Portland to Windsor

Average Duration
Estimated price
88-88

Frequently asked questions

Find out more about the route from Portland to Windsor.

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The distance between Portland and Windsor is approximately 130 miles. By car, the journey typically takes around 2.5 to 3 hours, depending on traffic conditions. If you opt for a bus, travel times can vary, generally taking about 3.5 to 4.5 hours, while train options may take a bit longer, around 4 to 5 hours, with transfer times included. Each mode of transportation offers a unique experience, so choosing one depends on your preferences for comfort and convenience.
The most cost-effective transportation option from Portland to Windsor is typically traveling by bus, as it often provides affordable fares compared to other modes. Additionally, if you book in advance, train travel can also be economical and offers a comfortable ride, though it may take longer. For time efficiency, driving your own car or using a rideshare service is the quickest choice, usually taking around 2.5 to 3 hours. Ultimately, the best option will depend on your budget and how much time you have for the journey.
Prices for travel from Portland to Windsor vary depending on the mode of transportation. A bus ticket can cost between $30 to $60, while train fares typically range from $40 to $100, depending on the service and how far in advance you book. If you choose to drive, you'll need to consider gas prices, which can add an estimated $20 to $40 for the round trip, depending on your vehicle's fuel efficiency. Rideshare services may also vary widely in price, generally falling between $150 to $250, depending on demand and the time of booking.
To travel from Portland to Windsor without using public transportation, you can drive your own vehicle or use a rental car. The drive takes about 2.5 to 3 hours, following I-95 S and I-91 S for the most direct route. Alternatively, rideshare services like Uber or Lyft can be used for a more comfortable journey, although they may be pricier. You might also consider carpooling with friends or family who are headed in the same direction for a social and cost-effective option.
Traveling from Portland to Windsor without a car can be accomplished by utilizing rideshare services like Uber or Lyft, which provide a door-to-door option. Alternatively, you could hire a private driver or use a shuttle service for a more direct journey. If you're open to longer travel times, consider taking a combination of trains—travel to a nearby major city like Boston and then transfer to a train heading to Hartford, followed by a rideshare to reach Windsor. Each of these options allows you the flexibility and convenience of not having to drive yourself.
There is no direct public transportation link between Portland and Windsor meaning you will likely need to make transfers along the way. If traveling by bus, you typically need to travel to a larger hub, such as Boston or Hartford, before continuing to Windsor. For train travel, you would generally travel from Portland to Boston or another connecting city and then switch to a different line towards Hartford, followed by a local transfer to Windsor. Therefore, planning for at least one or two transfers is advisable for this journey.
There are no direct flights between Portland and Windsor since Windsor does not have its own commercial airport. The closest major airport is Bradley International Airport in Hartford which is about 10 miles from Windsor. Connecting flights from Portland to Hartford typically involve at least one layover and can take around 3 to 5 hours in total travel time, depending on layover durations. The cost for such flights generally varies, with prices ranging from $150 to $300 or more, depending on the time of booking and airline.
There are several accommodation options near Windsor ranging from hotels to charming bed-and-breakfasts. Popular choices include the Hartford/Windsor Marriot and the Residence Inn by Marriott, both offering comfortable amenities and convenient locations. For a more homey experience, consider local bed-and-breakfasts like the Vintage Inn. Additionally, Airbnbs in the area provide varied lodging options, enhancing your stay in this picturesque Connecticut town.