Windsor, CT, USA to Portland, ME, USA from $30: 10 ways by bus, train, flight or car

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

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$30 by busBest price

325 kmDistance

3h 29m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Windsor to Portland 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.

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Traveling From Windsor to Portland

The journey from Windsor, with its charming small-town feel, to Portland, a vibrant hub of culture and creativity, promises a transition filled with diverse experiences.

Best Neighbourhoods in Portland

Portland's neighborhoods offer a variety of experiences and atmospheres to explore.

Pearl District

• Known for its chic boutiques and art galleries.

• Features trendy restaurants and excellent coffee shops.

Alberta Arts District

• Vibrant street art and creative vibe.

• Home to unique shops and local eateries.

Sellwood-Moreland

• Quaint antique shops and scenic parks.

• Nestled along the Willamette River for outdoor activities.

Best Times To Visit Portland's Attractions

Planning your visits to Portland's top attractions can elevate your experience.

Washington Park

Weekdays, especially early mornings, offer quieter trails and stunning views.

Powell's City of Books

Late afternoons on weekdays provide a relaxed shopping atmosphere.

Portland Japanese Garden

Visit during late spring for vibrant blooms and fewer tourists.

Portland Weather: What to Expect Year-Round

Portland experiences a temperate oceanic climate, bringing mild, wet winters and warm, dry summers, making late spring to early fall the best times to explore the city. The weather can greatly influence your travel plans, as the rainy months may limit outdoor activities, while the sunny days invite you to experience the city's parks and vibrant neighborhoods.

Dining in Portland: A Culinary Adventure

Try the iconic Pacific Northwest dish, fresh Dungeness crab, at one of Portland's seafood restaurants like Jakes Famous Crawfish, where the emphasis on local ingredients elevates the flavors. This dining experience offers a bustling atmosphere and an array of unique preparations that stand in stark contrast to the more traditional fare often found in Windsor.

Windsor - Portland operators

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

Bus

Contact phone

+1 214-849-8100

Website

https://www.greyhound.com/

Bus from Hartford to Boston

Average Duration

1h 50m

Estimated price

$30-283

Bus from Boston South Buses to Portland, ME

Average Duration

2h 10m

Estimated price

$30-283

Contact phone

1-800-343-9999

Website

https://peterpanbus.com

Bus from Union Station, Hartford, CT to South Station, Boston, MA

Average Duration

1h 50m

Estimated price

$33-2832

Contact phone

+1 (855) 626-8585

Website

https://flixbus.com/

Bus from Hartford to Boston

Average Duration

1h 55m

Estimated price

$30-2830

Bus from Storrs to Boston

Average Duration

1h 35m

Estimated price

$36-116

Contact phone

+1 800-639-3317

Website

https://concordcoachlines.com/

Bus from Boston South Buses to Portland, ME

Average Duration

2h 10m

Estimated price

$36-116

Bus from Boston / Logan Airport to Portland, ME

Average Duration

1h 40m

Estimated price

$36-116

Train

Contact phone

+1 800-872-7245

Website

https://www.amtrak.com/home.html

Train from Windsor to New Haven

Average Duration

58m

Estimated price

$30-314

Train from New Haven to Boston

Average Duration

3h 10m

Estimated price

$30-35

Train from Boston to Portland

Average Duration

2h 30m

Estimated price

$30-314

Plane

Website

https://www.delta.com/

Plane from Hartford (BDL) to Portland (PWM)

Average Duration

6h 21m

Estimated price

$300-301

Website

https://www.aa.com/

Plane from Hartford (BDL) to Portland (PWM)

Average Duration

5h 16m

Estimated price

$2839-3140

Website

https://www.united.com/

Plane from Hartford (BDL) to Portland (PWM)

Average Duration

4h 22m

Estimated price

$2839-3145

Website

https://www.jetblue.com/

Plane from New York JFK to Portland (PWM)

Average Duration

1h 21m

Estimated price

$3146-2838

Website

https://flybreeze.com/

Plane from Hartford (BDL) to Portland (PWM)

Average Duration

5h 19m

Estimated price

$3144-3149

Windsor to Portland: Overview of Bus, Train, Flight, and Car Trips

Traveling between Windsor and Portland offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a scenic road trip from Windsor to Portland spanning 202 miles of charming New England landscapes. Enjoy a leisurely drive that takes approximately 3 hours and 29 minutes, allowing for delightful pit stops along the way. 💰 Discover budget-friendly travel options with car fares ranging from $35 to $55 for the journey from Windsor to Portland. This cost-effective mode of transportation ensures a cost-efficient and enjoyable travel experience between these two vibrant East Coast destinations.

Average price

$35 - $55

🚆 Embark on a scenic train journey from Windsor to Portland with a total travel time of approximately 7 hours and 21 minutes. Although there is no direct route, you'll enjoy multiple transfers along the way. 💸 Prices for the train tickets between Windsor and Portland range from $33 to $729, offering travelers flexibility based on their budget and preferences. Sit back, relax, and enjoy the journey as you make your way to the vibrant city of Portland by rail.

Departure Point

Windsor station

Arrival Point

Portland station

🛫 Traveling from Windsor to Portland by plane involves one stopover as there are no direct flights available from Hartford Airport to Portland Airport. The quickest flight option takes approximately 3 hours and 40 minutes. 🌍 United Airlines, Delta, Breeze Airways, and other carriers provide flights from Hartford to Portland, giving travelers a variety of options to choose from. The total duration of the journey from Windsor to Portland by plane is estimated to be around 6 hours and 21 minutes. 💸 Flight prices between Portland and Windsor can range from $43 to $417, depending on the airline, time of booking, and other factors. It's advisable to compare prices and plan ahead to secure the best deal for your trip. ✈️

Departure Point

Hartford Airport

Arrival Point

Portland Airport. The quickest flight takes 3h 40m and has one stopover

🚌 The trip from Windsor to Portland by bus involves multiple transfers and takes approximately 6 hours and 49 minutes. There is no direct route available, so passengers will need to plan for stops along the way. 💰 The cost of a bus ticket between Portland and Windsor can range from $30 to $283, depending on the provider and time of booking. Travelers should check schedules and prices in advance to ensure a smooth and budget-friendly trip.

Departure Point

Pearl St @ Lewis St station

Arrival Point

Portland, ME station

Frequently asked questions

Find out more about the route from Windsor to Portland.

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The distance between Windsor and Portland is 175 miles, with a road distance of 202.2 miles. Travel times vary depending on the mode of transportation: it takes 7 hours and 21 minutes by train, 6 hours and 34 minutes by train and bus, 6 hours and 21 minutes by plane, 3 hours and 29 minutes by car, and 5 hours and 13 minutes by bus. If you prioritize convenience and time, flying would be the quickest option, while taking the train may offer a more scenic journey.

The most cost-effective and time-efficient transportation option for traveling from Windsor to Portland is to drive. It takes approximately 3 hours and 29 minutes, with costs ranging from $35 to $55 for the trip. Driving also offers flexibility and convenience, making it a popular choice for travelers looking to save money and time on this journey.

The cost of traveling by train from Windsor to Portland ranges from $33 to $729. On the other hand, taking a bus between the two cities can cost anywhere from $30 to $283. It's essential to check for the most updated pricing and availability when planning your trip, as costs may fluctuate based on demand and booking time. Comparing different transportation options can help you find the most cost-effective and convenient way to travel between Windsor and Portland.

To travel from Windsor to Portland without using public transportation, the most convenient option would be to drive. The driving distance between the two cities is 202 miles, and it usually takes around 3 hours and 29 minutes to drive from Windsor to Portland. The cost of driving can range from $35 to $55, depending on factors such as fuel prices and any tolls along the route. Driving yourself allows for flexibility in your schedule and the opportunity to enjoy the scenic New England landscape along the way.

To travel from Windsor to Portland without a car, the most convenient option is to take a bus, which typically takes around 5 hours and 13 minutes and costs between $30-$290. Another option is to travel by train, which takes approximately 7 hours and 21 minutes with prices ranging from $30-$750. Flying is also an option, with flights taking about 6 hours and 21 minutes and costing between $40-$420. All these modes of transportation offer different travel times and price ranges for your journey.

There is no direct train or bus link between Windsor and Portland. If traveling by train, passengers would need to take a route that includes transfers in New Haven, Back Bay, and Boston, with the journey lasting about 7 hours and 21 minutes. For those opting to travel by bus, the route involves transfers in Storrs, Boston South Buses, and Boston / Logan Airport and takes approximately 6 hours and 49 minutes to reach Portland from Windsor. It's advisable to plan for these transfers while considering the overall travel time between the two cities.

The flight duration from Windsor to Portland with one stopover typically takes around 3 hours and 40 minutes. The cost of a flight between the two cities can range from $43 to $417, depending on factors such as the airline, time of booking, and availability. While there are no direct flights between Hartford Airport and Portland Airport, travelers can consider connecting flights to reach their destination efficiently.

There are over 241 hotels available in Portland with prices starting at $69 per night. Some popular options include boutique hotels in the Old Port district, waterfront resorts offering scenic views, and cozy bed and breakfasts in the surrounding areas. Visitors can choose accommodations based on their preferences, whether they seek luxury amenities, budget-friendly options, or unique stays like historic inns or vacation rentals in the charming neighborhoods of Portland.

Windsor, CT, USA to Portland, ME, USA from $30: 10 ways by bus, train, flight or car

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

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Windsor to Portland

Best Neighbourhoods in Portland

Best Times To Visit Portland's Attractions

Portland Weather: What to Expect Year-Round

Dining in Portland: A Culinary Adventure

Windsor - Portland operators

Windsor to Portland: Overview of Bus, Train, Flight, and Car Trips

Frequently asked questions

Trips from Windsor

Trips to New York City

Popular routes