- Must visit
Portland Museum of Art
Leading regional museum with strong American and European art, notable Winslow Homer works, and a handsome historic campus.
Omio recommends booking the bus as it is the most popular option from Winter Haven, FL to Portland, ME among Omio's users. If you are prioritising price take the bus with prices starting from $314. For those with little time consider booking a bus which can get you there in 35h 10m. The ticket price range depends on the travel mode: a bus costs an average of $314, and a bus costs an average of $314.
Distance: 1254 miles (2019 km)
Most popular Bus | Driving |
|---|---|
$314 Average price Cheapest | $289 Average price (fuel + tolls) |
35h 40m Average total duration Fastest 35h 10m Onboard + 30m Additional time* | 21h 17m Average total duration (door-to-door) |
Direct Options | Direct Options |
Compare bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Take a train from Winter Haven, FL to Portland, ME and enjoy the approximately 1254 miles (2019 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
Distance 1254 miles (2019 km) |
Trains per day 2 |
High Season Jul - Sep |
Low Season Jul - Sep |
Discover the best of Portland, ME — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland, ME trip today.
Leading regional museum with strong American and European art, notable Winslow Homer works, and a handsome historic campus.
Hands-on history museum inside Portland Head Light exploring lighthouse technology, shipwrecks, and Maine's maritime past.
Historic home and museum focused on Henry Wadsworth Longfellow, with original furnishings and insight into early Portland life.
Historic district of brick streets, shops, and harbor views; Portland's classic place to stroll, browse, and absorb local character.
Eastern Promenade offers broad Casco Bay views, walking paths, lawns, and one of Portland's best spots for relaxing outdoors.
Hilltop neighborhood with historic homes, local feel, and rewarding lookout points around the Portland Observatory area.
Sweet, cold-water Maine lobster served steamed, in rolls, or with drawn butter. It is the city’s signature catch and a cornerstone of working waterfront food culture.
A creamy New England-style chowder made with local clams, potatoes, and salt pork. It is a classic Maine coastal comfort dish found across Portland.
Freshly shucked oysters from Maine farms such as the Damariscotta River. They are prized for their cold-water brininess and strong connection to local aquaculture.
Refined destination restaurant serving seasonal Maine tasting menus with local seafood and produce. Elegant but warm, and one of Portland’s top fine dining rooms.
Historic market-style venue known for potato donuts, sandwiches, coffee, and local pantry goods. Casual, busy, and deeply rooted in Portland food culture.
Beloved casual seafood shack known for excellent lobster rolls, fried seafood, and harbor views. A classic Portland stop with a relaxed waterfront feel.
Moderate for a U.S. coastal city: hotels peak in summer, seafood dining is mid-priced to high, and local transit is limited so visitors may rely on walking, rideshares, or cars.
Tip 18-20% at restaurants, 15-20% for taxis, and $1-2 per drink or coffee at cafes and bars.
Find answers to the most common questions about traveling from Winter Haven, FL to Portland, ME by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Portland, ME, this guide helps you travel smarter and with confidence.

Most Winter Haven, FL to Portland, ME trains use the Winter Haven Station to Portland Transportation Center station pair. Use this guide to compare Winter Haven, FL and Portland, ME train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Winter Haven Station is 2 km from Winter Haven city centre. Public transport options include:
Winter Haven Station has practical services for this route, including Wifi, Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink options are available at Winter Haven Station.
Free.
Ticket office support is available at Winter Haven Station. Information desks are located in the main hall.
Luggage storage is available at Winter Haven Station. Lost and found is available at the station.
Available at Winter Haven Station: Parking, Taxis, WC.
Available at Winter Haven Station: Bike Parking, Car Rental.
Accessibility facilities are available at Winter Haven Station: Ramps.
Nearby hotels include Courtyard Winter Haven, Hampton Inn Winter Haven, Holiday Inn Winter Haven.
Portland Transportation Center is 3 km from Portland city centre. Public transport options include:
Portland Transportation Center has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Free. ATMs are available in the train station.
Ticket office support is available at Portland Transportation Center. Information desks are located in the main hall.
Available at Portland Transportation Center: Parking, Taxis, WC.
Available at Portland Transportation Center: Bike Parking.
Accessibility facilities are available at Portland Transportation Center: Ramps, restrooms.
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