Cheap train tickets from Charlottesville, VA to Portland, ME

Lovingly called Mr. Jefferson’s City by locals, Charlottesville is one of Virginia's best destinations with plenty of interesting attractions to draw in not only fans of history but also of arts and culture. The prime attraction of the city is the famous estate of Thomas Jefferson, Monticello. This 5000-acre mansion is an architectural masterpiece that combines Parisian and Italian elements, giving you a day’s worth of exploration. For those looking for a more idyllic landscape, try Carter Mountain Orchard, which offers apple-picking sessions as well. The University of Charlottesville is also a must-not-miss destination. As the only university in the U.S. to be designated a World Heritage Site, it offers interesting insights into the history of education of the country.

Charlottesville’s wines are famous around the country, and the Monticello Wine Trail is perfect for trying out the best wines that the region has to offer. For an amazing dinner experience, C & O Restaurant, which has been in business since 1976, will be a great choice.

The city’s busiest bus stop is the Greyhound bus stop located downtown at 310 W Main St. For trains, head over to the nearby Amtrak train station, also on W Main St. Charlottesville is served by Amtrak’s Cardinal, Crescent and Northeast Regional lines. The city’s main airport is the Charlottesville-Albemarle Airport, 8 miles from the city.

Portland is Maine's largest city and, because of that, the main transportation hub in the state. From Portland, travelers can easily reach destinations such as Boston, Albany, and even Gainesville, Texas, by a combination of buses, trains, and ferries. And there’s plenty to do in the city, even if you’re traveling solo.

Since its foundation in 1786, Portland has recovered from no less than four major fires, creating a fascinating blend of old and new. The dedicated Arts District around upper Congress Street has a smattering of important museum collections, including the Portland Museum of Art, the state's oldest public art institution.

The West End hosts the majority of Portland's historic buildings, creating an olde worlde feel. However, the presence of several well-regarded schools and colleges ensures Portland remains one of the most vibrant small cities in the U.S.

After several years of hardship, the Old Port district has once again become the center of the action. Its attractive cobblestone streets and 19th-century red-brick warehouses now contain a selection of on-trend cafes, bars, and boutique stores. At the same time, it's still possible to watch the time-honored tradition of fishermen unloading their lobster pots onto the foreshore.

East of the downtown area, you'll find Munjoy Hill. It's a district with strong Irish and Italian roots, making it one of the best places in Portland to enjoy the authentic cuisine of Italy. It’s no wonder we named Portland one of our top vacation destinations in Maine.