30 days in United States Itinerary

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.

Explore the numerous day-trip ideas around Portland: Marginal Way Walkway (in Ogunquit) and Boston (The Paul Revere House, Boston Public Garden, &more). The adventure continues: enjoy the sea views from Portland Head Light, take in nature's colorful creations at The Wadsworth-Longfellow House, admire the masterpieces at Portland Museum of Art, and sample the tasty concoctions at Bissell Brothers Brewing Company.

For where to stay, maps, ratings, and other tourist information, you can read our Portland online trip planner.

If you are flying in from Canada, the closest major aiports are Portland International Jetport, Portsmouth International at Pease Airport and Manchester-Boston Regional Airport. In October, daily temperatures in Portland can reach 19°C, while at night they dip to 7°C. Wrap up your sightseeing on the 5th (Thu) to allow time to fly to Washington DC.

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.

Take a break from Washington DC with a short trip to Little Library in Vienna, about 30 minutes away. And it doesn't end there: see the interesting displays at National Air and Space Museum, get engrossed in the history at United States Holocaust Memorial Museum, admire the masterpieces at National Gallery of Art, and ponder the world of politics at Library of Congress.

To see other places to visit, photos, traveler tips, and more tourist information, read Washington DC trip planner.

Getting from Portland to Washington DC by flight takes about 3.5 hours. Other options: drive; or do a combination of bus and train. Expect a bit warmer temperatures when traveling from Portland in October; daily highs in Washington DC reach 25°C and lows reach 14°C. Finish up your sightseeing early on the 10th (Tue) so you can travel to Savannah.

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.

Venture out of the city with trips to Beaufort (Tabernacle Baptist Church, Horse-Drawn Carriage Tours, &more) and Hilton Head (Wheelz of Hilton Head, Dolphin & Whale Watching, &more). There's much more to do: go on a hair-raising tour with a ghost and vampire tour, stroll around Forsyth Park, learn about all things military at Webb Military Museum, and see the interesting displays at SCADstory.

To find other places to visit, more things to do, traveler tips, and more tourist information, go to the Savannah road trip website.

You can do a combination of flight and taxi from Washington DC to Savannah in 4.5 hours. Alternatively, you can drive; or take a train. Traveling from Washington DC in October, expect Savannah to be a bit warmer, temps between 30°C and 18°C. Cap off your sightseeing on the 14th (Sat) early enough to travel to New Orleans.

Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.

New Orleans is known for historic sites, nightlife, and museums. Your trip includes some of its best attractions: learn about all things military at The National WWII Museum, go on a hair-raising tour with a ghost and vampire tour, stroll around New Orleans City Park, and appreciate the extensive heritage of Garden District.

To find more things to do, photos, ratings, and other tourist information, read our New Orleans trip planner.

You can do a combination of taxi and flight from Savannah to New Orleans in 6 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. While traveling from Savannah, expect little chillier days and a bit warmer nights in New Orleans, ranging from highs of 22°C to lows of 22°C. Finish up your sightseeing early on the 18th (Wed) so you can catch the flight to Memphis.

The largest city on the Mississippi River, Memphis bills itself as both the "Birthplace of Rock" and "Home of the Blues." With such a rich musical heritage, it shouldn't come as a surprise that Elvis Presley chose to live in Memphis during his later years.

Change things up with a short trip to Horseshoe Tunica in Tunica (about 46 minutes away). And it doesn't end there: examine the collection at Graceland, contemplate the long history of Sun Studio, get a new perspective on nature at Ducks Unlimited Waterfowling Heritage Center, and appreciate the extensive heritage of Beale Street.

For photos, traveler tips, where to stay, and tourist information, refer to the Memphis trip planner.

Traveling by flight from New Orleans to Memphis takes 5.5 hours. Alternatively, you can drive; or do a combination of train and bus. When traveling from New Orleans in October, plan for a bit warmer days in Memphis, with highs around 29°C, while nights are a bit cooler with lows around 15°C. Finish your sightseeing early on the 21st (Sat) so you can fly to Cleveland.

A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.

On the 22nd (Sun), see the interesting displays at A Christmas Story House, see the interesting displays at Rock & Roll Hall of Fame, then admire the masterpieces at The Cleveland Museum of Art, and finally take in the architecture and atmosphere at St John's Cathedral. Keep things going the next day: contemplate the long history of West Side Market, take in nature's colorful creations at Cleveland Botanical Garden, and then stroll around Rocky River Reservation.

To see traveler tips, photos, other places to visit, and other tourist information, refer to the Cleveland attractions planner.

Traveling by flight from Memphis to Cleveland takes 5.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Memphis to Cleveland. Plan for slightly colder temperatures traveling from Memphis in October, with highs in Cleveland at 21°C and lows at 12°C. Wrap up your sightseeing on the 23rd (Mon) early enough to fly to Lake George.

A playground for America’s wealthy families, Lake George was nicknamed "Queen of the American Lakes." While these families often stayed in private country houses, a tourism industry built up around them in the early 20th century facilitated by two YMCAs.

On the 24th (Tue), look for gifts at Wax 'n' Wix, then contemplate the waterfront views at Lake George, then look for all kinds of wild species at Prospect Mountain, and finally get a new perspective on things with Boat Tours & Water Sports. On the 25th (Wed), you'll have a packed day of sightseeing: see the interesting displays at The Hancock House, then brush up on your military savvy at Fort Ticonderoga, then brush up on your knowledge of spirits at Lake George Distilling Company, and finally take an in-depth tour of Fort William Henry Museum.

To find traveler tips, other places to visit, maps, and other tourist information, use the Lake George trip builder tool.

Traveling by flight from Cleveland to Lake George takes 6 hours. Alternatively, you can drive; or do a combination of train and bus. Expect slightly colder evenings in Lake George when traveling from Cleveland in October, with lows around 5°C. Wrap up your sightseeing on the 26th (Thu) early enough to fly to Louisville.

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.

Explore the numerous day-trip ideas around Louisville: Lexington (Mill Ridge Farm & Keeneland) and Mammoth Cave (in Mammoth Cave National Park). There's much more to do: explore the fascinating underground world of Louisville Mega Cavern, examine the collection at 21c Museum Hotel, try your luck at Churchill Downs, and indulge your taste buds at Food & Drink.

To find where to stay, more things to do, ratings, and other tourist information, you can read our Louisville trip planner.

Getting from Lake George to Louisville by flight takes about 5.5 hours. Other options: drive; or do a combination of bus and train. Traveling from Lake George in October, things will get somewhat warmer in Louisville: highs are around 25°C and lows about 11°C. Finish up your sightseeing early on the 29th (Sun) so you can catch the flight to Portland.

Start off your visit on the 30th (Mon): see the interesting displays at Maine Narrow Gauge Railroad Company and Museum, then indulge your thirst for a good beer at Allagash Brewing Company, and then sample the tasty concoctions at Bunker Brewing Company.

To see where to stay, more things to do, photos, and tourist information, read Portland trip planner.

Fly from Louisville to Portland in 5.5 hours. Alternatively, you can drive; or take a bus. Expect slightly colder temperatures when traveling from Louisville in October; daily highs in Portland reach 19°C and lows reach 7°C. Finish your sightseeing early on the 30th (Mon) to allow enough time to travel back home.