23 days in United States Itinerary

23 days in United States Itinerary

Created using Inspirock United States holiday planner

Make it your trip
Fly
1
Baltimore
— 3 nights
Train
2
New York City
— 4 nights
Drive
3
Newport
— 3 nights
Drive
4
Boston
— 3 nights
Fly
5
Bar Harbor, Mount Desert Island
— 3 nights
Drive to Rockland, Fly to Milwaukee
6
Milwaukee
— 2 nights
Drive
7
Chicago
— 3 nights
Fly

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Baltimore

— 3 nights

City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Get outdoors at Antietam National Battlefield and Billy Goat Trail. Your cultural itinerary includes sights like Audubon Naturalist Society Woodend Sanctuary and Fort McHenry National Monument and Historic Shrine. Take a break from Baltimore with a short trip to Croydon Creek Nature Center in Rockville, about 58 minutes away. There's still lots to do: admire the majestic nature at North Point State Park.

To find ratings, where to stay, other places to visit, and more tourist information, refer to the Baltimore online trip maker.

Brisbane, Australia to Baltimore is an approximately 23-hour flight. The time zone difference moving from Australian Eastern Standard Time to Eastern Standard Time is minus 15 hours. In December, Baltimore is colder than Brisbane - with highs of 11°C and lows of 3°C. Finish up your sightseeing early on the 20th (Sun) so you can catch the train to New York City.

Things to do in Baltimore

Parks · Nature · Historic Sites · Outdoors

Side Trips

New York City

— 4 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Take a break from the city and head to Horse-Drawn Carriage Tours and East River Waterfront Esplanade. Times Square and The Metropolitan Museum of Art are good opportunities to explore the local culture. There's much more to do: take in panoramic vistas at Empire State Building, explore the striking landscape of Hamilton Grange National Memorial, explore the world behind art at The Studio Museum in Harlem, and take in the architecture and atmosphere at St. Patrick's Cathedral.

For reviews, ratings, other places to visit, and more tourist information, go to the New York City trip maker tool.

Getting from Baltimore to New York City by train takes about 3 hours. Other options: drive; or take a bus. In December, daily temperatures in New York City can reach 10°C, while at night they dip to 2°C. Cap off your sightseeing on the 24th (Thu) early enough to go by car to Newport.

Things to do in New York City

Museums · Historic Sites · Neighborhoods · Parks

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Get a sense of the local culture at Cliff Walk and Falmouth Museums on the Green. Step out of the city life by going to Shining Sea Bikeway and Sachuest Point National Wildlife Refuge. Get out of town with these interesting Newport side-trips: Colt State Park (in Bristol), Touisset Marsh Wildlife Refuge (in Warren) and Old Silver Beach (in Falmouth). The adventure continues: tour the pleasant surroundings at Washington Secondary Bike Path.

For photos, traveler tips, where to stay, and tourist information, you can read our Newport trip itinerary planner.

You can drive from New York City to Newport in 4 hours. Alternatively, you can fly; or take a bus. In December in Newport, expect temperatures between 7°C during the day and 0°C at night. Cap off your sightseeing on the 27th (Sun) early enough to go by car to Boston.

Things to do in Newport

Parks · Outdoors · Wildlife · Nature

Side Trips

Boston

— 3 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Walden Pond State Reservation and Museum of Fine Arts are good opportunities to explore the local culture. Take a break from the city and head to Minute Man National Historical Park and Weston Ski Track. Get out of town with these interesting Boston side-trips: Sandwich Glass Museum (in Sandwich), Craigville Beach (in Centerville) and Cape Cod Canal (in Buzzards Bay). There's lots more to do: stroll through Charles River Esplanade, immerse yourself in nature at National Monument to the Forefathers, and take a memorable drive along Memorial Drive.

To see other places to visit, where to stay, photos, and tourist information, you can read our Boston trip itinerary builder site.

You can drive from Newport to Boston in 2 hours. Other options are to take a bus; or do a combination of bus and train. Expect a daytime high around 7°C in December, and nighttime lows around 0°C. Finish up your sightseeing early on the 30th (Wed) so you can travel to Bar Harbor.

Things to do in Boston

Parks · Outdoors · Nature · Historic Sites

Side Trips

Bar Harbor, Mount Desert Island

— 3 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get in touch with nature at Great Head Trail and Schoodic Peninsula. Take a break from Bar Harbor with a short trip to Schoodic Point in Winter Harbor, about 46 minutes away. There's much more to do: take your sightseeing to a higher altitude at Cadillac Mountain, see the interesting displays at The Seal Cove Auto Museum, tour the pleasant surroundings at Precipice Trail, and explore the landscape on two wheels at Carriage Roads.

To see other places to visit, traveler tips, ratings, and other tourist information, refer to the Bar Harbor day trip planning site.

Getting from Boston to Bar Harbor by flight takes about 4.5 hours. Other options: drive; or take a bus. In December, Bar Harbor is little chillier than Boston - with highs of 2°C and lows of -7°C. Wrap up your sightseeing on the 2nd (Sat) early enough to travel to Milwaukee.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trips

Milwaukee

— 2 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 3rd (Sun), tour the pleasant surroundings at Grant Park, identify plant and animal life at Hawthorn Hollow - Nature Sanctuary and Arboretum, and then hike along Whitnall Park. On the 4th (Mon), you'll have a packed day of sightseeing: tour the pleasant surroundings at Atwater Park & Beach, then identify plant and animal life at Lapham Peak, and then admire the majestic nature at Lakeshore State Park.

To find reviews, traveler tips, ratings, and other tourist information, read Milwaukee online tour planner.

Getting from Bar Harbor to Milwaukee by combination of car and flight takes about 8.5 hours. Other options: drive; or do a combination of bus and train. You'll gain 1 hour traveling from Bar Harbor to Milwaukee due to the time zone difference. In January in Milwaukee, expect temperatures between -1°C during the day and -10°C at night. Cap off your sightseeing on the 4th (Mon) early enough to go by car to Chicago.

Things to do in Milwaukee

Parks · Outdoors · Wildlife · Trails

Side Trips

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 5th (Tue): look for all kinds of wild species at Deer Grove Forest Preserve and then stroll through Veteran Acres Park. Get ready for a full day of sightseeing on the next day: grab your bike and head to Lakefront Trail, then admire the masterpieces at The Art Institute of Chicago, and then wander the streets of The Magnificent Mile.

For photos, maps, ratings, and tourist information, use the Chicago sightseeing planning tool.

You can drive from Milwaukee to Chicago in 2 hours. Other options are to take a train; or take a bus. January in Chicago sees daily highs of 0°C and lows of -9°C at night. On the 7th (Thu), you're off to home.

Things to do in Chicago

Parks · Outdoors · Trails · Winter Sports

Side Trips

United States travel guide

4.5
Specialty Museums · Beaches · Historic Sites
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

Wisconsin travel guide

4.2
Specialty Museums · Water Parks · Zoos
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.

Illinois travel guide

4.4
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.