29 days in United States Itinerary

29 days in United States Itinerary

Created using Inspirock United States sightseeing planner

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Route & dates

29 days in United States Itinerary

Start: Sydney
Fly:  23​h
1
Chicago
— 3 nights
Fly:  3​h 45​min
2
Washington DC
— 4 nights
train:  1​h 45​min
3
Philadelphia
— 4 nights
train:  1​h 30​min
4
New York City
— 6 nights
bus + Fly:  3​h 15​min
5
Boston
— 4 nights
Fly + bus:  4​h 45​min
6
Niagara Falls
— 5 nights
train + Fly:  26​h
End: Sydney

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step off the beaten path and head to The Magnificent Mile and Jasper-Pulaski Fish and Wildlife Area. For shopping fun, head to Stateline Blueberries or Adagio Teas. Get out of town with these interesting Chicago side-trips: Cowles Bog (in Chesterton) and Chapel of the Resurrection (in Valparaiso). There's more to do: make a trip to Millennium Park and look for gifts at American Girl Place.

To see reviews, traveler tips, maps, and tourist information, read Chicago trip site .

Sydney, Australia to Chicago is an approximately 23-hour flight. You can also do a combination of train and flight. The time zone changes from Australian Eastern Standard Time (New South Wales) (AEST) to Central Standard Time (CST), which is usually a -16 hour difference. Expect slightly colder temperatures when traveling from Sydney in October; daily highs in Chicago reach 21°C and lows reach 11°C. Finish your sightseeing early on the 4th (Thu) so you can travel to Washington DC.

Things to do in Chicago

Parks Wildlife Shopping

Side Trips

Cowles Bog, Jasper-Pulaski Fish and Wildlife Area, Chapel of the Resurrection, Stateline Blueberries
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Jasper-Pulaski Fish and Wildlife Area ©
Cowles Bog ©
Cowles Bog

4
nights
Washington DC

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.
Gettysburg Museum & Visitor Center and Arlington National Cemetery are good opportunities to explore the local culture. Shop till you drop at R.H. Ballard Shop & Gallery and Wine Loves Chocolate. Explore the numerous day-trip ideas around Washington DC: Skyline Drive (in Shenandoah National Park) and Gettysburg National Military Park (in Gettysburg). The adventure continues: get engrossed in the history at United States Holocaust Memorial Museum, pause for some photo ops at Korean War Veterans Memorial, and learn more about the world around you at Smithsonian National Museum of Natural History.

For reviews, photos, where to stay, and tourist information, you can read our Washington DC trip itinerary planning tool .

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone difference when traveling from Chicago to Washington DC is 1 hour. When traveling from Chicago in October, plan for somewhat warmer days and about the same nights in Washington DC: temperatures range from 25°C by day to 14°C at night. Wrap up your sightseeing on the 8th (Mon) to allow time to take a train to Philadelphia.

Things to do in Washington DC

Museums Parks Nature

Side Trips

Gettysburg, Washington, Arlington National Cemetery, Skyline Drive
Highlights from your plan

4
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Explore hidden gems such as Wildwood Boardwalk and Cape May Bird Observatory. Step out of the city life by going to Edwin B. Forsythe National Wildlife Refuge and Wildwood Beach. Change things up with these side-trips from Philadelphia: Atlantic City Boardwalk (in Atlantic City), Blue Eden (in Stone Harbor) and Smithville Peanut Butter Company (in Absecon). There's more to do: get a sense of history and politics at Independence Hall and look for gifts at Kona Surf Co..

For other places to visit, photos, where to stay, and other tourist information, use the Philadelphia vacation planner.

You can take a train from Washington DC to Philadelphia in 2 hours. Other options are to drive; or fly. In October, daytime highs in Philadelphia are 24°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 12th (Fri) early enough to take a bus to New York City.

Things to do in Philadelphia

Parks Wildlife Shopping

Side Trips

Wildwood, Smithville Peanut Butter Company, Atlantic City Boardwalk, Cape May Bird Observatory, Edwin B. Forsythe National Wildlife Refuge
Highlights from your plan
Cape May Bird Observatory ©
Cape May Bird Observatory
Independence Hall ©
Independence Hall

6
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Satisfy your inner culture vulture at Fifth Avenue and Statue of Liberty National Monument. Head to St. James General Store and Jangmi Jewelryfor some retail therapy. Go for a jaunt from New York City to Shirley to see Wertheim National Wildlife Refuge about 1h 30 min away. There's still lots to do: browse the exhibits of The Metropolitan Museum of Art, explore the world behind art at Frick Collection, get a taste of the local shopping with SoHo, and hunt for treasures at Chelsea Market.

For other places to visit, more things to do, ratings, and tourist information, you can read our New York City trip app .

Traveling by bus from Philadelphia to New York City takes 1.5 hours. Alternatively, you can take a train; or drive. October in New York City sees daily highs of 24°C and lows of 16°C at night. Finish your sightseeing early on the 18th (Thu) so you can travel to Boston.

Things to do in New York City

Museums Parks Shopping

Side Trips

Wertheim National Wildlife Refuge, St. James General Store
Highlights from your plan
Frick Collection ©
Frick Collection
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

4
nights
Boston

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.
Cliff Walk and Franklin Pierce Homestead will appeal to history buffs. Explore hidden gems such as Dolphin & Whale Watching and Faneuil Hall Marketplace. Explore Boston's surroundings by going to The Breakers (in Newport) and Massabesic Audubon Center (in Auburn). There's more to do: explore the world behind art at Museum of Fine Arts and wander the streets of North End.

To find traveler tips, maps, and more tourist information, read our Boston online trip planner .

Traveling by combination of flight and bus from New York City to Boston takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Plan for slightly colder temperatures traveling from New York City in October, with highs in Boston at 20°C and lows at 11°C. Finish up your sightseeing early on the 22nd (Mon) so you can travel to Niagara Falls.

Things to do in Boston

Outdoors Wildlife Museums

Side Trips

Newport, Franklin Pierce Homestead State Historic Site, Massabesic Audubon Center, Dolphin & Whale Watching
Highlights from your plan
Dolphin & Whale Watching
The Breakers ©
The Breakers
Museum of Fine Arts ©
Museum of Fine Arts

5
nights
Niagara Falls

Niagara Falls ©
The city of Niagara Falls houses the U.S.
Step off the beaten path and head to Angelica Sweet Shop and Cave of the Winds. Visiting Niagara Falls and Lake Erie State Park will get you outdoors. Explore the numerous day-trip ideas around Niagara Falls: Made In America Store (in Elma), The Wadsworth Homestead (in Geneseo) and Castille Cider Mill (in Castile). And it doesn't end there: look for gifts at Marilla Country Store, take in panoramic vistas at Niagara Falls Observation Tower, trek along Tillman Road Wildlife Management Area, and get some fabulous bargains at Kutter's Cheese Factory Store.

To see where to stay, other places to visit, ratings, and other tourist information, refer to the Niagara Falls tour planner .

Traveling by combination of bus and flight from Boston to Niagara Falls takes 5 hours. Alternatively, you can drive; or take a train. In October, daily temperatures in Niagara Falls can reach 20°C, while at night they dip to 9°C. Wrap up your sightseeing on the 27th (Sat) to allow time to travel back home.

Things to do in Niagara Falls

Parks Nature Shopping

Side Trips

Ellicottville, The Wadsworth Homestead, Angelica Sweet Shop, Marilla Country Store, Lake Erie State Park
Highlights from your plan
Cave of the Winds ©
Cave of the Winds
Niagara Falls ©
Niagara Falls
Lake Erie State Park ©
Lake Erie State Park

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