47 days in United States Itinerary
Created using Inspirock United States itinerary planner
Start: Chicago
Fly
1
Hood River
— 2 nights
Drive
2
Portland
— 5 nights
Drive
3
Cannon Beach
— 3 nights
Fly
4
Bend
— 3 nights
Fly
5
San Francisco
— 5 nights
Fly
6
Las Vegas
— 5 nights
Fly
7
New Orleans
— 4 nights
Fly
8
Orlando
— 4 nights
Fly
9
Washington DC
— 5 nights
Fly
10
New York City
— 6 nights
Fly
11
Chicago
— 4 nights
End: Chicago
Fri, Sep 15 - Tue, Oct 31
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View full calendar
Hood River — 2 nights
©
Step out of Hood River to go to Government Camp and see Timberline Lodge and Ski Area, which is approximately 1h 10 min away.
To see maps, reviews, traveler tips, and other tourist information, read Hood River trip itinerary planner.
Chicago to Hood River is an approximately 6-hour flight. You can also drive; or take a train. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. When traveling from Chicago in September, plan for little chillier days in Hood River, with highs around 71°F, while nights are about the same with lows around 57°F. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Portland.
more
To see maps, reviews, traveler tips, and other tourist information, read Hood River trip itinerary planner.
Chicago to Hood River is an approximately 6-hour flight. You can also drive; or take a train. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. When traveling from Chicago in September, plan for little chillier days in Hood River, with highs around 71°F, while nights are about the same with lows around 57°F. Finish up your sightseeing early on the 17th (Sun) so you can go by car to Portland.
Side Trips
Portland — 5 nights
©
City of Roses
Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil), Adventures Across Oregon - Guided Adventures to the 7 Wonders of Oregon (in Forest Grove) and Cellar Door Wine Tours (in Lafayette). Next up on the itinerary: take in nature's colorful creations at Portland Japanese Garden, admire the striking features of Pittock Mansion, appreciate the extensive heritage of Eastbank Esplanade, and surround yourself with nature on Volcano Lands - Private Tours.
For traveler tips, ratings, more things to do, and tourist information, refer to the Portland trip planner.
Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. Expect a daytime high around 76°F in September, and nighttime lows around 55°F. Finish up your sightseeing early on the 22nd (Fri) so you can go by car to Cannon Beach.
more
For traveler tips, ratings, more things to do, and tourist information, refer to the Portland trip planner.
Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. Expect a daytime high around 76°F in September, and nighttime lows around 55°F. Finish up your sightseeing early on the 22nd (Fri) so you can go by car to Cannon Beach.
Side Trips
Highlights from your trip
Cannon Beach — 3 nights
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Cannon Beach is known for nature, beaches, and museums. Your trip includes some of its best attractions: immerse yourself in nature at Ecola State Park, explore the striking landscape at Haystack Rock, stroll through Manzanita Beach, and enjoy the sand and surf at Cannon Beach.
To see reviews, photos, other places to visit, and more tourist information, you can read our Cannon Beach online trip itinerary planner.
Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can drive; or take a bus. While traveling from Portland, expect a bit cooler days and about the same nights in Cannon Beach, ranging from highs of 69°F to lows of 52°F. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight to Bend.
more
To see reviews, photos, other places to visit, and more tourist information, you can read our Cannon Beach online trip itinerary planner.
Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can drive; or take a bus. While traveling from Portland, expect a bit cooler days and about the same nights in Cannon Beach, ranging from highs of 69°F to lows of 52°F. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight to Bend.
Side Trips
Highlights from your trip
Bend — 3 nights
Explore Bend's surroundings by going to Smith Rock State Park (in Redmond), Peter Skene Ogden State Park (in Terrebonne) and Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop). There's lots more to do: let the river carry you with a rafting and tubing tour, head outdoors with Outdoor Activities, contemplate the waterfront views at Deschutes River, and take a peaceful walk through Deschutes National Forest.
To find more things to do, reviews, ratings, and other tourist information, read Bend trip maker.
You can fly from Cannon Beach to Bend in 2.5 hours. Other options are to drive; or take a bus. Traveling from Cannon Beach in September, plan for a bit cooler nights in Bend, with lows around 44°F. Wrap up your sightseeing on the 28th (Thu) early enough to fly to San Francisco.
more
To find more things to do, reviews, ratings, and other tourist information, read Bend trip maker.
You can fly from Cannon Beach to Bend in 2.5 hours. Other options are to drive; or take a bus. Traveling from Cannon Beach in September, plan for a bit cooler nights in Bend, with lows around 44°F. Wrap up your sightseeing on the 28th (Thu) early enough to fly to San Francisco.
Side Trips
Highlights from your trip
San Francisco — 5 nights
©
City by the Bay
San Francisco is known for sightseeing, nature, and parks. Your trip includes some of its best attractions: head off the coast to Alcatraz Island, walk around Golden Gate Park, take some stellar pictures from Twin Peaks, and get curious at Exploratorium.
To see ratings, reviews, and more tourist information, use the San Francisco route maker website.
You can fly from Bend to San Francisco in 3 hours. Other options are to drive; or do a combination of bus and train. Plan for somewhat warmer nights when traveling from Bend in September since evenings lows in San Francisco dip to 58°F. Wrap up your sightseeing on the 3rd (Tue) early enough to fly to Las Vegas.
more
To see ratings, reviews, and more tourist information, use the San Francisco route maker website.
You can fly from Bend to San Francisco in 3 hours. Other options are to drive; or do a combination of bus and train. Plan for somewhat warmer nights when traveling from Bend in September since evenings lows in San Francisco dip to 58°F. Wrap up your sightseeing on the 3rd (Tue) early enough to fly to Las Vegas.
Highlights from your trip
Las Vegas — 5 nights
©
Sin City
Take a break from Las Vegas with a short trip to Hoover Dam in Boulder City, about 50 minutes away. Next up on the itinerary: admire the local landmark of Fountains of Bellagio, take in panoramic vistas at Eiffel Tower Viewing Deck, get a taste of the local shopping with The Strip, and take in nature's colorful creations at Bellagio Conservatory & Botanical Gardens.
To find other places to visit, reviews, photos, and more tourist information, use the Las Vegas trip itinerary maker.
Getting from San Francisco to Las Vegas by flight takes about 3 hours. Other options: drive; or do a combination of subway, train, and bus. Traveling from San Francisco in October, expect nights in Las Vegas to be about the same, around 60°F, while days are a bit warmer, around 82°F. Finish your sightseeing early on the 8th (Sun) to allow enough time to fly to New Orleans.
more
To find other places to visit, reviews, photos, and more tourist information, use the Las Vegas trip itinerary maker.
Getting from San Francisco to Las Vegas by flight takes about 3 hours. Other options: drive; or do a combination of subway, train, and bus. Traveling from San Francisco in October, expect nights in Las Vegas to be about the same, around 60°F, while days are a bit warmer, around 82°F. Finish your sightseeing early on the 8th (Sun) to allow enough time to fly to New Orleans.
Side Trips
Highlights from your trip
New Orleans — 4 nights
©
The Big Easy
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, see the interesting displays at New Orleans Museum of Art, get a dose of the wild on Happiness Bayou Tours, and appreciate the extensive heritage of Garden District.
For where to stay, photos, other places to visit, and other tourist information, you can read our New Orleans trip maker.
Getting from Las Vegas to New Orleans by flight takes about 5 hours. Other options: drive; or take a bus. The time zone changes from Pacific Standard Time to Central Standard Time, which is usually a 2 hour difference. Traveling from Las Vegas in October, expect nights in New Orleans to be somewhat warmer, around 66°F, while days are slightly colder, around 66°F. Cap off your sightseeing on the 12th (Thu) early enough to catch the flight to Orlando.
more
For where to stay, photos, other places to visit, and other tourist information, you can read our New Orleans trip maker.
Getting from Las Vegas to New Orleans by flight takes about 5 hours. Other options: drive; or take a bus. The time zone changes from Pacific Standard Time to Central Standard Time, which is usually a 2 hour difference. Traveling from Las Vegas in October, expect nights in New Orleans to be somewhat warmer, around 66°F, while days are slightly colder, around 66°F. Cap off your sightseeing on the 12th (Thu) early enough to catch the flight to Orlando.
Highlights from your trip
Orlando — 4 nights
©
Theme Park Capital of the World
Pack the 14th (Sat) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 16th (Mon) at Walt Disney World Resort. There's more to do: get in on the family fun at Universal Orlando Resort and make an unforgettable trip to Magic Kingdom Park.
To find reviews, traveler tips, other places to visit, and tourist information, go to the Orlando online travel route planner.
You can fly from New Orleans to Orlando in 3.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from New Orleans to Orlando due to the time zone difference. Traveling from New Orleans in October, expect nights in Orlando to be about the same, around 69°F, while days are somewhat warmer, around 85°F. Wrap up your sightseeing on the 16th (Mon) to allow time to fly to Washington DC.
more
To find reviews, traveler tips, other places to visit, and tourist information, go to the Orlando online travel route planner.
You can fly from New Orleans to Orlando in 3.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from New Orleans to Orlando due to the time zone difference. Traveling from New Orleans in October, expect nights in Orlando to be about the same, around 69°F, while days are somewhat warmer, around 85°F. Wrap up your sightseeing on the 16th (Mon) to allow time to fly to Washington DC.
Highlights from your trip
Washington DC — 5 nights
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Washington DC is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: examine the collection at National Air and Space Museum, take an in-depth tour of United States Holocaust Memorial Museum, learn more about the world around you at Smithsonian National Museum of Natural History, and get a sense of history and politics at White House.
For traveler tips, photos, more things to do, and tourist information, read Washington DC road trip website.
You can fly from Orlando to Washington DC in 3.5 hours. Alternatively, you can drive; or take a train. Prepare for slightly colder weather when traveling from Orlando in October: high temperatures in Washington DC hover around 71°F and lows are around 54°F. Finish up your sightseeing early on the 21st (Sat) so you can catch the flight to New York City.
more
For traveler tips, photos, more things to do, and tourist information, read Washington DC road trip website.
You can fly from Orlando to Washington DC in 3.5 hours. Alternatively, you can drive; or take a train. Prepare for slightly colder weather when traveling from Orlando in October: high temperatures in Washington DC hover around 71°F and lows are around 54°F. Finish up your sightseeing early on the 21st (Sat) so you can catch the flight to New York City.
Highlights from your trip
New York City — 6 nights
©
Big Apple
New York City is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: go for a walk through Central Park, admire the striking features of Rockefeller Center, stroll around The High Line, and contemplate the long history of 9/11 Memorial.
To find reviews, ratings, maps, and tourist information, you can read our New York City trip planner.
You can fly from Washington DC to New York City in 3 hours. Alternatively, you can take a train; or drive. In October, daily temperatures in New York City can reach 70°F, while at night they dip to 57°F. Wrap up your sightseeing on the 27th (Fri) early enough to fly to Chicago.
more
To find reviews, ratings, maps, and tourist information, you can read our New York City trip planner.
You can fly from Washington DC to New York City in 3 hours. Alternatively, you can take a train; or drive. In October, daily temperatures in New York City can reach 70°F, while at night they dip to 57°F. Wrap up your sightseeing on the 27th (Fri) early enough to fly to Chicago.
Highlights from your trip
Chicago — 4 nights
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Windy City
Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, get up close and personal with brilliant marine life at Shedd Aquarium, get curious at Field Museum, and ponder the design of Buckingham Fountain.
For where to stay, ratings, and more tourist information, read Chicago trip planning app.
Traveling by flight from New York City to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. In October, Chicago is slightly colder than New York City - with highs of 65°F and lows of 49°F. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel back home.
more
For where to stay, ratings, and more tourist information, read Chicago trip planning app.
Traveling by flight from New York City to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. In October, Chicago is slightly colder than New York City - with highs of 65°F and lows of 49°F. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel back home.
Side Trips
Highlights from your trip
United States travel guide
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.
