20 days in California, Las Vegas & Chicago Itinerary

20 days in California, Las Vegas & Chicago Itinerary

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Route & dates

20 days in California, Las Vegas & Chicago Itinerary

Start: Guwahati
taxi + Fly:  21​h 15​min
1
San Francisco
— 3 nights
Drive:  4​h 30​min
2
San Simeon
— 1 night
Drive:  3​h
3
Monterey
— 1 night
+2
shuttle + foot + Fly:  5​h
4
Mammoth Lakes
— 3 nights
Drive:  3​h 30​min
5
Death Valley National Park
— 2 nights
Drive:  2​h 30​min
6
Las Vegas
— 4 nights
Fly:  5​h 45​min
7
Chicago
— 3 nights
Fly + taxi:  30​h
End: Guwahati

3
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
For shopping fun, head to Exploratorium or Ferry Building Marketplace. Your inner history buff will appreciate Alcatraz Island and Golden Gate Bridge. There's lots more to do: take in the waterfront at Fisherman's Wharf, shop like a local with Union Square, enjoy the sand and surf at Baker Beach, and take a stroll through The Embarcadero.

To find ratings, other places to visit, where to stay, and other tourist information, refer to the San Francisco online journey planner .

Guwahati, India to San Francisco is an approximately 21.5-hour combination of taxi and flight. You can also do a combination of taxi, flight, and train. The time zone difference when traveling from Guwahati to San Francisco is minus 13 hours. Traveling from Guwahati in December, you will find days in San Francisco are much colder (17°C), and nights are slightly colder (8°C). Finish up your sightseeing early on the 17th (Tue) so you can go by car to San Simeon.

Things to do in San Francisco

Parks Shopping Beaches
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge
Exploratorium ©
Exploratorium

1
night
San Simeon

San Simeon ©
When you arrive in tiny San Simeon, which lies halfway between San Francisco and Los Angeles, you can see why William Randolph Hearst chose this coastal locale for his famous hilltop castle.
Start off your visit on the 18th (Wed): explore the historical opulence of Hearst Castle, then identify plant and animal life at Elephant Seal Rookery, and then stroll through Fiscalini Ranch Preserve.

To find reviews, ratings, other places to visit, and tourist information, read our San Simeon day trip planning app .

Traveling by car from San Francisco to San Simeon takes 4.5 hours. Alternatively, you can take a train; or do a combination of flight and bus. Expect slightly colder evenings in San Simeon when traveling from San Francisco in December, with lows around 0°C. Finish your sightseeing early on the 18th (Wed) so you can drive to Monterey.

Things to do in San Simeon

Parks Trails Historic Sites

Side Trip

Fiscalini Ranch Preserve
Highlights from your plan
Friends of the Elephant Seal ©
Friends of the Elephant Seal
Fiscalini Ranch Preserve ©
Fiscalini Ranch Preserve
Hearst Castle ©
Hearst Castle

1
night
Monterey

Monterey is a city in the U.S. Kick off your visit on the 19th (Thu): explore and take pictures at 17-Mile Drive and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see maps, ratings, reviews, and other tourist information, read Monterey travel route builder tool .

Getting from San Simeon to Monterey by car takes about 3 hours. Other options: take a train; or do a combination of car and bus. Traveling from San Simeon in December, you can expect nighttime temperatures to be a bit warmer in Monterey, with lows of 7°C. Wrap up your sightseeing on the 19th (Thu) to allow time to travel to Mammoth Lakes.

Things to do in Monterey

Outdoors Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
17-Mile Drive ©
17-Mile Drive

3
nights
Mammoth Lakes

Mammoth Lakes ©
Mammoth Lakes is a town in Mono County, California, the county's only incorporated community. Step out of the city life by going to Cathedral Beach Picnic Area and Glacier Point. And it doesn't end there: take in the dramatic natural features at Half Dome, explore the world behind art at Yosemite Museum Gallery, make a trip to Yosemite Village, and take in the dramatic scenery at Vernal Fall.

To see photos, ratings, reviews, and other tourist information, read our Mammoth Lakes tour itinerary maker site .

Traveling by combination of shuttle and flight from Monterey to Mammoth Lakes takes 5 hours. Alternatively, you can fly; or drive. When traveling from Monterey in December, plan for little chillier days and colder nights in Mammoth Lakes: temperatures range from 9°C by day to -11°C at night. Finish your sightseeing early on the 22nd (Sun) so you can drive to Death Valley National Park.

Things to do in Mammoth Lakes

Parks Nature Outdoors

Side Trip

Yosemite National Park
Highlights from your plan
Cathedral Beach Picnic Area ©
Cathedral Beach Picnic Area
Glacier Point ©
Glacier Point
Half Dome ©
Half Dome

2
nights
Death Valley National Park

Death Valley National Park ©
Extreme heat and dryness create extreme landscapes in Death Valley National Park.
Kick off your visit on the 23rd (Mon): cruise along Artists Dr, then steep yourself in history at Harmony Borax Works, and then take in the dramatic natural features at Zabriskie Point. On the next day, contemplate the long history of Geologist's Cabin, then explore the activities along Badwater Basin, and then take an in-depth tour of The Ranch at Furnace Creek.

To find traveler tips, more things to do, ratings, and more tourist information, read Death Valley National Park trip itinerary builder app .

Traveling by car from Mammoth Lakes to Death Valley National Park takes 3.5 hours. Alternatively, you can do a combination of bus and car. Expect a bit warmer temperatures when traveling from Mammoth Lakes in December; daily highs in Death Valley National Park reach 15°C and lows reach 0°C. Wrap up your sightseeing on the 24th (Tue) to allow time to drive to Las Vegas.

Things to do in Death Valley National Park

Parks Nature Historic Sites
Highlights from your plan
Zabriskie Point ©
Zabriskie Point
Harmony Borax Works ©
Harmony Borax Works
Artists Dr ©
Artists Dr

4
nights
Las Vegas

Las Vegas ©
Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
You'll explore and learn at The Mob Museum and Pinball Hall of Fame. Visiting Red Rock Canyon National Conservation Area and Lake Mead National Recreation Area will get you outdoors. Venture out of the city with trips to The Virgin River Canyon Recreation Area (in Littlefield) and Grapevine Mesa Joshua Trees (in Meadview). And it doesn't end there: wander the streets of The Strip, look for all kinds of wild species at Escape Adventures and Las Vegas Cyclery, examine the collection at The Neon Museum, and ponder the design of Fountains of Bellagio.

For maps, ratings, other places to visit, and other tourist information, use the Las Vegas tour planner .

You can drive from Death Valley National Park to Las Vegas in 2.5 hours. Alternatively, you can take a bus. Traveling from Death Valley National Park in December, Las Vegas is somewhat warmer at night with lows of 4°C. Wrap up your sightseeing on the 28th (Sat) early enough to travel to Chicago.

Things to do in Las Vegas

Parks Wildlife Nature

Side Trips

Grapevine Mesa Joshua Trees, Lake Mead National Recreation Area, The Virgin River Canyon Recreation Area
Highlights from your plan
The Strip ©
The Strip
The Mob Museum ©
The Mob Museum

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Head to The Magnificent Mile and Chicago Cultural Centerfor plenty of shopping. Visit Ernest Hemingway Birthplace and Fourth Presbyterian Church for their historical value. When in Chicago, make a side trip to see Veteran Acres Park in Crystal Lake, approximately 1h 05 min away. The adventure continues: admire the masterpieces at The Art Institute of Chicago, try to win big at Horseshoe Hammond, get curious at Museum of Science and Industry, and stroll around Millennium Park.

Start your trip to Chicago by creating a personalized itinerary on Inspirock.

You can fly from Las Vegas to Chicago in 6 hours. Other options are to do a combination of flight and train; or drive. Due to the time zone difference, you'll lose 2 hours traveling from Las Vegas to Chicago. Traveling from Las Vegas in December, things will get slightly colder in Chicago: highs are around 3°C and lows about -3°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to travel back home.

Things to do in Chicago

Museums Parks Trails

Side Trips

Ernest Hemingway Birthplace, Veteran Acres Park, Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Museum of Science and Industry ©
Museum of Science and Industry

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