60 days in Continental USA Itinerary

60 days in Continental USA Itinerary

Created using Inspirock Continental USA trip itinerary maker

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Route & dates

60 days in Continental USA Itinerary

Start: Hobart
Fly:  19​h 30​min
1
San Francisco
— 4 nights
Drive:  1​h 45​min
2
Sacramento
— 1 night
Fly + bus:  6​h 15​min
3
Olympic National Park
— 1 night
bus + ferry:  4​h 15​min
4
Seattle
— 3 nights
Fly + Drive:  5​h 30​min
5
Yellowstone National Park
— 1 night
Drive:  1​h 30​min
6
Grand Teton National Park
— 1 night
Fly:  6​h 30​min
7
Las Vegas
— 3 nights
Drive:  4​h 30​min
8
Los Angeles
— 4 nights
Drive:  2​h 15​min
9
San Diego
— 3 nights
Fly:  6​h 15​min
10
New Orleans
— 2 nights
Fly:  4​h
11
Tampa
— 2 nights
Drive:  4​h 45​min
12
Miami
— 4 nights
Drive:  4​h
13
Orlando
— 2 nights
Drive:  4​h 45​min
14
Savannah
— 1 day
Drive:  8​h 30​min
15
Virginia Beach
— 1 night
Drive:  3​h 45​min
16
Washington DC
— 4 nights
train:  1​h 45​min
17
Philadelphia
— 1 night
train:  1​h 45​min
18
New York City
— 7 nights
Drive:  4​h
19
Boston
— 5 nights
Drive:  2​h
20
Portland
— 3 nights
Fly:  5​h 15​min
21
Chicago
— 4 nights
Fly:  25​h
End: Hobart

4
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Visit Marshall’s Beach and Sonoma Coast State Beach for some beach relaxation. Get a sense of the local culture at Alcatraz Island and Golden Gate Bridge. Change things up with a short trip to Bodega Dunes in Bodega (about 1h 25 min away). Next up on the itinerary: take in the waterfront at Fisherman's Wharf, stroll through China Beach, take a stroll through Chinatown, and buy something for everyone on your list at Ferry Building Marketplace.

To see photos, where to stay, and tourist information, read our San Francisco trip planner .

Hobart, Australia to San Francisco is an approximately 19.5-hour flight. You can also do a combination of flight and train. The time zone difference moving from Australian Eastern Standard Time (Tasmania) (AEST) to Pacific Standard Time (PST) is minus 18 hours. Prepare for somewhat warmer weather when traveling from Hobart in September: high temperatures in San Francisco hover around 28°C and lows are around 17°C. On the 7th (Mon), you'll have the morning to explore before heading off to Sacramento.

Things to do in San Francisco

Parks Beaches Outdoors

Side Trips

Sonoma Coast State Beach, Bodega Dunes
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

1
night
Sacramento

Sacramento ©
The capital city of America's most economically significant state, Sacramento is an important stop for any politico.
On the 7th (Mon), browse the exhibits of California State Capitol Museum, contemplate in the serene atmosphere at Cathedral of the Blessed Sacrament, and then ponder the world of politics at Capitol Park.

To see more things to do, maps, and other tourist information, you can read our Sacramento day trip planner.

Traveling by car from San Francisco to Sacramento takes 2 hours. Alternatively, you can take a bus; or fly. Expect a bit warmer weather when traveling from San Francisco in September: highs in Sacramento hover around 36°C, while lows dip to 17°C. Wrap up your sightseeing on the 8th (Tue) early enough to travel to Olympic National Park.

Things to do in Sacramento

Parks Museums Zoos & Aquariums
Highlights from your plan
California State Capitol Museum ©
California State Capitol Museum
Crocker Art Museum ©
Crocker Art Museum
Cathedral of the Blessed Sacrament ©

1
night
Olympic National Park

Olympic National Park ©
In Olympic National Park, ancient rainforests and ocean tidal pools at lower elevations contrast with wildflower-filled alpine meadows and snowcapped peaks.
Kick off your visit on the 9th (Wed): stroll through Hurricane Ridge, hike along Second Beach Trail, and then delve into the lush surroundings at Olympic National Park.

To see maps, reviews, other places to visit, and other tourist information, read our Olympic National Park trip maker tool .

Traveling by combination of flight and bus from Sacramento to Olympic National Park takes 6.5 hours. Alternatively, you can do a combination of train, flight, and bus; or do a combination of train and flight. Traveling from Sacramento in September, expect nights in Olympic National Park to be a bit cooler, around 11°C, while days are colder, around 22°C. Finish your sightseeing early on the 9th (Wed) to allow enough time to travel to Seattle.

Things to do in Olympic National Park

Parks Trails Outdoors
Highlights from your plan
Hurricane Ridge ©
Hurricane Ridge
Olympic National Park ©
Olympic National Park
Second Beach Trail ©
Second Beach Trail

3
nights
Seattle

Seattle ©
Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.
Your cultural itinerary includes sights like Chihuly Garden and Glass and Seattle Art Museum. Get in touch with nature at Alki Beach and Discovery Park. Change things up with a short trip to 5 Mile Drive & Trails in Tacoma (about 58 minutes away). Next up on the itinerary: get a taste of the local shopping with Pike Place Market, browse the range of quality goods at Nordstrom, admire nature's wide array of creatures at Seattle Aquarium, and enjoy breathtaking views from Space Needle.

To see traveler tips, maps, more things to do, and tourist information, refer to the Seattle trip builder tool .

You can do a combination of bus and ferry from Olympic National Park to Seattle in 4.5 hours. Alternatively, you can take a bus. Traveling from Olympic National Park in September, plan for a bit warmer nights in Seattle, with lows around 15°C. Cap off your sightseeing on the 12th (Sat) early enough to travel to Yellowstone National Park.

Things to do in Seattle

Parks Museums Outdoors

Side Trip

5 Mile Drive & Trails
Highlights from your plan
Chihuly Garden and Glass ©
Chihuly Garden and Glass
Pike Place Market ©
Pike Place Market
The Museum of Flight ©
The Museum of Flight

1
night
Yellowstone National Park

Yellowstone National Park ©
An exceptionally diverse landscape and varied wildlife have made Yellowstone National Park one of America's most popular parks.
On the 13th (Sun), take in the natural beauty of Castle Geyser, then take in the natural beauty of Old Faithful, then trek along Artist Point, and finally explore the stunning scenery at Grand Canyon of the Yellowstone.

To see maps, traveler tips, other places to visit, and other tourist information, go to the Yellowstone National Park itinerary tool .

Getting from Seattle to Yellowstone National Park by combination of flight and car takes about 5.5 hours. Other options: do a combination of flight, shuttle, and bus; or drive. The time zone changes from Pacific Standard Time to Mountain Standard Time, which is usually a 1 hour difference. Traveling from Seattle in September, expect nights in Yellowstone National Park to be colder, around 0°C, while days are a bit cooler, around 18°C. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Grand Teton National Park.

Things to do in Yellowstone National Park

Parks Nature Trails
Highlights from your plan
Grand Canyon of the Yellowstone ©
Grand Canyon of the Yellowstone
Old Faithful ©
Old Faithful
Artist Point ©
Artist Point

1
night
Grand Teton National Park

Grand Teton National Park ©
The peaks of Grand Teton National Park aren't the highest in the world, but they sit atop what might be nature's archetypes for mountains.
Start off your visit on the 14th (Mon): take in the awesome beauty at Grand Teton.

To find traveler tips, photos, other places to visit, and other tourist information, use the Grand Teton National Park online attractions planner .

Drive from Yellowstone National Park to Grand Teton National Park in 1.5 hours. Traveling from Yellowstone National Park in September, you will find days in Grand Teton National Park are a bit warmer (23°C), and nights are about the same (3°C). Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow enough time to travel to Las Vegas.

Things to do in Grand Teton National Park

Wildlife Parks Nature
Highlights from your plan
Grand Teton ©
Grand Teton

3
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.
Take a break from the city and head to Red Rock Canyon National Conservation Area and Willow Beach. For shopping fun, head to The Strip or Tom Devlin's Monster Museum. Step out of Las Vegas with an excursion to Hoover Dam in Boulder City--about 50 minutes away. There's still lots to do: admire the local landmark of Fountains of Bellagio, try your luck at Bellagio Hotel and Casino, push the limits with an extreme tour, and examine the collection at The Mob Museum.

For other places to visit, maps, reviews, and more tourist information, go to the Las Vegas vacation planner.

Fly from Grand Teton National Park to Las Vegas in 6.5 hours. Alternatively, you can do a combination of car, shuttle, and flight; or drive. Traveling from Grand Teton National Park to Las Vegas, you'll gain 1 hour due to the time zone difference. Plan for much warmer temperatures traveling from Grand Teton National Park in September, with highs in Las Vegas at 39°C and lows at 25°C. Cap off your sightseeing on the 17th (Thu) early enough to travel to Los Angeles.

Things to do in Las Vegas

Parks Outdoors Shopping

Side Trips

Boulder City, Willow Beach
Highlights from your plan
Fountains of Bellagio ©
Fountains of Bellagio
The Strip ©
The Strip

4
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Shop till you drop at Abbot Kinney Boulevard and Montana Avenue. The Getty Center and Santa Monica Pier are good opportunities to explore the local culture. Explore Los Angeles' surroundings by going to Disneyland Park (in Anaheim) and Third Street Promenade (in Santa Monica). The adventure continues: enjoy the sand and surf at Venice Beach and Boardwalk, buy something for everyone on your list at The Grove, get in on the family fun at Universal Studios Hollywood, and look and learn at Griffith Observatory.

Before you visit Los Angeles, use our trip planner to discover what you can do and see there.

Traveling by flight from Las Vegas to Los Angeles takes 4 hours. Alternatively, you can drive; or do a combination of flight and bus. Prepare for slightly colder weather when traveling from Las Vegas in September: high temperatures in Los Angeles hover around 34°C and lows are around 22°C. Wrap up your sightseeing on the 21st (Mon) early enough to drive to San Diego.

Things to do in Los Angeles

Theme Parks Shopping Museums

Side Trips

Santa Monica, Disneyland Park
Highlights from your plan
Disneyland Park ©
Disneyland Park
The Getty Center ©
The Getty Center
Venice Beach and Boardwalk ©
Venice Beach and Boardwalk

3
nights
San Diego

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Step out of the city life by going to La Jolla Cove and Scripps Institute of Oceanography Coastal Reserve. USS Midway Museum and Maritime Museum of San Diego are good opportunities to explore the local culture. There's lots more to do: immerse yourself in nature at Torrey Pines State Natural Reserve, see the interesting displays at San Diego Model Railroad Museum, admire nature's wide array of creatures at San Diego Zoo, and pick up some local products at Liberty Public Market.

Plan my trip to San Diego with suggested itineraries provided by Inspirock.

You can drive from Los Angeles to San Diego in 2.5 hours. Other options are to take a bus; or fly. Traveling from Los Angeles in September, you will find days in San Diego are slightly colder (30°C), and nights are about the same (23°C). Wrap up your sightseeing by early afternoon on the 24th (Thu) to allow enough time to travel to New Orleans.

Things to do in San Diego

Parks Museums Outdoors
Highlights from your plan
La Jolla Cove ©
La Jolla Cove
Torrey Pines State Natural Reserve ©
USS Midway Museum ©
USS Midway Museum

2
nights
New Orleans

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.
Kick off your visit on the 25th (Fri): explore the wealth of natural beauty at Jean Lafitte National Historical Park and Preserve and then get to know the fascinating history of Garden District.

Before you visit New Orleans, use our trip planner to discover what you can do and see there.

Traveling by flight from San Diego to New Orleans takes 6.5 hours. Alternatively, you can drive; or take a bus. Traveling from San Diego to New Orleans, you'll lose 2 hours due to the time zone difference. Expect somewhat warmer evenings in New Orleans when traveling from San Diego in September, with lows around 33°C. Finish up your sightseeing early on the 26th (Sat) so you can travel to Tampa.

Things to do in New Orleans

Wildlife Parks Nature
Highlights from your plan
Garden District ©
Garden District

2
nights
Tampa

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
The Dali Museum and Morean Art Center are good opportunities to explore the local culture. Step out of the city life by going to Siesta Beach and Fishing Charters & Tours. Step out of Tampa to go to Sarasota and see St. Armands Circle, which is approximately 1h 15 min away. And it doesn't end there: have some family-friendly fun at Axe Throwing Tampa, test your team's savvy at popular escape rooms, wander the streets of Ybor City, and get in on the family fun at Busch Gardens.

To find traveler tips, where to stay, more things to do, and more tourist information, go to the Tampa online tour itinerary planner .

You can fly from New Orleans to Tampa in 4 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from New Orleans to Tampa is 1 hour. While traveling from New Orleans, expect a bit warmer days and a bit cooler nights in Tampa, ranging from highs of 38°C to lows of 28°C. Cap off your sightseeing on the 28th (Mon) early enough to travel to Miami.

Things to do in Tampa

Theme Parks Outdoors Shopping

Side Trips

St. Petersburg, St. Armands Circle, Siesta Beach
Highlights from your plan
Fishing Charters & Tours
Siesta Beach ©
Siesta Beach
The Dali Museum ©
The Dali Museum

4
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Satisfy your inner culture vulture at Lincoln Road and Ocean Drive. Escape the urban bustle at South Beach and Speed Boats Tours. When in Miami, make a side trip to see Scuba & Snorkeling in Key Largo, approximately 1h 20 min away. Next up on the itinerary: take a stroll through Art Deco Historic District, examine the collection at Vizcaya Museum and Gardens, enjoy some diversion at Lock & Load Miami, and buy something for everyone on your list at Dolphin Mall.

To see photos, traveler tips, where to stay, and tourist information, read our Miami road trip website .

Fly from Tampa to Miami in 4.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 38°C, and evening lows to 29°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel to Orlando.

Things to do in Miami

Shopping Neighborhoods Museums

Side Trips

Miami Beach, Scuba & Snorkeling
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach

2
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Kick off your visit on the 3rd (Sat): admire the masterpieces at Charles Hosmer Morse Museum of American Art, then make an unforgettable trip to Happily Ever After Fireworks, and then discover the magic at Walt Disney World Resort. Here are some ideas for day two: stroll through Discovery Cove and then buy something for everyone on your list at The Mall at Millenia.

To see more things to do, other places to visit, reviews, and tourist information, read our Orlando trip itinerary maker app .

Traveling by flight from Miami to Orlando takes 3.5 hours. Alternatively, you can drive; or do a combination of train and flight. Traveling from Miami in October, Orlando is a bit cooler at night with lows of 24°C. Wrap up your sightseeing on the 4th (Sun) early enough to drive to Savannah.

Things to do in Orlando

Theme Parks Beaches Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Happily Ever After Fireworks ©
Happily Ever After Fireworks
Discovery Cove ©
Discovery Cove

1
day
Savannah

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
On the 5th (Mon), get up close to creatures of the deep with a dolphin and whale watching tour, then contemplate in the serene atmosphere at Cathedral of St. John the Baptist, and then take a stroll through Savannah Historic District.

To see reviews, ratings, where to stay, and more tourist information, read Savannah day trip planning app .

You can drive from Orlando to Savannah in 5 hours. Other options are to take a train; or fly. Traveling from Orlando in October, expect Savannah to be slightly colder, temps between 30°C and 18°C. Wrap up your sightseeing on the 5th (Mon) early enough to travel to Virginia Beach.

Things to do in Savannah

Wildlife Tours Outdoors

Side Trip

Dolphin & Whale Watching
Highlights from your plan
Dolphin & Whale Watching
Savannah Historic District ©
Savannah Historic District
Cathedral of St. John the Baptist ©
Cathedral of St. John the Baptist

1
night
Virginia Beach

Virginia Beach ©
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Kick off your visit on the 6th (Tue): enjoy the sand and surf at Virginia Beach, then explore the galleries of Virginia Aquarium & Marine Science Center, then get engrossed in the history at Military Aviation Museum, and finally look for gifts at Mermaid Factory.

To find maps, traveler tips, more things to do, and other tourist information, use the Virginia Beach trip itinerary planner.

Fly from Savannah to Virginia Beach in 6 hours. Alternatively, you can drive; or do a combination of flight and bus. When traveling from Savannah in October, plan for slightly colder days in Virginia Beach, with highs around 27°C, while nights are about the same with lows around 15°C. Finish your sightseeing early on the 6th (Tue) to allow enough time to travel to Washington DC.

Things to do in Virginia Beach

Museums Parks Beaches
Highlights from your plan
Military Aviation Museum ©
Military Aviation Museum
Virginia Beach ©
Virginia Beach

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.
Get outdoors at Old Rag Mountain Hike and Tidal Basin. Satisfy your inner culture vulture at National Air and Space Museum and Smithsonian National Museum of Natural History. Take a break from Washington DC with a short trip to Horseshoe Casino in Baltimore, about 56 minutes away. There's lots more to do: admire the masterpieces at National Gallery of Art, see the interesting displays at Newseum, pause for some photo ops at Vietnam Veterans Memorial, and ponder the world of politics at Library of Congress.

To see reviews, traveler tips, maps, and more tourist information, you can read our Washington DC trip itinerary planning website .

You can fly from Virginia Beach to Washington DC in 3.5 hours. Other options are to do a combination of flight and train; or drive. In October in Washington DC, expect temperatures between 25°C during the day and 14°C at night. Wrap up your sightseeing on the 10th (Sat) early enough to take a train to Philadelphia.

Things to do in Washington DC

Museums Parks Trails

Side Trips

Old Rag Mountain Hike, Horseshoe Casino
Highlights from your plan
Old Rag Mountain Hike ©
Old Rag Mountain Hike
National Air and Space Museum ©
National Air and Space Museum
National Gallery of Art ©
National Gallery of Art

1
night
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
On the 11th (Sun), get engrossed in the history at Eastern State Penitentiary, admire the masterpieces at Barnes Foundation, then hunt for treasures at Reading Terminal Market, then get a sense of history and politics at Independence Hall, and finally steep yourself in history at Liberty Bell Center.

To see reviews, where to stay, and other tourist information, go to the Philadelphia trip planner .

You can take a train from Washington DC to Philadelphia in 2 hours. Alternatively, you can drive; or take a bus. October in Philadelphia sees daily highs of 24°C and lows of 13°C at night. Finish up your sightseeing early on the 11th (Sun) so you can catch the train to New York City.

Things to do in Philadelphia

Museums Historic Sites Shopping
Highlights from your plan
Barnes Foundation ©
Barnes Foundation
Independence Hall ©
Independence Hall
Eastern State Penitentiary ©
Eastern State Penitentiary

7
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.
Head to Fifth Avenue and Tiles For Americafor some retail therapy. Relax by the water at Cupsogue Beach County Park and Lido Beach. Change things up with these side-trips from New York City: Sasko Beach (in Fairfield) and Joel L. Lefkowitz Park at West Meadow Beach (in Stony Brook). There's still lots to do: take a stroll through Times Square, pause for some photo ops at 9/11 Memorial, enjoy breathtaking views from Empire State Building, and make a trip to Statue of Liberty National Monument.

To find where to stay, traveler tips, maps, and other tourist information, go to the New York City trip itinerary maker app .

You can take a train from Philadelphia to New York City in 2 hours. Other options are to drive; or take a bus. Expect a daytime high around 24°C in October, and nighttime lows around 16°C. Cap off your sightseeing on the 18th (Sun) early enough to travel to Boston.

Things to do in New York City

Outdoors Parks Beaches

Side Trips

Cupsogue Beach County Park, Joel L. Lefkowitz Park at West Meadow Beach, Sasko Beach, Lido Beach
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Times Square ©
Times Square
9/11 Memorial ©
9/11 Memorial

5
nights
Boston

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.
Get in touch with nature at Nauset Beach and Cliff Walk. Do some cultural sightseeing at Museum of Fine Arts and Freedom Trail. Explore Boston's surroundings by going to Dolphin & Whale Watching (in Gloucester), Coast Guard Beach (in Eastham) and Milk and Honey Bazaar (in Tiverton). There's much more to do: get a taste of the local shopping with Newbury Street, buy something for everyone on your list at Faneuil Hall Marketplace, take in nature's colorful creations at Boston Public Garden, and wander the streets of North End.

To find more things to do, maps, where to stay, and other tourist information, refer to the Boston day trip site .

Traveling by combination of bus and flight from New York City to Boston takes 3 hours. Alternatively, you can fly; or drive. Expect slightly colder temperatures when traveling from New York City in October; daily highs in Boston reach 20°C and lows reach 11°C. Finish your sightseeing early on the 23rd (Fri) so you can drive to Portland.

Things to do in Boston

Outdoors Parks Museums

Side Trips

Coast Guard Beach, Milk and Honey Bazaar, Nauset Beach, Dolphin & Whale Watching, Cliff Walk
Highlights from your plan
Nauset Beach ©
Nauset Beach
Coast Guard Beach ©
Coast Guard Beach
Museum of Fine Arts ©
Museum of Fine Arts

3
nights
Portland

Portland ©
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.
Visit Ogunquit Beach and Casco Bay for some beach relaxation. Do some cultural sightseeing at Marginal Way Walkway and Victoria Mansion. And it doesn't end there: sample the tasty concoctions at Allagash Brewery, take a stroll through Old Port, revel in the low prices at L.L. Bean Factory Store, and explore the landscape on two wheels at Eastern Promenade.

Find out how to plan Portland trip without stress by asking Inspirock to help create an itinerary.

Getting from Boston to Portland by car takes about 2 hours. Other options: take a bus; or take a train. Traveling from Boston in October, plan for slightly colder nights in Portland, with lows around 7°C. Finish your sightseeing early on the 26th (Mon) to allow enough time to travel to Chicago.

Things to do in Portland

Outdoors Parks Beaches

Side Trips

Ogunquit, L.L. Bean Factory Store
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Fishing Charters & Tours

4
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. Satisfy your inner culture vulture at The Art Institute of Chicago and Field Museum. Go for a jaunt from Chicago to Shorewood to see Atwater Park & Beach about 1h 45 min away. There's lots more to do: engage your brain at Museum of Science and Industry, appreciate the history behind Cloud Gate, enjoy breathtaking views from 360 Chicago Observation Deck, and meet the residents at Lincoln Park Zoo.

For maps, more things to do, and other tourist information, read our Chicago trip planner .

You can fly from Portland to Chicago in 5.5 hours. Other options are to do a combination of bus and flight; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Portland in October, plan for a bit warmer nights in Chicago, with lows around 11°C. Finish your sightseeing early on the 30th (Fri) so you can travel back home.

Things to do in Chicago

Museums Parks Childrens Museums

Side Trip

Atwater Park & Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Field Museum ©
Field Museum

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