15 days in United States Itinerary

15 days in United States Itinerary

Created using Inspirock United States trip builder

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Route & dates

15 days in United States Itinerary

Start: New York City
bus + Fly:  8​h 45​min
1
San Francisco
— 2 nights
Fly:  4​h
2
Portland
— 4 nights
Fly:  11​h 15​min
3
Sheridan
— 3 nights
Fly + Drive:  11​h 15​min
4
Osage
— 3 nights
+2
Drive + Fly + Drive:  11​h 30​min
End: New York City

2
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
On the 15th (Wed), take a leisurely stroll along Fisherman's Wharf. Get ready for a full day of sightseeing on the 16th (Thu): kick back and relax at Bodega Dunes, then explore the historical opulence of Castello di Amorosa, and then learn about winemaking at V. Sattui Winery.

For traveler tips, maps, photos, and more tourist information, go to the San Francisco trip maker website .

New York City to San Francisco is an approximately 9-hour combination of bus and flight. You can also fly; or drive. The time zone difference moving from Eastern Standard Time (EST) to Pacific Standard Time (PST) is minus 3 hours. In May, plan for daily highs up to 69°F, and evening lows to 53°F. Finish your sightseeing early on the 17th (Fri) to allow enough time to travel to Portland.

Things to do in San Francisco

Neighborhoods Parks Historic Sites

Side Trips

V. Sattui Winery, Bodega Dunes, Castello di Amorosa
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Castello di Amorosa ©
Castello di Amorosa

4
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
You'll get in some beach time at Cannon Beach and Haystack Rock. You'll explore the less-touristy side of things at Hug Point State Recreation Site and Astoria Column. Explore Portland's surroundings by going to Spas & Wellness (in Manzanita), Rockaway Beach Wayside (in Rockaway Beach) and Columbia Hills State Park (in Dallesport). There's lots more to do: go for a walk through Rowena Crest Viewpoint, do a tasting at Phelps Creek Vineyards, and admire the natural beauty at International Rose Test Garden.

To find out how to plan a trip to Portland, use our trip itinerary maker.

Fly from San Francisco to Portland in 4 hours. Alternatively, you can do a combination of subway and flight; or drive. Expect a daytime high around 70°F in May, and nighttime lows around 51°F. Wrap up your sightseeing on the 21st (Tue) early enough to travel to Sheridan.

Things to do in Portland

Parks Beaches Outdoors

Side Trips

Cannon Beach, Rockaway Beach Wayside, Columbia Hills State Park, Phelps Creek Vineyards, Rowena Crest Viewpoint
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Hug Point State Recreation Site ©
Hug Point State Recreation Site

3
nights
Sheridan

Sheridan ©
Sheridan is a city in Sheridan County, Wyoming, United States. You'll explore the less-touristy side of things at Little Bighorn Battlefield and Custer Battlefield Trading Post & Cafe. Your inner history buff will appreciate Holy Name Catholic Church and Wagon Box Fight Monument. Venture out of the city with trips to Medicine Lodge State Archaeological Site (in Hyattville), Fetterman Battlefield Monument (in Banner) and Ten Sleep Brewing Co (in Ten Sleep). There's still lots to do: take in the exciting artwork at Gallery on Main, delve into the lush surroundings at Bighorn National Forest, sample the tasty concoctions at The Blacktooth Brewing Company, and have fun at Kendrick Park, Sheridan.

For where to stay, more things to do, ratings, and tourist information, you can read our Sheridan online trip builder .

Use the Route module to find suitable travel options from Portland to Sheridan. The time zone changes from Pacific Standard Time (PST) to Mountain Standard Time (MST), which is usually a 1 hour difference. Traveling from Portland in May, expect little chillier with lows of 39°F in Sheridan. Finish your sightseeing early on the 25th (Sat) to allow enough time to travel to Osage.

Things to do in Sheridan

Historic Sites Parks Breweries & Distilleries

Side Trips

Crow Agency, Medicine Lodge State Archaeological Site, Gallery on Main, Lake DeSmet, Ten Sleep Brewing Co
Highlights from your plan
Little Bighorn Battlefield ©
Little Bighorn Battlefield
Custer Battlefield Trading Company ©
Ten Sleep Brewing Co ©
Ten Sleep Brewing Co

3
nights
Osage

Osage ©
Osage is a city in Mitchell County, Iowa, United States. Your inner history buff will appreciate Montauk Historical Site and St. Augustine's Catholic Church. Eschew the tourist crowds and head to Bailey's Ford Recreation Area and Manchester Fish Hatchery. Step out of Osage with an excursion to Jay C. Hormel Nature Center in Austin--about 52 minutes away. There's more to do: tour the pleasant surroundings at Spring Park.

Ask Inspirock to suggest an itinerary and make planning a trip to Osage fast, fun, and easy.

Explore your travel options from Sheridan to Osage with the Route module. The time zone difference moving from Mountain Standard Time (MST) to Central Standard Time (CST) is 1 hour. Traveling from Sheridan in May, plan for a bit warmer nights in Osage, with lows around 49°F. You will leave for home on the 29th (Wed).

Things to do in Osage

Parks Wildlife Historic Sites

Side Trips

Manchester, Austin, Montauk Historical Site
Highlights from your plan
Manchester Fish Hatchery ©
Manchester Fish Hatchery
Montauk Historical Site ©
Montauk Historical Site
Jay C. Hormel Nature Center ©
Jay C. Hormel Nature Center

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