32 days in United States Itinerary

32 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Route & dates

32 days in United States Itinerary

Start: Grand Junction
Fly:  3​h 15​min
1
Colorado Springs
— Few hours
Drive:  2​h 45​min
2
Estes Park
— 1 night
Fly:  4​h 15​min
3
Jackson Hole
— 2 nights
Drive:  2​h
4
Yellowstone National Park
— 5 nights
Drive + Fly:  7​h 15​min
5
Indianapolis
— 1 night
Drive:  1​h 45​min
6
Cincinnati
— 1 night
Fly:  2​h
7
Cleveland
— 2 nights
Drive:  6​h 30​min
8
Intercourse
— 1 day
Drive:  2​h 45​min
9
New York City
— 5 nights
Fly:  3​h 30​min
10
Burlington
— 1 night
Fly:  4​h
11
Chicago
— 3 nights
train:  1​h 30​min
12
Milwaukee
— 2 nights
Drive:  5​h
13
Winona
— 2 nights
Drive:  5​h
14
Lutsen
— 2 nights
+2
Drive + Fly + Drive:  8​h 15​min
15
Custer
— 1 night
taxi + Fly:  4​h 45​min
End: Grand Junction

few
hours
Colorado Springs

Colorado Springs ©
Stunning Garden of the Gods Park scenery, blue skies and the glory of Pikes Peak-America’s Mountain have attracted visitors to Colorado Springs for more than a century.
On the 30th (Thu), take in the dramatic natural features at Garden of the Gods and then get in on the family fun at North Pole - Santa's Workshop.

To find traveler tips, ratings, reviews, and tourist information, go to the Colorado Springs road trip planner .

Grand Junction to Colorado Springs is an approximately 3.5-hour flight. You can also do a combination of flight and shuttle; or drive. Expect little chillier weather when traveling from Grand Junction in May: highs in Colorado Springs hover around 68°F, while lows dip to 42°F. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Estes Park.

Things to do in Colorado Springs

Parks Theme Parks

Side Trip

North Pole Colorado Santa’s Workshop
Highlights from your plan
Garden of the Gods ©
Garden of the Gods

1
night
Estes Park

Estes Park ©
More than just a convenient resting place for travelers on their way to the national park encompassing the Front Range of the Rockies, Estes Park is a popular place to visit in its own right.
On the 31st (Fri), soothe aching muscles at some of the top local wellness centers, explore the activities along Bierstadt Lake, then stop by Images of Rocky Mountain National Park, and finally stop by Earthwood Artisans.

For ratings and tourist information, read our Estes Park day trip planner.

Drive from Colorado Springs to Estes Park in 3 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of flight, bus, and taxi. In May in Estes Park, expect temperatures between 70°F during the day and 43°F at night. Wrap up your sightseeing on the 31st (Fri) early enough to travel to Jackson Hole.

Things to do in Estes Park

Parks Nature Shopping

Side Trip

Bierstadt Lake
Highlights from your plan
Bierstadt Lake ©
Bierstadt Lake
Earthwood Artisans ©
Earthwood Artisans

2
nights
Jackson Hole

Jackson Hole ©
The Jackson Hole valley is approximately 97 km (60 mi) long and 24 km (15 mi) wide, encompassing the town of Jackson, Teton Village, and the northern section of Grand Teton National Park.
On the 1st (Sat), identify plant and animal life at Grand Teton. Get ready for a full day of sightseeing on the next day: stroll through String Lake and then take a memorable drive along 42-mile Scenic Loop Drive.

For reviews, maps, photos, and more tourist information, read our Jackson Hole trip itinerary builder website .

Getting from Estes Park to Jackson Hole by combination of taxi, bus, and flight takes about 4.5 hours. Other options: drive; or do a combination of car, flight, and taxi. Expect little chillier temperatures when traveling from Estes Park in May; daily highs in Jackson Hole reach 60°F and lows reach 33°F. Finish your sightseeing early on the 2nd (Sun) to allow enough time to drive to Yellowstone National Park.

Things to do in Jackson Hole

Parks Nature Wildlife

Side Trip

Grand Teton National Park
Highlights from your plan
Grand Teton ©
Grand Teton
String Lake ©
String Lake

5
nights
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.
Escape the urban bustle at Grand Canyon of the Yellowstone and Fairy Falls. On the 5th (Wed), dedicate a day to the elevated beauty of Mount Washburn. Next up on the itinerary: look for all kinds of wild species at Yellowstone River Picnic Area, explore the striking landscape at Petrified Tree, explore the activities along Lake Butte Overlook, and admire the sheer force of Lewis Falls.

To find more things to do, reviews, photos, and other tourist information, you can read our Yellowstone National Park online trip maker .

Drive from Jackson Hole to Yellowstone National Park in 2 hours. Traveling from Jackson Hole in June, expect Yellowstone National Park to be slightly colder, temps between 66°F and 34°F. Wrap up your sightseeing on the 7th (Fri) early enough to travel to Indianapolis.

Things to do in Yellowstone National Park

Parks Nature Wildlife
Highlights from your plan
Mount Washburn ©
Mount Washburn
Grand Canyon of the Yellowstone ©
Grand Canyon of the Yellowstone
Fairy Falls ©
Fairy Falls

1
night
Indianapolis

Indianapolis ©
Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Kick off your visit on the 8th (Sat): look for gifts at Martinsville Candy Kitchen, contemplate the long history of Benjamin Harrison Presidential Site, then stop by Castleton Square Mall, and finally pause for some serene contemplation at Saint John Evangelist Catholic Church. On the 9th (Sun), you'll have a packed day of sightseeing: contemplate the long history of Conner Prairie and then look for gifts at Hamilton Town Center.

For reviews, where to stay, and tourist information, refer to the Indianapolis trip planner .

Traveling by combination of car and flight from Yellowstone National Park to Indianapolis takes 7.5 hours. Alternatively, you can do a combination of taxi and flight; or drive. The time zone difference when traveling from Yellowstone National Park to Indianapolis is 2 hours. While traveling from Yellowstone National Park, expect a bit warmer days and warmer nights in Indianapolis, ranging from highs of 82°F to lows of 63°F. Wrap up your sightseeing on the 9th (Sun) early enough to take a bus to Cincinnati.

Things to do in Indianapolis

Historic Sites Shopping

Side Trips

Martinsville Candy Kitchen, Hamilton Town Center, Conner Prairie
Highlights from your plan
Conner Prairie ©
Conner Prairie
Benjamin Harrison Presidential Site ©

1
night
Cincinnati

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
On the 10th (Mon), head outdoors with Cincinnati Flying Pig Marathon and then get to know the fascinating history of Mount Adams.

To find where to stay, more things to do, reviews, and other tourist information, go to the Cincinnati online travel route planner .

You can take a bus from Indianapolis to Cincinnati in 2 hours. Another option is to drive. June in Cincinnati sees daily highs of 83°F and lows of 61°F at night. Wrap up your sightseeing on the 10th (Mon) early enough to travel to Cleveland.

Things to do in Cincinnati

Outdoors Neighborhoods Historic Sites
Highlights from your plan
Cincinnati Flying Pig Marathon ©
Cincinnati Flying Pig Marathon
Mount Adams ©
Mount Adams

2
nights
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
On the 11th (Tue), admire the masterpieces at The Cleveland Museum of Art, explore the activities along Lake Erie Bluffs, and then take in the architecture and atmosphere at St John's Cathedral. Get ready for a full day of sightseeing on the next day: hunt for treasures at West Side Market and then tour the pleasant surroundings at Main Street Beach.

To find photos, maps, where to stay, and other tourist information, you can read our Cleveland online driving holiday planner .

Fly from Cincinnati to Cleveland in 2 hours. Alternatively, you can drive; or take a bus. When traveling from Cincinnati in June, plan for little chillier days and about the same nights in Cleveland: temperatures range from 77°F by day to 64°F at night. Wrap up your sightseeing on the 12th (Wed) early enough to drive to Intercourse.

Things to do in Cleveland

Parks Outdoors Beaches

Side Trips

Main Street Beach, Lake Erie Bluffs
Highlights from your plan
The Cleveland Museum of Art ©
The Cleveland Museum of Art
Lake Erie Bluffs ©
Lake Erie Bluffs
West Side Market ©
West Side Market

1
day
Intercourse

Intercourse ©
Intercourse is an unincorporated village and census-designated place in Leacock Township, Lancaster County in the U.S. On the 13th (Thu), experience rural life at The Amish Farm and House, look for gifts at Kitchen Kettle Village, and then experience rural life at Lapp Valley Farm.

For traveler tips, more things to do, maps, and other tourist information, you can read our Intercourse trip planning site .

Traveling by car from Cleveland to Intercourse takes 6.5 hours. Alternatively, you can do a combination of bus, train, and taxi; or do a combination of train and taxi. In June, daily temperatures in Intercourse can reach 81°F, while at night they dip to 62°F. Finish your sightseeing early on the 13th (Thu) so you can drive to New York City.

Things to do in Intercourse

Historic Sites Shopping

Side Trips

Lapp Valley Farm, The Amish Farm and House
Highlights from your plan
The Amish Farm and House ©
The Amish Farm and House
Kitchen Kettle Village ©
Kitchen Kettle Village
Lapp Valley Farm ©
Lapp Valley Farm

5
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.
You'll enjoy a bit of beach vacationing at Ponquogue Beach and Fire Island National Seashore. Get a sense of the local culture at Fifth Avenue and The Metropolitan Museum of Art. Next up on the itinerary: pause for some photo ops at 9/11 Memorial, pause for some serene contemplation at St. Patrick's Cathedral, wander the streets of SoHo, and learn more about the world around you at American Museum of Natural History.

For maps, where to stay, and more tourist information, refer to the New York City sightseeing planning tool .

Drive from Intercourse to New York City in 3 hours. Alternatively, you can take a train; or do a combination of taxi and bus. Expect a daytime high around 80°F in June, and nighttime lows around 65°F. Finish your sightseeing early on the 18th (Tue) so you can travel to Burlington.

Things to do in New York City

Museums Parks Outdoors

Side Trips

Fire Island National Seashore, Ponquogue Beach
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©
American Museum of Natural History

1
night
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Kick off your visit on the 19th (Wed): browse the eclectic array of goods at Church Street Marketplace and then choose your vessel at Whistling Man Schooner Company.

To see maps, ratings, other places to visit, and tourist information, read Burlington day trip planner.

You can do a combination of bus and flight from New York City to Burlington in 3.5 hours. Alternatively, you can fly; or drive. Traveling from New York City in June, plan for a bit cooler nights in Burlington, with lows around 57°F. Finish your sightseeing early on the 19th (Wed) so you can travel to Chicago.

Things to do in Burlington

Transportation Tours Outdoors
Highlights from your plan
Church Street Marketplace ©
Church Street Marketplace

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at The Art Institute of Chicago and Ernest Hemingway Birthplace. Millennium Park and Pleasant Home will appeal to history buffs. There's still lots to do: shop like a local with The Magnificent Mile, engage your brain at Museum of Science and Industry, don't miss a visit to Cloud Gate, and see the interesting displays at The Field Museum.

To find reviews, more things to do, and more tourist information, read our Chicago online itinerary planner .

Getting from Burlington to Chicago by flight takes about 4 hours. Other options: drive; or do a combination of car, ferry, and train. Due to the time zone difference, you'll gain 1 hour traveling from Burlington to Chicago. Expect somewhat warmer evenings in Chicago when traveling from Burlington in June, with lows around 63°F. Finish your sightseeing early on the 22nd (Sat) so you can take a train to Milwaukee.

Things to do in Chicago

Museums Childrens Museums Neighborhoods

Side Trip

Oak Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace
Field Museum ©
Field Museum

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 23rd (Sun), hunt for treasures at Milwaukee Public Market and then tour the pleasant surroundings at Fox Brook Park. Get ready for a full day of sightseeing on the next day: take a stroll through Historic Third Ward and then enjoy the sand and surf at Bradford Beach.

To see reviews, ratings, other places to visit, and other tourist information, read Milwaukee trip planner .

Getting from Chicago to Milwaukee by train takes about 1.5 hours. Other options: drive; or take a bus. Prepare for slightly colder weather when traveling from Chicago in June: high temperatures in Milwaukee hover around 76°F and lows are around 58°F. Wrap up your sightseeing on the 24th (Mon) early enough to travel to Winona.

Things to do in Milwaukee

Parks Outdoors Beaches

Side Trip

Fox Brook Park
Highlights from your plan
Fox Brook Park ©
Fox Brook Park
Historic Third Ward ©
Historic Third Ward
Milwaukee Public Market ©
Milwaukee Public Market

2
nights
Winona

Winona ©
Winona is a city in and the county seat of Winona County, in the state of Minnesota. On the 25th (Tue), identify plant and animal life at National Eagle Center, then appreciate the history behind Soldiers Field Veterans Memorial, and then contemplate the long history of Plummer House. Here are some ideas for day two: admire the masterpieces at Minnesota Marine Art Museum and then immerse yourself in nature at Perrot State Park.

Inspirock's itinerary builder makes planning a Winona trip simple and quick.

You can drive from Milwaukee to Winona in 3.5 hours. Alternatively, you can fly. In June, daytime highs in Winona are 78°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 26th (Wed) so you can travel to Lutsen.

Things to do in Winona

Parks Nature Wildlife

Side Trips

Rochester, National Eagle Center, Perrot State Park
Highlights from your plan
Minnesota Marine Art Museum ©
Minnesota Marine Art Museum
National Eagle Center ©
National Eagle Center
Perrot State Park ©
Perrot State Park

2
nights
Lutsen

Lutsen ©
Lutsen is an unincorporated community and census-designated place (CDP) in Lutsen Township, Cook County, Minnesota, United States. Start off your visit on the 27th (Thu): immerse yourself in nature at Temperance River State Park and then admire the majestic nature at Cascade River State Park. Get ready for a full day of sightseeing on the next day: stop by Gunflint Mercantile and then immerse yourself in nature at Judge C.R. Magney State Park.

For other places to visit, reviews, photos, and more tourist information, you can read our Lutsen trip itinerary website .

Traveling by car from Winona to Lutsen takes 5.5 hours. Alternatively, you can fly. Traveling from Winona in June, expect Lutsen to be slightly colder, temps between 61°F and 44°F. Finish up your sightseeing early on the 28th (Fri) so you can travel to Custer.

Things to do in Lutsen

Parks Nature Outdoors

Side Trips

Grand Marais, Temperance River State Park
Highlights from your plan
Cascade River State Park ©
Cascade River State Park
Temperance River State Park ©
Temperance River State Park
Judge C.R. Magney State Park ©
Judge C.R. Magney State Park

1
night
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Start off your visit on the 29th (Sat): explore the striking landscape of Mount Rushmore National Memorial and then take a peaceful walk through Black Hills National Forest. On the 30th (Sun), you'll have a packed day of sightseeing: explore the activities along Sylvan Lake, explore the striking landscape at Needles Eye Tunnel, and then admire the majestic nature at Custer State Park.

To see other places to visit, ratings, traveler tips, and tourist information, use the Custer trip itinerary builder tool .

The Route module can help you plan travel from Lutsen to Custer. The time zone difference when traveling from Lutsen to Custer is minus 1 hour. When traveling from Lutsen in June, plan for somewhat warmer days and about the same nights in Custer: temperatures range from 73°F by day to 48°F at night. Wrap up your sightseeing on the 30th (Sun) early enough to travel back home.

Things to do in Custer

Parks Nature Wildlife

Side Trip

Mount Rushmore National Memorial
Highlights from your plan
Black Hills National Forest ©
Black Hills National Forest
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Needles Eye Tunnel ©
Needles Eye Tunnel

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