56 days in Wisconsin, Colorado & Omaha Itinerary

56 days in Wisconsin, Colorado & Omaha Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
Fly
1
Milwaukee
— 4 nights
Drive
2
Sheboygan
— 4 nights
Drive
3
Green Bay
— 5 nights
Drive
4
Crivitz
— 3 nights
Drive
5
Wausau
— 5 nights
Drive
6
Madison
— 5 nights
Fly
7
Mesa Verde National Park
— 2 nights
Fly
8
Estes Park
— 5 nights
Drive
9
Denver
— 5 nights
Drive
10
Colorado Springs
— 5 nights
Drive
11
Aspen
— 5 nights
Fly
12
Omaha
— 7 nights
Fly

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4
nights
Milwaukee

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Explore Milwaukee's surroundings by going to Kishwauketoe Conservancy (in Williams Bay), SC Johnson Headquarters (in Racine) and Lake Geneva (Lake Geneva Ziplines & Adventures & Geneva Lake Shore Path). Next up on the itinerary: contemplate in the serene atmosphere at Basilica of St. Josaphat, take an in-depth tour of Chudnow Museum of Yesteryear, examine the collection at Grohmann Museum, and learn the secrets of beer at a beer tour and tasting.

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

New York City to Milwaukee is an approximately 5-hour flight. You can also drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In October, Milwaukee is little chillier than New York City - with highs of 62°F and lows of 46°F. Cap off your sightseeing on the 10th (Sat) early enough to go by car to Sheboygan.

Things to do in Milwaukee

Parks · Outdoors · Museums · Tours

Side Trips

4
nights
Sheboygan

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Venture out of the city with trips to Horicon Marsh (in Mayville), Cedar Valley Cheese (in Belgium) and Vines & Rushes Winery (in Ripon). There's lots more to do: take in nature's colorful creations at Bookworm Gardens, immerse yourself in nature at Fischer Creek State Recreation Area, tee off at Whistling Straits Golf Course - Straits and Irish, and take an in-depth tour of Wisconsin Maritime Museum.

To find maps and other tourist information, refer to the Sheboygan journey builder site.

Drive from Milwaukee to Sheboygan in an hour. In October, daily temperatures in Sheboygan can reach 60°F, while at night they dip to 42°F. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Green Bay.

Things to do in Sheboygan

Parks · Nature · Outdoors · Wildlife

Side Trips

5
nights
Green Bay

Home of the Packers

Home of the Green Bay Packers, the city of Green Bay centers around sports and is home to hundreds of notable football icons, including Brett Favre and Curly Lambeau.
Venture out of the city with trips to Boat Tours & Water Sports (in Sister Bay), Sturgeon Bay (The Farm, Cave Point County Park, &more) and Fish Creek (Peninsula State Park & Edgewood Orchard Galleries). Next up on the itinerary: see the interesting displays at Green Bay Packer Hall of Fame, get outside with Green Bay Bullfrogs Baseball, admire the natural beauty at Rose-Hill Gardens, and stroll around Fonferek Glen County Park.

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

Traveling by car from Sheboygan to Green Bay takes 1.5 hours. In October in Green Bay, expect temperatures between 60°F during the day and 42°F at night. Wrap up your sightseeing on the 19th (Mon) to allow time to travel to Crivitz.

Things to do in Green Bay

Parks · Museums · Outdoors · Shopping

Side Trips

3
nights
Crivitz

Crivitz is a village in Marinette County, Wisconsin, United States. Explore Crivitz's surroundings by going to Charlie's Smokehouse (in Gills Rock), Seaquist Orchards Farm Market (in Sister Bay) and Ellison Bay (Ellison Bluff State Natural Area & The Clearing). There's still lots to do: identify plant and animal life at Harmony Arboretum, stroll around Dave's Falls County Park, and take in the dramatic scenery at Veteran's Falls.

To see other places to visit, photos, maps, and other tourist information, you can read our Crivitz day trip site.

You can drive from Green Bay to Crivitz in an hour. In October, plan for daily highs up to 57°F, and evening lows to 42°F. Cap off your sightseeing on the 22nd (Thu) early enough to travel to Wausau.

Things to do in Crivitz

Parks · Nature · Wildlife · Shopping

Side Trips

5
nights
Wausau

Wausau is a city in and the county seat of Marathon County, Wisconsin, United States. Get out of town with these interesting Wausau side-trips: Northwoods Zip Line, Aerial Trekking, Argo ATV, and Kayak River Tours (in Minocqua), 45 x 90 Geographical Marker (in Athens) and Wisconsin Korean War Veterans Memorial (in Plover). Next up on the itinerary: explore the world behind art at Leigh Yawkey Woodson Art Museum, explore the landscape on two wheels at Green Circle Trail, look for all kinds of wild species at George W. Mead Wildlife Area, and relax in the rural setting at Helene's Hilltop Orchard.

To find traveler tips, other places to visit, photos, and more tourist information, you can read our Wausau tour builder tool.

You can drive from Crivitz to Wausau in 2 hours. October in Wausau sees daily highs of 58°F and lows of 40°F at night. Cap off your sightseeing on the 27th (Tue) early enough to travel to Madison.

Things to do in Wausau

Parks · Nature · Outdoors · Breweries & Distilleries

Side Trips

5
nights
Madison

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Explore Madison's surroundings by going to Baraboo (International Crane Foundation & Devil's Lake State Park), Zipline (in Wisconsin Dells) and Spring Green (The House on the Rock & Taliesin Preservation: Frank Lloyd Wright Visitor Center ). Next up on the itinerary: get a sense of history and politics at Wisconsin State Capitol, take in nature's colorful creations at Olbrich Botanical Gardens, don't miss a visit to Capitol Square, and learn insider's secrets on Hop Head Tours.

For ratings, traveler tips, photos, and more tourist information, refer to the Madison sightseeing planning app.

You can drive from Wausau to Madison in 2.5 hours. Expect a daytime high around 62°F in October, and nighttime lows around 43°F. Wrap up your sightseeing on the 1st (Sun) early enough to travel to Mesa Verde National Park.

Things to do in Madison

Parks · Outdoors · Tours · Museums

Side Trips

2
nights
Mesa Verde National Park

Whereas most national parks are primarily devoted to showcasing unique and special landscapes, Mesa Verde National Park focuses on ancient human habitation.
Kick off your visit on the 2nd (Mon): admire all the interesting features of Ruins Road, explore the ancient world of Long House, and then don't miss a visit to Step House. On the next day, explore the ancient world of Cliff Palace, then delve into the distant past at Balcony House, and then don't miss a visit to Park Point.

To see photos, ratings, reviews, and more tourist information, read Mesa Verde National Park online travel route planner.

Traveling by flight from Madison to Mesa Verde National Park takes 8 hours. Alternatively, you can drive; or do a combination of bus, train, and taxi. The time zone difference when traveling from Madison to Mesa Verde National Park is minus 1 hour. When traveling from Madison in November, plan for somewhat warmer days in Mesa Verde National Park, with highs around 55°F, while nights are little chillier with lows around 24°F. Finish your sightseeing early on the 3rd (Tue) to allow enough time to travel to Estes Park.

Things to do in Mesa Verde National Park

Historic Sites · Outdoors · Scenic Drive

5
nights
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.
Explore the numerous day-trip ideas around Estes Park: Fort Collins (Bee Family Farm & The Bartels Farm), Lyons Farmette (in Lyons) and Trail Ridge Road (in Rocky Mountain National Park). And it doesn't end there: see Off-Road Tours, get a taste of the local shopping with Aspen and Evergreen Gallery, brush up on your knowledge of spirits at Dancing Pines Distillery, and go for a walk through Riverwalk in Downtown Estes Park.

To see other places to visit, maps, where to stay, and tourist information, go to the Estes Park trip planner.

Traveling by flight from Mesa Verde National Park to Estes Park takes 6 hours. Alternatively, you can drive; or do a combination of taxi, bus, and car. In November, daily temperatures in Estes Park can reach 57°F, while at night they dip to 27°F. Finish up your sightseeing early on the 8th (Sun) so you can go by car to Denver.

Things to do in Estes Park

Outdoors · Tours · Parks · Scenic Drive

Side Trips

5
nights
Denver

Mile-High City

Aptly nicknamed the "Mile-High City," Denver sits at an altitude of 1,600 m (5,280 ft) above sea level, located right where the Great Plains give way to the Rocky Mountains.
Get out of town with these interesting Denver side-trips: New Belgium Brewing Company (in Fort Collins), Georgetown (Guanella Pass & Capital Prize Gold Mine Tour) and Frisco Escape Room (in Frisco). There's still lots to do: shop like a local with Denver Botanic Gardens, walk around Denver Mountain Parks, see the interesting displays at Kirkland Museum of Fine & Decorative Art, and learn about wildlife with up-close encounters at Denver Zoo.

For traveler tips, more things to do, maps, and more tourist information, refer to the Denver trip itinerary builder.

Traveling by car from Estes Park to Denver takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. In November, plan for daily highs up to 54°F, and evening lows to 29°F. Finish your sightseeing early on the 13th (Fri) so you can drive to Colorado Springs.

Things to do in Denver

Museums · Breweries & Distilleries · Parks · Tours

Side Trips

5
nights
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.
Go for a jaunt from Colorado Springs to Pueblo to see Pueblo Weisbrod Aircraft Museum about 56 minutes away. Pack the 17th (Tue) with family-friendly diversions at Cave of the Winds Mountain Park. There's still lots to do: stroll around Garden of the Gods, find something for the whole family at North Pole Colorado Santa’s Workshop, whizz through the canopy at The Broadmoor Soaring Adventure, and get a dose of the wild on Colorado Wolf Adventures.

For photos, reviews, traveler tips, and tourist information, go to the Colorado Springs trip planner.

You can drive from Denver to Colorado Springs in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and flight. In November, plan for daily highs up to 55°F, and evening lows to 27°F. Finish your sightseeing early on the 18th (Wed) so you can drive to Aspen.

Things to do in Colorado Springs

Outdoors · Tours · Theme Parks · Parks

Side Trips

5
nights
Aspen

Rocky Mountain High

Known as a ski resort town, Aspen's history goes back to its roots as a silver-mining village tucked away in an isolated valley of the Rocky Mountains.
You'll find plenty of places to visit near Aspen: Breckenridge (Colorado Hot Air Balloon Rides, Broken Compass Brewery & Tap House, &more) and Glenwood Springs (Hanging Lake Trail & Thermal Spas). On the 23rd (Mon), dedicate a day to the elevated beauty of Aspen Mountain / Ajax. Next up on the itinerary: take your sightseeing to a higher altitude at Maroon Bells, pause for some photo ops at The John Denver Sanctuary, stroll through Maroon Lake Scenic Trail, and get great views at Independence Pass.

To see maps, traveler tips, photos, and tourist information, go to the Aspen trip builder site.

You can drive from Colorado Springs to Aspen in 4 hours. Other options are to fly; or take a bus. Traveling from Colorado Springs in November, expect Aspen to be slightly colder, temps between 47°F and 20°F. Cap off your sightseeing on the 23rd (Mon) early enough to travel to Omaha.

Things to do in Aspen

Parks · Outdoors · Nature · Winter Sports

Side Trips

7
nights
Omaha

Gateway to the West

A major transportation hub, Omaha was once considered little more than a stopping point on a pioneer's journey west.
Venture out of the city with trips to Lincoln (Nebraska State Capitol, Museum of American Speed, &more), Nebraska City (Arbor Day Farm, Arbor Lodge State Historical Park, &more) and Cellar 426 Winery (in Ashland). The adventure continues: get up close and personal with brilliant marine life at Henry Doorly Zoo, stroll around Hitchcock Nature Center, relax in the rural setting at Ditmars Orchard, and admire the natural beauty at Lauritzen Gardens Omaha's Botanical Center.

To see where to stay, ratings, other places to visit, and tourist information, you can read our Omaha road trip planning site.

Traveling by flight from Aspen to Omaha takes 5.5 hours. Alternatively, you can drive; or do a combination of car, bus, and train. The time zone difference moving from Mountain Standard Time to Central Standard Time is 1 hour. Plan for somewhat warmer nights when traveling from Aspen in November since evenings lows in Omaha dip to 30°F. Wrap up your sightseeing on the 30th (Mon) early enough to travel back home.

Things to do in Omaha

Parks · Museums · Fun & Games · Shopping

Side Trips

Wisconsin travel guide

4.2
Specialty Museums · Water Parks · Zoos
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.

Colorado travel guide

4.4
River Rafting & Tubing · Parks · Scenic Drive
The Centennial State
Home to diverse natural ecosystems, Colorado boasts numerous ski resorts, vineyards, canyons, fossil-rich national parks, rugged natural trails, and picturesque scenic drives. Arguably the greatest of Colorado's many natural wonders is Mt. Elbert, the highest peak in the North American Rockies. The state's natural beauty inspired the opening lyrics of the song "America the Beautiful." Aside from its abundant unspoiled wilderness, Colorado also offers many urban attractions, including award-winning restaurants and nationally praised microbreweries. With an extensive system of highways and railroads, the state provides visitors on vacation with a chance to explore this largely untamed part of the country by car or train.