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By Huuk Team

Road trip from San Diego to Milwaukee

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ITINERARY

36h 59m2,110 miles19 stops
1
Hangar Trampoline Park
12125 Day St Ste A201 Canyon Springs Plaza North of Hwy 60, Riverside, CA 92557-6703
2
The Brickwood Tavern
3653 Main St, Riverside, CA 92501-2838
3
The Rat Pack is Back
255 E Flamingo Rd Tuscany Suites and Casino, Las Vegas, NV 89169-4708
The number 1 Rat Pack show in the world, now in its' 24th year. The only show of its' kind with an award from the Congress of the United States of America, a full time show running in Las Vegas and national and international touring companies, appearances in over 40 states, 8000 performances and over 3 million satisfied customers.
4
Cruise Room Bar
1600 17th St # CO in the Oxford Hotel, Denver, CO 80202-1204
5
LoDo Massage Studio
3101 Walnut St Ste 200, Denver, CO 80205-2330
Therapeutic Massage Services! At LoDo Massage Studio, we believe a good massage can be a powerful tool to reshape and restore how your body feels and functions. Our massage therapists are talented, licensed, experts who are passionate about providing transformational therapeutic bodywork. Our studio encourages our LMTs to use their unique experience and skill to customize your massage to your body’s exact needs by using a wide range of modalities. Looking for a place to start? Named for our beloved city, our signature Mile High Massage service is tailored to suit you just right. You could also choose a relaxing Swedish massage, invigorating Sports Massage, or effective Neuromuscular Massage. We also offer add-ons like Aromatherapy, and Hot Towels to create a massage bespoke for your body.
6
The Grizzly Rose
5450 N Valley Hwy, Denver, CO 80216-1729
Voted country club of the year by the Country Music Association, The Grizzly Rose is famous for presenting the most prestigious names in country music including; Garth Brooks, Chris Ledoux, Brooks & Dunn, Willie Nelson, Faith Hill, Taylor Swift, Chris Cagle, Waylon Jennings, Toby Keith and countless others. Since 1989, no other concert venue in Denver lets you enjoy watching artists from just an arm’s length away -- with live country bands six nights a week! We are truly one of the last great honky tonks in the world, and we’re known worldwide for bringing in some of the best country acts. We’re more than just country, though -- we feature concerts from all genres of music. We’re the perfect place to get up close and personal with the bands you love. Our 40,000 square feet of fun features a 2,500 square-foot floating hardwood dance floor, a 3,200 square foot private banquet facility, General Store, Arcade Room, Pool Room, Shoe Shine Shop, Smoke Shop with lounge and a 2,000 square foot dance room. Come experience your favorite band at one of the top clubs in the country!
7
Class Axe Throwing
3400 E 52nd Ave, Denver, CO 80216-2402
You and your best mates will spend 1 and a half hours becoming intimate with a 1.5lb piece of whirling wood and metal as you learn, practice and then finally square off toe to toe in a group tournament that will result in the crowning of an Axe Throwing Champion. Our Axe Throwing sessions are run by trained experts who will show you how to safely handle an axe and chuck it with accuracy.
8
13th Floor Haunt
3400 E 52nd Ave, Denver, CO 80216-2402
9
Fitness Sports
8810 Swanson Blvd, Des Moines, IA 50325-6910
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
10
Iowa State Fairgrounds
3000 E Grand Ave, Des Moines, IA 50317-2494
For 11 days in August, it’s a fairground, but for the other 354 days of the year, the Iowa State Fairgrounds is home to auto shows, livestock exhibitions, flea markets, antique shows, concerts, trade shows and more. See what’s happening this month at the Iowa State Fairgrounds.
11
Brenton Skating Plaza
520 Robert D Ray Dr, Des Moines, IA 50309-1824
12
Capitol Building
1007 E Grand Ave, Des Moines, IA 50319-1001
13
Anderson Japanese Gardens
318 Spring Creek Rd, Rockford, IL 61107-1035
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
14
Frank Lloyd Wright's Laurent House
4646 Spring Brook Rd, Rockford, IL 61114-6362
The Laurent House in Rockford, IL is the only building ever designed by Frank Lloyd Wright for a person with a disability. Wright considered the home one of the best 35 works of his career. This single-story Usonian home is both functional and beautiful, decades ahead of ADA requirements. The home features a solar hemicycle footprint, patio, fishpond, carport, and outdoor connectivity to nature.
15
WM DaySpa Salon
6555 Lexus Dr, Rockford, IL 61108-3015
Here at WM DaySpa Salon, we go above and beyond to deliver the services you expect. Our customer service is far superior to what your typical salon can offer. We are committed to getting to know our customers and building a lasting relationship. At WM DaySpa, you are more than just a customer, you are part of something much bigger. To maintain our reputation of excellence and keep our customers satisfied, we offer a comprehensive array of health and beauty services, including: body care, hair care, hair removal, cosmetics, facials, nail care, skin care, and others. We are passionate about giving our team continued inspiration and education to ensure that we are on the forefront of fashion and beauty. We also offer a variety of packages to meet your needs, and both ladies and gentlemen are welcome! At WM we have built our reputation as "Daymakers." What is unique about our staff is their commitment to every guest and to each other. They are passionate about sharing their talents and skills with one another to create an environment where everyone is at their best. At WM we love what we do - and our goal is to share that love and passion through every guest experience.
16
St. Sava Serbian Orthodox Cathedral
3201 S 51st St, Milwaukee, WI 53219-4514
17
Milwaukee Soldiers Home
5000 W National Ave, Milwaukee, WI 53295-0001
18
Miller Brewery Tour
4251 W State St, Milwaukee, WI 53208-3137
The Miller Brewery Tour offers an 80 minute indoor/outdoor guided walking tour of Miller Valley, home to over 155 years of brewing history. Experience everything from Fredrick Miller's arrival in Milwaukee to the high-speed production lines used today. Our tour begins with beer education and a journey back in time in our Historic Caves and Bavarian Style Miller Inn. Next we’re off to Brewing, Packaging & Distribution operations. Each tour ends as it begins… with our famous beers. Enjoy beer samples throughout the tour and after if 21+ with valid ID (soda and water available for those under 21). Commemorate your experience with a custom tour photo or one of the many great items found in our Girl In The Moon Brewery Shop. We look forward to seeing you for your Miller Time experience soon. CHEERS!
19
The Riverside Theater
116 W Wisconsin Ave, Milwaukee, WI 53203-2503
Customize this Trip

OVERVIEW

Get ready for an epic adventure as we embark on an unforgettable road trip from the sunny shores of San Diego to the vibrant city of Milwaukee! Along the way, we'll traverse vast landscapes, discover hidden gems, and create memories that will last a lifetime.

Embrace the freedom of the open road as we wind through scenic mountain passes, roll across endless prairies, and admire breathtaking coastlines. Embrace the unknown as we venture off the beaten path, uncovering charming towns, quirky roadside attractions, and local treasures that will captivate your imagination.

Prepare to be amazed by the diverse cultures, flavors, and landscapes that unfold before our very eyes. From bustling metropolises to cozy hamlets, each destination promises a unique experience. Savor the vibrant flavors of authentic cuisine, delve into the rich history of historic landmarks, and immerse yourself in the vibrant arts and culture scenes that await us.

1
Start:Hangar Trampoline Park
Riverside, California·
5.0
(8) review
12125 Day St Ste A201 Canyon Springs Plaza North of Hwy 60, Riverside, CA 92557-6703
2
The Brickwood Tavern
Riverside, California·
5.0
(9) review
3653 Main St, Riverside, CA 92501-2838
3
The Rat Pack is Back
Las Vegas, Nevada·
4.0
(999) review
The number 1 Rat Pack show in the world, now in its' 24th year. The only show of its' kind with an award from the Congress of the United States of America, a full time show running in Las Vegas and national and international touring companies, appearances in over 40 states, 8000 performances and over 3 million satisfied customers.
255 E Flamingo Rd Tuscany Suites and Casino, Las Vegas, NV 89169-4708
4
Cruise Room Bar
Denver, Colorado·
4.5
(98) review
1600 17th St # CO in the Oxford Hotel, Denver, CO 80202-1204
5
LoDo Massage Studio
Denver, Colorado·
5.0
(99) review
Therapeutic Massage Services! At LoDo Massage Studio, we believe a good massage can be a powerful tool to reshape and restore how your body feels and functions. Our massage therapists are talented, licensed, experts who are passionate about providing transformational therapeutic bodywork. Our studio encourages our LMTs to use their unique experience and skill to customize your massage to your body’s exact needs by using a wide range of modalities. Looking for a place to start? Named for our beloved city, our signature Mile High Massage service is tailored to suit you just right. You could also choose a relaxing Swedish massage, invigorating Sports Massage, or effective Neuromuscular Massage. We also offer add-ons like Aromatherapy, and Hot Towels to create a massage bespoke for your body.
3101 Walnut St Ste 200, Denver, CO 80205-2330
6
The Grizzly Rose
Denver, Colorado·
4.0
(78) review
Voted country club of the year by the Country Music Association, The Grizzly Rose is famous for presenting the most prestigious names in country music including; Garth Brooks, Chris Ledoux, Brooks & Dunn, Willie Nelson, Faith Hill, Taylor Swift, Chris Cagle, Waylon Jennings, Toby Keith and countless others. Since 1989, no other concert venue in Denver lets you enjoy watching artists from just an arm’s length away -- with live country bands six nights a week! We are truly one of the last great honky tonks in the world, and we’re known worldwide for bringing in some of the best country acts. We’re more than just country, though -- we feature concerts from all genres of music. We’re the perfect place to get up close and personal with the bands you love. Our 40,000 square feet of fun features a 2,500 square-foot floating hardwood dance floor, a 3,200 square foot private banquet facility, General Store, Arcade Room, Pool Room, Shoe Shine Shop, Smoke Shop with lounge and a 2,000 square foot dance room. Come experience your favorite band at one of the top clubs in the country!
5450 N Valley Hwy, Denver, CO 80216-1729
7
Class Axe Throwing
Denver, Colorado·
5.0
(7) review
You and your best mates will spend 1 and a half hours becoming intimate with a 1.5lb piece of whirling wood and metal as you learn, practice and then finally square off toe to toe in a group tournament that will result in the crowning of an Axe Throwing Champion. Our Axe Throwing sessions are run by trained experts who will show you how to safely handle an axe and chuck it with accuracy.
3400 E 52nd Ave, Denver, CO 80216-2402
8
13th Floor Haunt
Denver, Colorado·
3.0
(8) review
3400 E 52nd Ave, Denver, CO 80216-2402
9
Fitness Sports
Des Moines, Iowa·
5.0
(9) review
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
8810 Swanson Blvd, Des Moines, IA 50325-6910
10
Iowa State Fairgrounds
Des Moines, Iowa·
4.5
(882) review
For 11 days in August, it’s a fairground, but for the other 354 days of the year, the Iowa State Fairgrounds is home to auto shows, livestock exhibitions, flea markets, antique shows, concerts, trade shows and more. See what’s happening this month at the Iowa State Fairgrounds.
3000 E Grand Ave, Des Moines, IA 50317-2494
11
Brenton Skating Plaza
Des Moines, Iowa·
4.5
(9) review
520 Robert D Ray Dr, Des Moines, IA 50309-1824
12
Capitol Building
Des Moines, Iowa·
5.0
(890) review
1007 E Grand Ave, Des Moines, IA 50319-1001
13
Anderson Japanese Gardens
Rockford, Illinois·
4.5
(863) review
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
318 Spring Creek Rd, Rockford, IL 61107-1035
14
Frank Lloyd Wright's Laurent House
Rockford, Illinois·
4.5
(63) review
The Laurent House in Rockford, IL is the only building ever designed by Frank Lloyd Wright for a person with a disability. Wright considered the home one of the best 35 works of his career. This single-story Usonian home is both functional and beautiful, decades ahead of ADA requirements. The home features a solar hemicycle footprint, patio, fishpond, carport, and outdoor connectivity to nature.
4646 Spring Brook Rd, Rockford, IL 61114-6362
15
WM DaySpa Salon
Rockford, Illinois·
4.5
(48) review
Here at WM DaySpa Salon, we go above and beyond to deliver the services you expect. Our customer service is far superior to what your typical salon can offer. We are committed to getting to know our customers and building a lasting relationship. At WM DaySpa, you are more than just a customer, you are part of something much bigger. To maintain our reputation of excellence and keep our customers satisfied, we offer a comprehensive array of health and beauty services, including: body care, hair care, hair removal, cosmetics, facials, nail care, skin care, and others. We are passionate about giving our team continued inspiration and education to ensure that we are on the forefront of fashion and beauty. We also offer a variety of packages to meet your needs, and both ladies and gentlemen are welcome! At WM we have built our reputation as "Daymakers." What is unique about our staff is their commitment to every guest and to each other. They are passionate about sharing their talents and skills with one another to create an environment where everyone is at their best. At WM we love what we do - and our goal is to share that love and passion through every guest experience.
6555 Lexus Dr, Rockford, IL 61108-3015
16
St. Sava Serbian Orthodox Cathedral
Milwaukee, Wisconsin·
5.0
(8) review
3201 S 51st St, Milwaukee, WI 53219-4514
17
Milwaukee Soldiers Home
Milwaukee, Wisconsin·
4.5
(8) review
5000 W National Ave, Milwaukee, WI 53295-0001
18
Miller Brewery Tour
Milwaukee, Wisconsin·
4.5
(939) review
The Miller Brewery Tour offers an 80 minute indoor/outdoor guided walking tour of Miller Valley, home to over 155 years of brewing history. Experience everything from Fredrick Miller's arrival in Milwaukee to the high-speed production lines used today. Our tour begins with beer education and a journey back in time in our Historic Caves and Bavarian Style Miller Inn. Next we’re off to Brewing, Packaging & Distribution operations. Each tour ends as it begins… with our famous beers. Enjoy beer samples throughout the tour and after if 21+ with valid ID (soda and water available for those under 21). Commemorate your experience with a custom tour photo or one of the many great items found in our Girl In The Moon Brewery Shop. We look forward to seeing you for your Miller Time experience soon. CHEERS!
4251 W State St, Milwaukee, WI 53208-3137
19
The Riverside Theater
Milwaukee, Wisconsin·
4.0
(95) review
116 W Wisconsin Ave, Milwaukee, WI 53203-2503

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FAQ
Frequently Asked Questions
What's the driving distance between San Diego and Milwaukee?
The distance is 2,110 miles
What's the travel time between San Diego and Milwaukee?
The driving time can vary depending on traffic conditions, but it is typically 36h 59m mins in normal traffic
What are some of the best cities to visit between San Diego and Milwaukee?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Milwaukee?
There are plenty! Here are some stops you shouldn’t miss on your way to Milwaukee
What’s the weather like in Milwaukee?
The weather in Milwaukee is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Milwaukee in January
Weather in Milwaukee in February
Weather in Milwaukee in March
Weather in Milwaukee in April
Weather in Milwaukee in May
Weather in Milwaukee in June
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Interested in a detailed plan for your time in Milwaukee?
Plan your dream Milwaukee trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Milwaukee
A 2-day itinerary in Milwaukee
A 3-day itinerary in Milwaukee
A 4-day itinerary in Milwaukee
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A 6-day itinerary in Milwaukee
Where else can I travel to if I'm starting my trip in San Diego?
We have a lot of great trip options for San Diego! See the links below for all the itineraries we created for you