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Road trip from Chicago to Santa Rosa
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Sights & Landmarks
Outdoor Activities
Nature & Parks
Water & Amusement Parks
Museums
Fun & Games
NightlifeShow more (4+)
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Sights & LandmarksOutdoor ActivitiesNature & ParksWater & Amusement ParksMuseumsFun & GamesNightlife
Concerts & Shows
Shopping
Spas & WellnessReset
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ITINERARY
37h 3m2,135 miles27 stops
1
St. Patrick Catholic Church
2
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
3
Boystown
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
4
Wrigley Field
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
5
Anderson's Bookshop
6
Arista Spa & Salon
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
7
Klehm Arboretum & Botanic Garden
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
8
1 Hundred West
1 Hundred West, in Davenport, IA, is the leading bar and grille serving Davenport and surrounding areas. We offer craft cocktails and a supper club inspired menu, along with drink specials, nightly features, wings, burgers, beer, family-style chicken fry, ribs, signature drinks, all you can eat fish fry and much more. For your next meal, visit 1 Hundred West in Davenport.
9
Quad Cities Symphony Orchestra
10
Endless Brews
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
11
German American Heritage Center
12
Brenton Skating Plaza
13
Fitness Sports
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.
14
Hot Shops Art Center
15
Hollywood Candy
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
16
Joslyn Art Museum
This property is temporary closed
17
Fun Plex
18
The Farm at Lee Martinez Park
19
Red Butte Garden
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
20
Sugar House Park
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
21
Great Salt Lake
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
22
Rosewood Lakes Golf Course
Championship golf surrounded by the natural beauty of the Nevada desert: players wind through sixty acres of protected wetlands that are home to an abundance of wildlife and waterfowl.
23
Ryan's Saloon & Broiler
24
Wilbur D. May Center
MUSEUM/ GIFT SHOP/ ARBORETUM/ EVENT VENUE/ The Wilbur D. May Center is located in Rancho San Rafael Regional Park at 1595 North Sierra, Reno, Nevada. The Wilbur D. May Museum features rotating exhibits for the whole family, smaller art shows, the permanent collection of Wilbur May's travels around the globe, an adjoining botanical garden, and plays home to many events throughout the year such as weddings, executive fundraisers, and educational seminars.
25
Enchambered: Sacramento Escape Room
Real Escape games let you live the game. We have real-life escape games where teams of 3-12 people are locked into a custom built, challenging and entertaining environments to solve the many mysteries, puzzles and challenges. You need to unlock the final clues to open the door and escape the room. Escape Rooms are fun for all ages.
26
Old Sacramento Schoolhouse Museum
27
Funderland Amusement Park
Historic Funderland Amusement Park is now open for its 2024 78th Anniversary season! First opened in 1946, Funderland continues to delight generations of Northern California families. Located on two lovely acres in Sacramento's beautiful 100+ year-old William Land Park, Funderland features ten child-sized amusement rides and attractions (nine of which children can also share and ride with their parents and grandparents!), four fun photo ops (perfect for family group shots!), a FunderTreats concession stand featuring delicious food, amusement park treats, and drinks, and plenty of big, mature shade trees! Funderland offers families a delightful day outside in welcoming and comfortable surroundings, and is also the perfect place to have your next birthday party, fundraiser, group, or corporate event! Parking is always free, and Funderland's one-price Gate Admission gives guests of all ages both entry to the park AND unlimited rides for the entire day!
Customize this Trip
OVERVIEW
Get ready for an epic journey from the bustling metropolis of Chicago to the picturesque city of Santa Rosa! This adventure will take you across vast landscapes, from towering skyscrapers to rolling hills. You'll witness the transition from urban energy to serene countryside, making memories that will last a lifetime.
Throughout your adventure, you'll encounter diverse landscapes, each with its own unique charm. The journey will be filled with moments of discovery as you explore vibrant cities, quaint towns, and breathtaking natural wonders. Along the way, you'll have the opportunity to experience the local culture, savor delicious cuisines, and create unforgettable connections with fellow travelers.
This extraordinary journey is not just about reaching a destination but about the incredible experiences you'll have along the way. Embrace the adventure, immerse yourself in the local culture, and create memories that will stay with you forever. Let the journey begin!
1
Start:St. Patrick Catholic Church
San Francisco, California·
4.0
(98) review
756 Mission St, San Francisco, CA 94103-3113
2
Start:Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
3
Start:Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
4
Start:Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
5
Start:Anderson's Bookshop
Naperville, DuPage County, Illinois·
5.0
(9) review
123 W Jefferson Ave, Naperville, IL 60540-5310
6
Start:Arista Spa & Salon
Naperville, DuPage County, Illinois·
4.0
(9) review
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
7
Start:Klehm Arboretum & Botanic Garden
Rockford, Illinois·
4.5
(83) review
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
8
Start:1 Hundred West
Davenport, Iowa·
4.0
(8) review
1 Hundred West, in Davenport, IA, is the leading bar and grille serving Davenport and surrounding areas. We offer craft cocktails and a supper club inspired menu, along with drink specials, nightly features, wings, burgers, beer, family-style chicken fry, ribs, signature drinks, all you can eat fish fry and much more. For your next meal, visit 1 Hundred West in Davenport.
9
Start:Quad Cities Symphony Orchestra
Davenport, Iowa·
4.5
(8) review
327 Brady St, Davenport, IA 52801-1508
10
Start:Endless Brews
Davenport, Iowa·
4.5
(9) review
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
11
Start:German American Heritage Center
Davenport, Iowa·
4.5
(84) review
712 W 2nd St, Davenport, IA 52802-1410
12
Start:Brenton Skating Plaza
Des Moines, Iowa·
4.5
(9) review
520 Robert D Ray Dr, Des Moines, IA 50309-1824
13
Start: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.
14
Start:Hot Shops Art Center
Omaha, Nebraska·
4.5
(96) review
13th & Nicholas, Omaha, NE 68102
15
Start:Hollywood Candy
Omaha, Nebraska·
4.0
(99) review
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
16
Start:Joslyn Art Museum
Omaha, Nebraska·
4.5
(901) review
This property is temporary closed
17
Start:Fun Plex
Omaha, Nebraska·
3.5
(92) review
7003 Q St, Omaha, NE 68117-1649
18
Start:The Farm at Lee Martinez Park
Fort Collins, Colorado·
4.5
(93) review
600 N Sherwood St, Fort Collins, CO 80521-2061
19
Start:Red Butte Garden
Salt Lake City, Utah·
4.5
(925) review
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
20
Start:Sugar House Park
Salt Lake City, Utah·
4.5
(99) review
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
21
Start:Great Salt Lake
Salt Lake City, Utah·
4.0
(987) review
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
22
Start:Rosewood Lakes Golf Course
Reno, Nevada·
3.0
(9) review
Championship golf surrounded by the natural beauty of the Nevada desert: players wind through sixty acres of protected wetlands that are home to an abundance of wildlife and waterfowl.
23
Start:Ryan's Saloon & Broiler
Reno, Nevada·
4.5
(9) review
924 S Wells Ave, Reno, NV 89502-2522
24
Start:Wilbur D. May Center
Reno, Nevada·
4.5
(97) review
MUSEUM/ GIFT SHOP/ ARBORETUM/ EVENT VENUE/ The Wilbur D. May Center is located in Rancho San Rafael Regional Park at 1595 North Sierra, Reno, Nevada. The Wilbur D. May Museum features rotating exhibits for the whole family, smaller art shows, the permanent collection of Wilbur May's travels around the globe, an adjoining botanical garden, and plays home to many events throughout the year such as weddings, executive fundraisers, and educational seminars.
25
Start:Enchambered: Sacramento Escape Room
Sacramento, California·
5.0
(98) review
Real Escape games let you live the game. We have real-life escape games where teams of 3-12 people are locked into a custom built, challenging and entertaining environments to solve the many mysteries, puzzles and challenges. You need to unlock the final clues to open the door and escape the room. Escape Rooms are fun for all ages.
26
Start:Old Sacramento Schoolhouse Museum
Sacramento, California·
4.0
(98) review
1200 Front St, Sacramento, CA 95814-3247
27
Start:Funderland Amusement Park
Sacramento, California·
4.0
(99) review
Historic Funderland Amusement Park is now open for its 2024 78th Anniversary season! First opened in 1946, Funderland continues to delight generations of Northern California families. Located on two lovely acres in Sacramento's beautiful 100+ year-old William Land Park, Funderland features ten child-sized amusement rides and attractions (nine of which children can also share and ride with their parents and grandparents!), four fun photo ops (perfect for family group shots!), a FunderTreats concession stand featuring delicious food, amusement park treats, and drinks, and plenty of big, mature shade trees! Funderland offers families a delightful day outside in welcoming and comfortable surroundings, and is also the perfect place to have your next birthday party, fundraiser, group, or corporate event! Parking is always free, and Funderland's one-price Gate Admission gives guests of all ages both entry to the park AND unlimited rides for the entire day!
CHECKLIST
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Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
Camera or smartphone
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Traveler ResourcesNature & ParksNightlifeFAQ
Frequently Asked Questions
What's the driving distance between Chicago and Santa Rosa?
The distance is 2,135 miles
What's the travel time between Chicago and Santa Rosa?
The driving time can vary depending on traffic conditions, but it is typically 37h 3m mins in normal traffic
What are some of the best cities to visit between Chicago and Santa Rosa?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Santa Rosa?
There are plenty! Here are some stops you shouldn’t miss on your way to Santa Rosa
What’s the weather like in Santa Rosa?
The weather in Santa Rosa is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Santa Rosa in January
Weather in Santa Rosa in February
Weather in Santa Rosa in March
Weather in Santa Rosa in April
Weather in Santa Rosa in May
Weather in Santa Rosa in June
Weather in Santa Rosa in July
Weather in Santa Rosa in August
Weather in Santa Rosa in September
Weather in Santa Rosa in October
Weather in Santa Rosa in November
Weather in Santa Rosa in December
Interested in a detailed plan for your time in Santa Rosa?
Plan your dream Santa Rosa trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Santa Rosa
A 2-day itinerary in Santa Rosa
A 3-day itinerary in Santa Rosa
A 4-day itinerary in Santa Rosa
A 5-day itinerary in Santa Rosa
A 6-day itinerary in Santa Rosa
Where else can I travel to if I'm starting my trip in Chicago?
We have a lot of great trip options for Chicago! See the links below for all the itineraries we created for you
