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By Huuk Team

Road trip from Leesburg to Portland

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iconWater & Amusement Parks
iconOutdoor Activities
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ITINERARY

53h 1m3,002 miles30 stops
1
Island H2O Water Park
3230 Inspiration Dr, Kissimmee, FL 34747
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
2
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
3
Teatro Martini
6400 Carrier Dr, Orlando, FL 32819-8260
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
4
1001 Transportation
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
5
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
6
Depot Park
200 SE Depot Ave, Gainesville, FL 32601-7004
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
7
Underground Atlanta
50 Upper Alabama St SW, Atlanta, GA 30303-3192
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
8
Ponce City Market
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
9
Johnny's Hideaway
3771 Roswell Rd NE, Atlanta, GA 30342-4414
10
River Gallery
400 E 2nd St, Chattanooga, TN 37403-1105
Craft and art collections.
11
Lane Motor Museum
702 Murfreesboro Pike, Nashville, TN 37210-4522
Lane Motor Museum in Nashville features the largest European collection of cars and motorcycles in the United States. Admission for adults aged 18-64 is $15; Admission for Youths aged 6-17 is $3; Admission for seniors 65+ is $10; Children under 5 are always free. There is plenty of FREE parking.
12
Bicentennial Capitol Mall State Park
600 James Robertson Pkwy, Nashville, TN 37243-3081
This 19 acre park in the heart of Nashville serves as a monument to the bicentennial celebration of the State of Tennessee. This park offers plenty of opportunities to learn about the long history of Tennessee while having a great experience in a beautiful green space. More information on this park and many more can be found at the TN State Parks website.
13
Tennessee State Museum
1000 Rosa L Parks Blvd, Nashville, TN 37208-2624
The Tennessee State Museum is located at the corner of Rosa L. Parks Blvd. and Jefferson Street at Bicentennial Capitol Mall State Park. It is designed to bring history to life. It includes a “Tennessee Time Tunnel” chronicling the state’s rich history and leading visitors though the Museum’s permanent collection, a hands-on children’s gallery, six rotating galleries, a state-of-the art digital learning center and a two-story Grand Hall. Exhibitions include significant artifacts related to the state’s history, along with displays of art, furniture, textiles, and photographs produced by Tennesseans. The Museum's Civil War holdings of uniforms, battle flags and weapons are among the finest in the nation.There is no admission charge for visitors. Hours are subject to change. Please check our website at tnmuseum.org for the most up to date information on parking, exhibitions and events.
14
Game Show Battle Rooms
10520 Metcalf Ave, Overland Park, KS 66212-1814
You're IN the Game Show! Game Show Battle Rooms is one of the nation's only immersive game show experiences for everyone to enjoy. Face-off against your friends, family, or coworkers in our custom arenas playing classic game shows! All hosted by our entertaining and engaging hosts. Perfect for your next birthday party, friend or family outing, or your next corporate team-building event!
15
Howl at the Moon Kansas City
1334 Grand Blvd, Kansas City, MO 64106-2907
Howl at the Moon Kansas City is the hottest spot in the Power and Light District! Our high-energy dueling pianos and amazing events make us the coolest spot for Kansas City nightlife! From company functions to happy hour with friends to bachelorette parties in Kansas City, the party is always at Howl at the Moon come and see us.
16
Line Creek Trail
2699 NW 60th St, Kansas City, MO 64151
17
Martin Luther King, Jr "i Have A Dream" World Peace Rose Garden
450 Auburn Ave NE, Atlanta, GA 30312-1504
18
Platte Valley Antique Mall
13017 238th St I-80 Exit 420, Omaha, NE 68366-2121
19
The Farm at Lee Martinez Park
600 N Sherwood St, Fort Collins, CO 80521-2061
20
Red Butte Garden
300 Wakara Way, Salt Lake City, UT 84108-1214
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.
21
Sugar House Park
1300 E 2100 S, Salt Lake City, UT 84106-2871
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
22
Great Salt Lake
Salt Lake City, UT 84116
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.
23
Andy's Club
501 N Washington Blvd, Ogden, UT 84404-3554
24
Talisman Brewing Co.
1258 Gibson Ave, Ogden, UT 84404-5541
25
Ogden Nature Center
966 W 12th St, Ogden, UT 84404-5410
This 127-acre wildlife sanctuary offers hands-on field classes for children, teachers and adults and a rehabilitation facility for hundreds of injured and orphaned wild birds.
26
Lucky Peak State Park
74 Arrowrock Rd, Boise, ID 83716-5050
27
Boise State University
1910 W University Dr, Boise, ID 83725
Idaho's metropolitan college is located one mile from the downtown area.
28
Ann Morrison Park
1000 S Americana Blvd near Capitol and Americana boulevards, Boise, ID 83702
29
Sellwood
SE 13th Ave & SE Miller St, Portland, OR 97202
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
30
South Waterfront Lower Tram Terminal
3303 S Bond Ave, Portland, OR 97239
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
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OVERVIEW

Leesburg to Portland
1
Start:Island H2O Water Park
Kissimmee, Florida·
3.5
(96) review
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
3230 Inspiration Dr, Kissimmee, FL 34747
2
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
3
Teatro Martini
Orlando, Florida·
4.5
(960) review
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
6400 Carrier Dr, Orlando, FL 32819-8260
4
1001 Transportation
Orlando, Florida·
5.0
(98) review
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
5
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
6
Depot Park
Gainesville, Florida·
5.0
(94) review
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
200 SE Depot Ave, Gainesville, FL 32601-7004
7
Underground Atlanta
Atlanta, Georgia·
2.0
(976) review
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
50 Upper Alabama St SW, Atlanta, GA 30303-3192
8
Ponce City Market
Atlanta, Georgia·
4.5
(992) review
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
9
Johnny's Hideaway
Atlanta, Georgia·
3.5
(95) review
3771 Roswell Rd NE, Atlanta, GA 30342-4414
10
River Gallery
Chattanooga, Tennessee·
4.5
(98) review
Craft and art collections.
400 E 2nd St, Chattanooga, TN 37403-1105
11
Lane Motor Museum
Nashville, Davidson County, Tennessee·
4.5
(971) review
Lane Motor Museum in Nashville features the largest European collection of cars and motorcycles in the United States. Admission for adults aged 18-64 is $15; Admission for Youths aged 6-17 is $3; Admission for seniors 65+ is $10; Children under 5 are always free. There is plenty of FREE parking.
702 Murfreesboro Pike, Nashville, TN 37210-4522
12
Bicentennial Capitol Mall State Park
Nashville, Davidson County, Tennessee·
4.5
(969) review
This 19 acre park in the heart of Nashville serves as a monument to the bicentennial celebration of the State of Tennessee. This park offers plenty of opportunities to learn about the long history of Tennessee while having a great experience in a beautiful green space. More information on this park and many more can be found at the TN State Parks website.
600 James Robertson Pkwy, Nashville, TN 37243-3081
13
Tennessee State Museum
Nashville, Davidson County, Tennessee·
4.5
(997) review
The Tennessee State Museum is located at the corner of Rosa L. Parks Blvd. and Jefferson Street at Bicentennial Capitol Mall State Park. It is designed to bring history to life. It includes a “Tennessee Time Tunnel” chronicling the state’s rich history and leading visitors though the Museum’s permanent collection, a hands-on children’s gallery, six rotating galleries, a state-of-the art digital learning center and a two-story Grand Hall. Exhibitions include significant artifacts related to the state’s history, along with displays of art, furniture, textiles, and photographs produced by Tennesseans. The Museum's Civil War holdings of uniforms, battle flags and weapons are among the finest in the nation.There is no admission charge for visitors. Hours are subject to change. Please check our website at tnmuseum.org for the most up to date information on parking, exhibitions and events.
1000 Rosa L Parks Blvd, Nashville, TN 37208-2624
14
Game Show Battle Rooms
Overland Park, Kansas·
4.5
(9) review
You're IN the Game Show! Game Show Battle Rooms is one of the nation's only immersive game show experiences for everyone to enjoy. Face-off against your friends, family, or coworkers in our custom arenas playing classic game shows! All hosted by our entertaining and engaging hosts. Perfect for your next birthday party, friend or family outing, or your next corporate team-building event!
10520 Metcalf Ave, Overland Park, KS 66212-1814
15
Howl at the Moon Kansas City
Kansas City, Missouri·
4.5
(96) review
Howl at the Moon Kansas City is the hottest spot in the Power and Light District! Our high-energy dueling pianos and amazing events make us the coolest spot for Kansas City nightlife! From company functions to happy hour with friends to bachelorette parties in Kansas City, the party is always at Howl at the Moon come and see us.
1334 Grand Blvd, Kansas City, MO 64106-2907
16
Line Creek Trail
Kansas City, Missouri·
5.0
(9) review
2699 NW 60th St, Kansas City, MO 64151
17
Martin Luther King, Jr "i Have A Dream" World Peace Rose Garden
Atlanta, Georgia·
4.0
(1) review
450 Auburn Ave NE, Atlanta, GA 30312-1504
18
Platte Valley Antique Mall
Omaha, Nebraska·
4.5
(9) review
13017 238th St I-80 Exit 420, Omaha, NE 68366-2121
19
The Farm at Lee Martinez Park
Fort Collins, Colorado·
4.5
(93) review
600 N Sherwood St, Fort Collins, CO 80521-2061
20
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.
300 Wakara Way, Salt Lake City, UT 84108-1214
21
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.
1300 E 2100 S, Salt Lake City, UT 84106-2871
22
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.
Salt Lake City, UT 84116
23
Andy's Club
Ogden, Utah·
4.0
(7) review
501 N Washington Blvd, Ogden, UT 84404-3554
24
Talisman Brewing Co.
Ogden, Utah·
5.0
(9) review
1258 Gibson Ave, Ogden, UT 84404-5541
25
Ogden Nature Center
Ogden, Utah·
4.5
(71) review
This 127-acre wildlife sanctuary offers hands-on field classes for children, teachers and adults and a rehabilitation facility for hundreds of injured and orphaned wild birds.
966 W 12th St, Ogden, UT 84404-5410
26
Lucky Peak State Park
Boise, Idaho·
4.5
(95) review
74 Arrowrock Rd, Boise, ID 83716-5050
27
Boise State University
Boise, Idaho·
4.5
(91) review
Idaho's metropolitan college is located one mile from the downtown area.
1910 W University Dr, Boise, ID 83725
28
Ann Morrison Park
Boise, Idaho·
4.5
(96) review
1000 S Americana Blvd near Capitol and Americana boulevards, Boise, ID 83702
29
Sellwood
Portland, Oregon·
4.5
(98) review
Neighborhood with a pleasant, small shopping area with dozens of antique shops.
SE 13th Ave & SE Miller St, Portland, OR 97202
30
South Waterfront Lower Tram Terminal
Portland, Oregon·
4.0
(993) review
The Tram is a popular destination for tourists, locals and people just looking to try something fun. The lower tram terminal is at the intersection of South Moody Avenue & Gibbs Street --the most transportation-diverse intersection in the country. Besides one of the nation's only aerial commuter trams, you'll see cars, buses, a streetcar, a soaring pedestrian bridge, a cycle track and the densest bike parking in America's #1 biking city. Bike valet is offered free to the public at Portland Aerial Tram Monday through Friday. Exiting the upper terminal you'll see the largest enclosed sky bridge in North America. Take a right to access an outdoor patio with seating and views of the terminal, the cityscape, the Willamette River and, on a clear day, Mount Hood and Mount St Helens. The upper terminal links to the 4T Trail--a self-guided tour by train, trail, tram and trolley. Much of Marquam Hill is a natural area with several trails.
3303 S Bond Ave, Portland, OR 97239

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FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Portland?
The distance is 3,002 miles
What's the travel time between Leesburg and Portland?
The driving time can vary depending on traffic conditions, but it is typically 53h 1m mins in normal traffic
What are some of the best cities to visit between Leesburg and Portland?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Portland?
There are plenty! Here are some stops you shouldn’t miss on your way to Portland
What’s the weather like in Portland?
The weather in Portland is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Portland in January
Weather in Portland in February
Weather in Portland in March
Weather in Portland in April
Weather in Portland in May
Weather in Portland in June
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Interested in a detailed plan for your time in Portland?
Plan your dream Portland trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Portland
A 2-day itinerary in Portland
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Where else can I travel to if I'm starting my trip in Leesburg?
We have a lot of great trip options for Leesburg! See the links below for all the itineraries we created for you