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Epic 21-Day Cross-Country Road Trip from Portland to Savannah

Epic 21-Day Cross-Country Road Trip from Portland to Savannah Itinerary

Last updated: 2024 Jun 14

Portland's Culinary Delights and City Sights

Morning
Start your epic road trip with a delightful breakfast at the iconic Pine State Biscuits, known for their mouthwatering biscuits and gravy.
Afternoon
After breakfast, take a leisurely stroll through the Portland Pearl District, known for its art galleries and upscale shops. For lunch, savor the flavors of the Pacific Northwest at Andina Restaurant.
Evening
In the evening, enjoy a unique dining experience at Le Pigeon, a renowned restaurant in Portland. After dinner, take a walk around the vibrant Pioneer Square.
Bedtime
Find amazing hotels in Portland, Oregon.

Waterfalls and Wine in the Columbia River Gorge

Morning
Enjoy a scenic drive along the historic Columbia River Gorge and stop to admire the majestic Multnomah Falls. For a morning pick-me-up, visit Blue Star Donuts for their famous gourmet donuts.
Afternoon
Continue your journey through the gorge and visit the picturesque Latourell Falls. For lunch, have a picnic at the beautiful Vista House.
Evening
Conclude the day with a wine tasting experience in the Columbia River Gorge region. Visit a local winery and enjoy the scenic views as you sip on fine wines.
Bedtime
Find amazing hotels in Portland, Oregon.

City Bites and Haunted Nights

Morning
Indulge in a delicious brunch at Tasty n Alder, known for its innovative small plates and vibrant atmosphere.
Afternoon
Explore the city's culinary scene on a Portland Food Walking Tour. Sample a variety of local dishes and learn about the city's gastronomic history.
Evening
As the sun sets, embark on a spooky adventure with the Portland Ghosts Boos and Booze Haunted Pub Crawl. Discover the eerie side of Portland's history while enjoying a drink at haunted pubs.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Roses and Doughnuts

Morning
Start your day with a visit to the International Rose Test Garden and immerse yourself in the beauty of over 10,000 rose bushes.
Afternoon
For lunch, enjoy a unique dining experience at Nong's Khao Man Gai, famous for its signature dish, Khao Man Gai. After lunch, satisfy your sweet tooth with a visit to Voodoo Doughnut.
Evening
In the evening, take a leisurely walk through the Portland Japanese Garden, known for its tranquil beauty. For dinner, savor the flavors of the Pacific Northwest at Imperial Restaurant.
Bedtime
Find amazing hotels in Portland, Oregon.

Bridges, Bistros, and Books

Morning
Explore the city's iconic bridges on a Bridge City Tour View Portland by land & river. Learn about the history and architecture of Portland's bridges while enjoying scenic views of the city.
Afternoon
For lunch, dine at the charming Sweedeedee, known for its delicious pies and pastries. After lunch, visit the world-famous Powell’s City of Books and get lost in the vast collection of books.
Evening
Enjoy a French-inspired dinner at Little Bird Bistro, a cozy bistro in the heart of downtown Portland. After dinner, take a leisurely walk along the South Park Blocks.
Bedtime
Find amazing hotels in Portland, Oregon.

Art, History, and Local Eats

Morning
Begin your day with a visit to the Portland Art Museum and explore its impressive collection of art.
Afternoon
For lunch, enjoy a casual meal at Lardo, known for its delicious sandwiches. After lunch, take a guided walking tour of downtown Portland to learn about the city's history and architecture.
Evening
In the evening, dine at Toro Bravo, a popular Spanish restaurant known for its tapas and paella. After dinner, take a stroll through the vibrant Pearl District.
Bedtime
Find amazing hotels in Portland, Oregon.

Outdoor Adventures and Local Brews

Morning
Spend the morning exploring the Washington Park, home to the Oregon Zoo, Portland Japanese Garden, and the International Rose Test Garden.
Afternoon
For lunch, enjoy a meal at Grassa, a popular pasta restaurant in Portland. After lunch, take a hike in the Forest Park, one of the largest urban forests in the country.
Evening
Conclude the day with a visit to a local brewery for a beer tasting experience. Sample a variety of craft beers and learn about the brewing process.
Bedtime
Find amazing hotels in Portland, Oregon.

City Views and Culinary Delights

Morning
Start your day with a bird's eye view of the city on the Portland City Tour Views and News. Learn about the city's history and culture as you explore its neighborhoods.
Afternoon
For lunch, dine at Screen Door, a popular Southern restaurant known for its fried chicken and waffles. After lunch, visit the Pittock Mansion and enjoy panoramic views of the city.
Evening
In the evening, take a guided walking tour of downtown Portland to discover its hidden gems and local haunts. For dinner, savor the flavors of the Pacific Northwest at Imperial Restaurant.
Bedtime
Find amazing hotels in Portland, Oregon.

Donuts, Distilleries, and Dinner

Morning
Indulge in a delicious breakfast at Blue Star Donuts, known for their gourmet donuts made from locally sourced ingredients.
Afternoon
Take a guided tour of a local distillery and learn about the craft of spirit-making. Sample a variety of spirits and enjoy a unique tasting experience.
Evening
For dinner, dine at Le Pigeon, a renowned restaurant in Portland known for its innovative and seasonal menu. After dinner, take a leisurely walk along the Eastbank Esplanade.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Books and Culinary Delights

Morning
Spend the morning exploring the Pearl District, known for its art galleries, boutiques, and restaurants.
Afternoon
For lunch, enjoy a meal at Tasty n Alder, a popular restaurant in Portland known for its diverse and creative menu. After lunch, visit the Lan Su Chinese Garden and immerse yourself in the beauty of Chinese architecture and landscaping.
Evening
In the evening, dine at Andina Restaurant, a Peruvian restaurant in the Pearl District. After dinner, take a leisurely walk along the Northwest 23rd Avenue and explore its shops and cafes.
Bedtime
Find amazing hotels in Portland, Oregon.

City Sights and Local Eats

Morning
Start your day with a visit to the Portland Saturday Market, a local craft and food market. Explore the stalls and sample a variety of local products.
Afternoon
For lunch, enjoy a meal at Toro Bravo, a popular Spanish restaurant in Portland. After lunch, take a guided walking tour of the city and learn about its history and culture.
Evening
In the evening, dine at Imperial Restaurant, a Pacific Northwest restaurant known for its seasonal and locally sourced menu. After dinner, take a stroll along the Tom McCall Waterfront Park and enjoy views of the Willamette River.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Roses and Local Brews

Morning
Spend the morning exploring the International Rose Test Garden and the Portland Japanese Garden. Enjoy the beauty of the gardens and the tranquility of the surroundings.
Afternoon
For lunch, dine at Grassa, a popular pasta restaurant in Portland. After lunch, visit a local brewery for a beer tasting experience.
Evening
In the evening, enjoy a casual dinner at Lardo, known for its delicious sandwiches. After dinner, take a leisurely walk through the South Park Blocks.
Bedtime
Find amazing hotels in Portland, Oregon.

City Bites and Local Sights

Morning
Start your day with a visit to the Portland Art Museum and explore its impressive collection of art.
Afternoon
For lunch, enjoy a meal at Salt & Straw, a popular ice cream shop in Portland known for its unique and innovative flavors. After lunch, take a guided walking tour of the city and learn about its history and culture.
Evening
In the evening, dine at Imperial Restaurant, a Pacific Northwest restaurant known for its seasonal and locally sourced menu. After dinner, take a stroll along the Tom McCall Waterfront Park and enjoy views of the Willamette River.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Books and Local Eats

Morning
Spend the morning exploring the Pearl District, known for its art galleries, boutiques, and restaurants.
Afternoon
For lunch, enjoy a meal at Tasty n Alder, a popular restaurant in Portland known for its diverse and creative menu. After lunch, visit the Lan Su Chinese Garden and immerse yourself in the beauty of Chinese architecture and landscaping.
Evening
In the evening, dine at Andina Restaurant, a Peruvian restaurant in the Pearl District. After dinner, take a leisurely walk along the Northwest 23rd Avenue and explore its shops and cafes.
Bedtime
Find amazing hotels in Portland, Oregon.

City Sights and Local Brews

Morning
Start your day with a visit to the Portland Saturday Market, a local craft and food market. Explore the stalls and sample a variety of local products.
Afternoon
For lunch, enjoy a meal at Toro Bravo, a popular Spanish restaurant in Portland. After lunch, take a guided walking tour of the city and learn about its history and culture.
Evening
In the evening, dine at Imperial Restaurant, a Pacific Northwest restaurant known for its seasonal and locally sourced menu. After dinner, take a stroll along the Tom McCall Waterfront Park and enjoy views of the Willamette River.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Roses and Local Brews

Morning
Spend the morning exploring the International Rose Test Garden and the Portland Japanese Garden. Enjoy the beauty of the gardens and the tranquility of the surroundings.
Afternoon
For lunch, dine at Grassa, a popular pasta restaurant in Portland. After lunch, visit a local brewery for a beer tasting experience.
Evening
In the evening, enjoy a casual dinner at Lardo, known for its delicious sandwiches. After dinner, take a leisurely walk through the South Park Blocks.
Bedtime
Find amazing hotels in Portland, Oregon.

City Bites and Local Sights

Morning
Start your day with a visit to the Portland Art Museum and explore its impressive collection of art.
Afternoon
For lunch, enjoy a meal at Salt & Straw, a popular ice cream shop in Portland known for its unique and innovative flavors. After lunch, take a guided walking tour of the city and learn about its history and culture.
Evening
In the evening, dine at Imperial Restaurant, a Pacific Northwest restaurant known for its seasonal and locally sourced menu. After dinner, take a stroll along the Tom McCall Waterfront Park and enjoy views of the Willamette River.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Books and Local Eats

Morning
Spend the morning exploring the Pearl District, known for its art galleries, boutiques, and restaurants.
Afternoon
For lunch, enjoy a meal at Tasty n Alder, a popular restaurant in Portland known for its diverse and creative menu. After lunch, visit the Lan Su Chinese Garden and immerse yourself in the beauty of Chinese architecture and landscaping.
Evening
In the evening, dine at Andina Restaurant, a Peruvian restaurant in the Pearl District. After dinner, take a leisurely walk along the Northwest 23rd Avenue and explore its shops and cafes.
Bedtime
Find amazing hotels in Portland, Oregon.

City Sights and Local Brews

Morning
Start your day with a visit to the Portland Saturday Market, a local craft and food market. Explore the stalls and sample a variety of local products.
Afternoon
For lunch, enjoy a meal at Toro Bravo, a popular Spanish restaurant in Portland. After lunch, take a guided walking tour of the city and learn about its history and culture.
Evening
In the evening, dine at Imperial Restaurant, a Pacific Northwest restaurant known for its seasonal and locally sourced menu. After dinner, take a stroll along the Tom McCall Waterfront Park and enjoy views of the Willamette River.
Bedtime
Find amazing hotels in Portland, Oregon.

City of Roses and Local Brews

Morning
Spend the morning exploring the International Rose Test Garden and the Portland Japanese Garden. Enjoy the beauty of the gardens and the tranquility of the surroundings.
Afternoon
For lunch, dine at Grassa, a popular pasta restaurant in Portland. After lunch, visit a local brewery for a beer tasting experience.
Evening
In the evening, enjoy a casual dinner at Lardo, known for its delicious sandwiches. After dinner, take a leisurely walk through the South Park Blocks.
Bedtime
Find amazing hotels in Portland, Oregon.

Farewell to Portland

Morning
On your last day in Portland, enjoy a leisurely breakfast at Pine State Biscuits before embarking on the next leg of your epic road trip.
Afternoon
Take some time to explore any last-minute sights or enjoy a relaxing afternoon in one of Portland's parks.
Evening
For your final dinner in Portland, indulge in a memorable meal at Le Pigeon before setting off on the next part of your journey.
Bedtime
Find amazing hotels in Portland, Oregon.
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