Portland, OR Vacation Packages

Portland has a wide variety of parks, bridges and bicycle paths as well as art, theaters and a vivid music scene. Its eco-friendliness, its microbreweries and coffeehouses are enchanting and the Iconic Washington Park encompasses sites from the formal Japanese Garden to Oregon Zoo and its railway. A little bit creative, a little bit counter-culture, Portland is a year-round, always-evolving city that`s home to a mindful community dedicated to keeping its city sustainable, innovative and accessible.

Best Portland, OR Vacation Packages:

The Best Portland Getaway

4 nights from $843*

Please take pleasure in this extraordinary city on Oregon State!. Learn about Portland`s (Oregon’s largest city, known for its japanese gardens, bridges and bicycle paths, as well as for its eco-friendliness and its microbreweries and coffeehouses) history and culture while you visit downtown attractions with a Guided City Tour. Stroll through the charming streets with a Foodie Guide, popping into the neighborhood’s best markets and street food stalls along the city, and discover with a Day Trip to The Oregon Coast (rugged coastline, crashing waves, endless hiking trails and beautiful beach towns) its natural celebrated beauty.

Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!

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Other Portland, OR Vacation Packages:

Portland and the Oregon Coast Self Drive (Astoria and Newport)

7 nights from $1,551*

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Portland and Seattle (Self Drive)

6 nights from $1,477*

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Great Ocean Road Route Self Drive (Lorne - Warrnambool - Portland - Apollo Bay - Melbourne)

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San Francisco - Mendocino - Portland - Seattle (Self Drive)

7 nights from $1,136*

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Beautiful cities in Oregon!. Combine Portland (Oregon’s largest city, sits on the Columbia and Willamette rivers), Astoria (charming port city, visit the Astoria Column or its beauty Astoria-Megler Bridge) and Newport (lively city with several fine beaches, world-class aquarium and largest commercial fishing place); with a Rental Car.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into and out of Portland

Rental Car for 8 days

Hotel for 2 nights in Portland

Hotel for 2 nights in Astoria

Hotel for 2 nights in Newport

Hotel for 1 night in Portland

Driving Time
Portland–Astoria: 1 hr 50 min approx.
Astoria–Newport: 3 hr 9 min approx.
Newport – Portland: 2 hrs 15 mins approx.

7 nights from $1,551*

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Beautiful natural scenery, outdoor activities and diverse leisure venues you will find in this Self Drive Package visiting main cities of Oregon and Washington. Visit Portland (Oregon’s largest city, sits on the Columbia and Willamette rivers) and Seattle (known to many as the Emerald City because of its famous, lush evergreen forests). Combine these two destinations with a Rental Car.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Portland and out of Seattle

Rental Car for 7 days

Hotel for 3 nights in Portland

Hotel for 3 nights in Seattle

Driving Time
Portland - Seattle: 2 hrs. 50 mins. approx.

6 nights from $1,477*

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Take one of the most spectacular driving routes in the world; "The Great Ocean Road" in Australia. Combine with a Rental Car and visit; Melbourne (the cultural capital of Australia); next is Lorne (one of the first towns on the Great Ocean Road, and surfing destination); after that, Warrnambool (known for its safe, sheltered beaches, its moderate climate, its parks and gardens, and Logan's Beach where southern right whales come to give birth each year between June and September); and then, Portland (with historic buildings, beaches and Portland Bay which is ideal for boating, fishing, sailboarding and surfing). From there, drive to Apollo Bay (entry point for some of Australia's most celebrated short and multi-day walks, and is the perfect base to explore the Great Ocean Walk and surrounding Otway's rainforest). End this trip with a couple of spectacular nights, again in Melbourne before heading back home.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into and out of Melbourne

Hotel for 1 night in Melbourne

Rental Car for 5 days

Hotel for 1 night in Lorne

Hotel for 1 night in Warrnambool

Hotel for 1 night in Portland

Hotel for 1 night in Apollo Bay

Hotel for 2 nights in

Driving Time
Melbourne - Lorne: 1 hr. 55 mins. approx.
Lorne - Warrnambool: 2 hrs. 5 mins.
Warrnambool - Portland: 1 hr. 20 mins. approx.
Portland - Apollo Bay: 3 hrs. 30 mins. approx.
Apollo Bay - Melbourne: 2 hrs. 35 mins. approx.

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Beautiful panoramic views with this Self-Drive package across California,Oregon and Washington. Start in the Golden State, with stays in San Francisco (The Golden city have a lot to offer; a visit to Alcatraz, cable car ride around its main avenues, etc.) and Mendocino (with its great wineries and green forests). Continue to Portland (charming city in Oregon State). Finally, visit Washington State and enjoy a nice stay in Seattle (vibrant culture, iconic landmarks, and strong ties to the tech industry and the outdoors) before heading back home.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into San Francisco and out of Seattle

Rental Car for 8 days

Hotel for 2 nights in San Francisco

Hotel for 1 night in Mendocino

Hotel for 2 nights in Portland

Hotel for 2 nights in Seattle

Driving Time
San Francisco - Mendocino: 3 hrs. 10 mins. approx.
Mendocino - Portland: 10 hrs. 20 mins. approx.
Portland - Seattle: 2 hrs. 45 mins.approx.

7 nights from $1,136*

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Portland

Portland, OR

Map of Point of Interest

Hotels and Activities

SUGGESTED Portland, OR VACATION PACKAGES:

Seattle - Olympic National Park - Olympia - Portland (Self Drive)

8 nights from $1,274*

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This Self Drive Package offers you an unforgettable experience in Oregon and the beauty Evergreen State. With a Rental Car, explore in Washington State; Seattle (enjoy its beauty evergreen spaces and a nice cup of coffee at the Starbuck first shop). After that, continue to Olympic National Park (exceptional natural beauty and diversity you will find there) and then, your next stop is Olympia (the capital state). End this trip at the Beaver State, spending pleasant moments in its main city; Portland, before returning home. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into Seattle and out of Portland
Rental Car for 9 days
Hotel for 2 nights in Seattle
Hotel for 2 nights in Olympic National Park
Hotel for 2 nights in Olympia
Hotel for 2 nights in Portland

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Portland and The Willamette Valley Self Drive (Salem - Corvallis - Eugene)

6 nights from $1,315*

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A prime wine lovers Self-Drive Package, enjoying cities located along the Willamette River and its Valley in Oregon. Combine with a Rental Car, and visit: Portland (Oregon’s largest city); then, drive up to the fantastic Willamette Valley, a region recognized as a top wine producing area for its Pinot Noir wine. Here, don't miss the chance to take a wine tour through the vineyards; while discover and spend nice moments in Salem, Corvallis and Eugene, three cities full of charming, great outdoor leisure acitvities and diverse culinary options.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Portland and out of Eugene
Rental Car for 7 days
Hotel for 2 nights in Portland
Hotel for 1 night in Salem
Hotel for 1 night in Corvallis
Hotel for 2 nights in Eugene
Driving Time
Portland - Salem: 55 mins. approx.
Salem - Corvallis: 50 mins. approx.
Corvallis - Eugene: 55 mins. approx.

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Oregon Coasts, Cascades, and Gorges Self Drive (Portland - Hood River - Bend - Eugene)

7 nights from $1,624*

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A perfect combination of charming cities across Oregon with this unique opportunity to explore on your own with a rental. Combine Portland (Oregon’s largest city, sits on the Columbia and Willamette rivers), Hood River, Bend and Eugene (known as 'Tracktown,' famous for its track and field champions also the birthplace of Nike).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Portland and out of Eugene
Rental Car for 8 days
Hotel for 2 nights in Portland
Hotel for 2 nights in Hood River
Hotel for 2 nights in Bend
Hotel for 1 night in Eugene
Driving Time
Portland - Hood River : 1 hr. approx.
Hood River - Bend: 2 hrs. 50 mins. approx.
Bend - Eugene: 2 hrs. 40 mins. approx.

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Portland - Three Sisters Country - Eugene (Self Drive)

7 nights from $1,410*

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Enjoy a perfect combination of charming cities across Oregon with this unique opportunity to explore on your own with a Rental Car. Combine Portland (Oregon’s largest city, sitting on the Columbia and Willamette rivers), Three Sisters (named for the nearby trio of volcanic mountains where there is an abundance of outdoor activity) and Eugene (known as -Tracktown-, famous for its track and field champions also the birthplace of Nike).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Portland and out of Eugene
Rental Car for 8 days
Hotel for 2 nights in Portland
Hotel for 3 nights in Three Sisters Country
Hotel for 2 nights in Eugene
Driving Time
Portland - Three Sisters Country: 2 hrs. 50 mins. approx.
Three Sisters Country- Eugene: 2 hrs. approx.

Customize It

Eugene - Corvallis - Salem - Portland (Self Drive)

6 nights from $1,681*

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Venture through the beautiful Oregon State, discovering breathtaking landscapes and charming towns with a Rental Car. Start, with a stay in Eugene; after that, drive to Corvallis (beloved tree-lined university town, famous for outdoor recreational activities); then, visit Salem, where to enjoy its scenic beauty and northwest cuisine. End this trip, spending pleasant moments in Oregon's largest city; Portland, before returning home.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into Eugene and out of Portland
Rental Car for 7 days
Hotel for 2 nights in Eugene
Hotel for 1 night in Corvallis
Hotel for 1 night in Salem
Hotel for 2 nights in Portland
Driving Time
Eugene - Corvallis: 1 hr. approx.
Corvallis - Salem: 50 mins. approx.
Salem - Portland: 50 mins. approx.

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Portland - Astoria - Newport - Corvallis - Eugene (Self Drive)

9 nights from $1,933*

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Enjoy an authentic journey through the senses, in this package that invites you to discover the beautiful coast and valley of The Beaver State. Start in Portland (Oregon’s largest city), and then, drive along the coast, as you take in the stunning scenery, beautiful beaches and landscapes that Oregon has to offer. Explore Astoria (charming port city, visit the Astoria Column or its beauty Astoria-Megler Bridge); Newport (with its historic Bayfront, offering a charming view over the bay; its home to many restaurants and cafes). The road to your next stop is through the Willamette Valley Area (Oregon’s leading wine region, famous for its world-class Pinot Noir), visiting cities like: Corvallis and Eugene, where you will find excellent options for leisure and food/drinks.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Included:

Flight into Portland and out of Eugene
Rental Car for 10 days
Hotel for 2 nights in Portland
Hotel for 2 nights in Astoria
Hotel for 1 night in Newport
Hotel for 2 nights in Corvallis
Hotel for 2 nights in Eugene
Driving Time
Portland - Astoria : 1 hr. 59 mins, approx.
Astoria - Newport: 3 hrs.mins. approx.
Newport - Corvallis: 1 hr. approx.
Corvallis - Eugene: 55 mins. approx.

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New York City, NY
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New York City, NY

New York City, the Big Apple, is the USA's largest city. Founded as New Amsterdam, the capital of New Netherland, it became the most important city in the English colonies, and the USA`s first capital. New York City is the world capital of finance, media, and culture, and is perhaps the world`s most diverse city, where over 800 languages are spoken. There are so many layers to the city that never sleeps...you'll have to come back again and again to experience all of them. Visit and vibe with the Central Park, Statue of Liberty, Empire State Building, Times Square, Museum of Modern Art (MoMA), Metropolitan Museum of Art, Brooklyn Bridge, Rockefeller Center, The High Line, Grand Central Station, One World Trade Center, Fifth Avenue, Broadway, and so much more!
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Los Angeles, CA

Los Angeles is a sprawling Southern California city and the center of the nations film and television industry. Near its iconic Hollywood sign, studios such as Paramount Pictures, Universal and Warner Brothers offer behind-the-scenes tours. On Hollywood Boulevard, TCL Chinese Theatre displays celebrities' hand- and footprints, the Walk of Fame honors thousands of luminaries and vendors sell maps to stars homes. Explore the Peterson Automotive, Natural History Museum, OUE Skyspace Building, Point Dume Hiking Trail, Hollywood Walk of Fame, Disneyland, The Getty Museum, Rodeo Drive, Santa Monica Pier, Venice Boardwalk, Sunset Strip, and so much more!
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Portland, OR Vacation Packages

Best Portland, OR Vacation Packages:

The Best Portland Getaway

4 nights from $843*

Other Portland, OR Vacation Packages:

Portland

Hotels and Activities

SUGGESTED Portland, OR VACATION PACKAGES:

Cities in United States