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Old Town

Dive into the vibrant charm of Old Town, Portland! Stroll cobblestone streets lined with quirky shops, savor food truck delights, and soak in the lively vibe of Powell’s City of Books. Don’t miss the stunning Gothic arches of the famous Skidmore Fountain. This eclectic district is a feast for the senses, bursting with creativity and delectable treats!

From the Community

Recommendations

Culture4.9/5

Powell's City of Books

Powell's City of Books in Portland, OR is a book lover's dream come true! This colossal bookstore spans an entire city block and stocks over a million books. Lose yourself in the maze of shelves, discover rare editions, and get lost in the aroma of paper and ink. It's a paradise where bibliophiles can roam freely, getting their literary fix in the quirkiest book nooks imaginable.

Shop4.5/5

Portland Saturday Market

Step into Portland Saturday Market and immerse yourself in a vibrant world of creativity! This lively hub, located at 2 SW Naito Pkwy, showcases the city's finest artists, crafters, and musicians. With a fun-filled atmosphere, it's the perfect place to score unique handmade treasures, savor local delicacies, and enjoy live performances. Join the colorful chaos every weekend and let your wanderlust run wild!

Outdoor4.4/5

Pioneer Courthouse Square

Welcome to Pioneer Courthouse Square, Portland's "living room"! This vibrant square is the heart of the city, filled with buzzing energy and quirky events. Situated at 715 SW Morrison St, Suite 702, it's surrounded by towering buildings and boasts a myriad of shops, cafes, and street performers. Don't miss the iconic "Weather Machine" for a whimsical forecast experience!

Culture$$$$4.6/5

Portland Art Museum

Welcome to the vibrant Portland Art Museum! Located in downtown Portland, this cultural hub will sweep you off your feet with its diverse collection. Lose yourself in the mesmerizing masterpieces from all corners of the world or hop into an interactive exhibit for a touch of whimsy. Don't miss the Native American art section, it's a true gem! Inspiration guaranteed in just one visit!

Culture4.5/5

OMSI

Welcome to OMSI, the ultimate playground for curious minds in Portland! Located at 1945 SE Water Ave, this science museum is a gateway to endless exploration. Unleash your inner scientist with interactive exhibits, awe-inspiring planetarium shows, and mind-boggling IMAX films. From dinosaurs to space, OMSI has it all. So pack your sense of wonder and join us at OMSI for an unforgettable adventure!

Outdoor4.8/5

International Rose Test Garden

Welcome to the International Rose Test Garden, where petals rule the roost! Nestled in the heart of Portland, this floral sanctuary boasts over 10,000 fragrant and vibrant roses from around the globe. Stroll through carefully curated blooms, indulge in the scents, and snap Insta-worthy pics against a stunning backdrop of Mt. Hood. Don't forget to bring your nose, camera, and heart - this rose utopia is blooming beautiful!

Landmark4.4/5

Burnside Bridge

Crossing the Willamette River with style, Burnside Bridge in Portland is a must-see for any visitor. Its iconic green trusses stand out against the city skyline, offering picturesque views of downtown and the surrounding area. Stroll or bike across for a unique perspective of the city's vibrant culture and history.

Eat$$4.4/5

Voodoo Doughnut

Step into the whimsical world of Voodoo Doughnut in Portland's Old Town. This iconic spot is known for its eclectic menu of delicious and creatively decorated doughnuts. From the signature Voodoo Doll to the Bacon Maple Bar, prepare for a sugar rush like no other. Be prepared for a line, but don't fret, it's totally worth it!

Landmark4.5/5

Portland Oregon White Stag Sign

Step into the whimsical world of Portland and be greeted by the iconic White Stag Sign! This vibrant landmark, located at 70 NW Couch St, boasts a larger-than-life white stag, sparking delight and fascination. A must-visit for all travelers, this sign beautifully captures the city's quirky spirit. Snap a selfie, soak up the charm, and let Portland's magic envelop you. Oh deer, you're in for a treat!

Eat$$$4.6/5

Huber's Cafe

Nestled in the heart of Portland, Huber's Café is a delightful time capsule brimming with charm. Famous for its scrumptious turkey dinner and house-made Spanish coffee, this historic gem boasts a cozy ambiance and classic wood decor. Perfect for weary travelers seeking comfort food and a warm drink, Huber's is a must-visit spot to recharge!

Eat$$$4.6/5

Mother's Bistro & Bar

Step into Mother's Bistro & Bar and prepare for an epic culinary voyage! Located in vibrant downtown Portland, this gem serves up soul-warming, homemade dishes that will have your taste buds cheering. With friendly staff, a cozy ambiance, and a menu featuring comfort food classics from around the world, it's a must-visit spot to satisfy your wanderlust cravings. Don't miss their delectable brunch offerings!

Eat$$$$4.5/5

Portland City Grill

Perched on the 30th floor, Portland City Grill provides a jaw-dropping experience with its panoramic views of Portland's stunning skyline. Indulge in the tantalizing cuisine crafted with the region's freshest ingredients. Sip on creative cocktails and let the city's vibrant energy captivate your senses. Elevate your dining adventure to new heights at this must-visit hotspot!

Eat5/5

Food trucks

Get ready to indulge in a culinary adventure at Food Trucks on 431 SW Harvey Milk St in Portland! This vibrant street food paradise offers a variety of delicious options ranging from tacos to gourmet grilled cheese. Grab a bite, soak in the lively atmosphere, and taste the flavors of Portland's diverse food scene.

Cafe$$$4.4/5

Stumptown Coffee Roasters

Renowned for its artisanal brews and vibrant atmosphere, Stumptown Coffee Roasters in Portland's heart invites coffee lovers to savor meticulously sourced beans and a commitment to craft that defines the city's coffee scene.

Outdoor$$$4.7/5

Lan Su Chinese Garden

Step into a blissful oasis at Lan Su Chinese Garden in Portland! This hidden gem transports you to ancient China with its stunning traditional architecture, tranquil water features, and lush vegetation. You'll feel like you've been whisked away to a different time, wandering through peaceful paths and admiring the harmony between man and nature. Don't miss a chance to unwind and find inner harmony at this incredible destination!

Eat$$$$$4.6/5

Le Pigeon

Le Pigeon, nestled on Portland's lively East Burnside Street, is a charming culinary treasure awaiting all fearless foodies. With a traveler's lens, sit back and let the chef's imaginative menu transport you to the hidden corners of gastronomy. From expertly prepared pigeon to playful twists on classic dishes, this quirky hotspot embraces culinary adventure with infectious enthusiasm.

Eat4.1/5

Bistro Alder

Nestled in the heart of downtown Portland, Bistro Alder is a delightful culinary gem! This cozy spot serves up delectable French-inspired dishes with a Pacific Northwest twist. Think mouth-watering duck confit and fresh seasonal veggies. The inviting ambiance and friendly staff make it perfect for a romantic evening or a fun night out. Don't forget to try their craft cocktails! Cheers!

Stays

Stay4.5/5

The Nines, a Luxury Collection Hotel, Portland

Welcome to The Nines, where luxury meets whimsy in the heart of Portland! This enchanting hotel boasts a prime location on SW Morrison Street, surrounded by the vibrant cityscape. Indulge in the opulent comfort of our boutique rooms, savor delicious local cuisine at our unique restaurants, and immerse yourself in the trendy culture of downtown Portland. Your stay at The Nines promises to be a truly unforgettable experience!

Stay3.9/5

Canopy by Hilton Portland Pearl District

Nestled in the vibrant Pearl District, Canopy by Hilton Portland is your chic urban oasis! With cozy rooms, locally inspired decor, and a complimentary breakfast that will kickstart your day, it’s a perfect base for exploring Portland's art, food, and craft coffee scenes. Don’t forget to check out the rooftop for stunning skyline views! 🥐☕🌆

Stay4.35/5

Sentinel

Sentinel, a traveler's paradise nestled in the vibrant heart of Portland, Oregon, is the epitome of quirky charm. With its prime location at 614 SW 11th Ave, it offers easy access to iconic landmarks, incredible dining options, and exciting nightlife. Whether you're exploring the picturesque streets or enjoying their luxurious amenities, this whimsical haven promises an unforgettable adventure. Let Sentinel enchant your senses!

Stay4.35/5

The Duniway Portland, a Hilton Hotel

Looking for a funky and fabulous stay in the heart of Portland? Look no further than The Duniway Portland, a Hilton Hotel! Situated on SW Taylor St, this hip haven is where style meets comfort. With spacious rooms, a rooftop lounge boasting epic city views, and a prime location near all the hotspots, it's your ticket to an unforgettable PDX adventure. Get ready to be wowed!

Stay4.3/5

Heathman Hotel

Welcome to the ultimate Portland experience at the Heathman Hotel! Nestled in the heart of downtown, this historic gem combines luxury with quirky charm. Immerse yourself in the vibrant local scene, indulge in farm-to-table cuisine at the Headwaters restaurant, and unwind in elegantly cozy rooms. With its prime location and whimsical ambiance, the Heathman is your key to unforgettable adventures in the Rose City!

Stay4.15/5

Kimpton Hotel Vintage Portland

Welcome to Kimpton Hotel Vintage Portland! Located in the heart of Portland, Oregon, this quirky boutique hotel is a traveler's dream come true. With its retro-chic rooms, vibrant decor, and a stellar wine hour every evening, you'll feel like you've stepped into a groovy time capsule. Plus, the hotel's central location means you're just steps away from the city's best shops, restaurants, and attractions. Get ready to make memories and embrace your inner cool kid at Kimpton Hotel Vintage Portland.

Stay4.3/5

The Royal Sonesta Portland Downtown

Nestled in the heart of Portland's vibrant downtown, The Royal Sonesta is the perfect oasis for travelers seeking luxury and convenience. With stylish rooms, a rooftop bar offering stunning city views, and a prime location near top attractions, this hotel is a must-stay for those looking to experience the best of the Pacific Northwest.

Stay4.05/5

Embassy Suites by Hilton Portland Downtown

Welcome to the Embassy Suites by Hilton Portland Downtown! Nestled in the heart of the city, this all-suite gem offers spacious rooms, complimentary breakfast, and a vibrant atrium that feels like a mini-vacation. Unwind with craft cocktails in the evening or explore nearby attractions like the waterfront and Powell's Books. Your Portland adventure starts here!

Stay4.3/5

The Hoxton, Portland

Portland, a laid-back city in the Pacific Northwest known for its vibrant cultural scene, beautiful parks, and scenic bridges. With its eco-friendly vibe, great coffee shops, and diverse neighborhoods. Don't miss the chance to visit Powell's City of Books, one of the world's largest independent bookstores, or take a stroll through the scenic Waterfront Park.

Things To Do
Provided by

5/5

3 h 30 mins

Forest Park Carbon Gravel Bike and E-Bike Tour

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old Town through the bustling Pearl District & Nob Hill as your guide highlights historical and cultural hotspots. Leave the city behind as you pedal into America’s largest urban forest – Forest Park. Carved into the slopes of the West Hills, cruise the stunning car-free gravel path which traverses the entire park and offers a scenic half-day trip all within city limits. The 11 mile bike and pedestrian path through the 5000 acre park is enshrouded with towering trees. Catch glimpses of the city below as you zip through the temperate forest. Return the way you came or head over the St Johns Bridge into North Portland for amazing views of the West Hills and the Willamette River from Overlook. 28 miles - This tour appeals to fit beginner and experienced gravel riders on our Carbon Gravel Bikes as well as new adventurers on our Gravel E-bikes.

$122.00

5/5

2 h

2-Hour Sunset River Cruise - Portland, Oregon

Portland River Tours delivers a premier river experience through carefully curated routes featuring iconic landmarks such as the Steel Bridge and the White Stag now the Portland Oregon neon sign, paired with engaging commentary on the city’s history, architecture, and culture. Enjoy our spacious, well-appointed boats designed for comfort, supported by eco-conscious operations and a strong commitment to exceptional service. Choose a premium private charter for up to six guests for an intimate luxury experience, or join a shared cruise with up to 18 passengers—offered daily—for a vibrant and social outing on Portland’s scenic waterways.

$79.00

5/5

3 h

Coffee, Donuts & Chocolate Tour

Come breakfast with us! Delve into three of Portland’s most acclaimed drinks and morsels. On this two hour tour you will experience Portland's coffee culture, our iconic artisanal donuts, and deliciously crafted chocolates. The perfect way to start any vacation in the Rose City. Our guides will share with you Portland's history in the third wave coffee movement, while leading you on a 1.5 mile walk through Portland's downtown. Embrace fantastic donut creations in entirely new flavor combinations as you learn about the origins of the donut and how it became a Stumptown staple. Finally we will visit chocolate makers, were we will learn more about chocolate varietals and their unique flavor profiles. Dietary restrictions: we CAN provide substitutions for vegetarians, non-alcohol guests, vegan, gluten free, or dairy allergies. All allergies and dietary restrictions must be indicated in advance at time of ticket purchase.

$69.00

5/5

3 h

Brunch on Mississippi Food Tour

Let’s have fun strolling the delightful and historic Mississippi district, while eating brunch! This neighborhood is a perfect way to experience a food tour in Portland. The Mississippi district has been revived in recent years, while retaining its charm from yesteryear. Although there is a story tucked away in the past, and it will be told. These days however, it’s a Portland hotspot laden with music venues, quirky shops, cozy pubs, and eateries galore, ranging from casual to upscale and all things in between. You will not leave hungry! In this special brunch food tour, we will walk a total of .8 miles through the North Albina district and down Mississippi St, admiring vintage homes and historical brick buildings, all of which ooze charm., And of course, the hottest hipster hangouts, all while we visit six engaging foodie spots. All ages are welcome on this tour. The perfect tour for families!

$119.00

5/5

3 h

Streetcar Around Portland to Pearl, Slabtown, and Waterfront

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see and learn about what makes Portland so special, with accompaniment of a passionate local, and 2.5–4 miles of slow-paced walking (4–7 km). Starting at Director Park at the edge of the Cultural District in Portland, we will begin our exploration with short streetcar segments interspersed by leisurely walks through several districts. Learn about the Art Museum, visit the Pearl District, explore the historically industrial Slabtown. See the mural district and the space-age buildings in the South Waterfront and into the University District. Walk park blocks and fountains that made the name for Portland’s urban planning, and also brought us into conflict over racial and cultural ideals. Explore how Portland’s activist spirit has challenged its government and structures, before returning you to the center of the city, Pioneer Square.

$65.00

5/5

3 h

Private Portland Discovery Tour

On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 29 notable bridges. Your guide will return you to your departure location at the end of the tour.

$448.00

5/5

4 h 30 mins

Afternoon Portland City Tour

More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. You will experience the best Portland sites including the International Rose Garden, Pioneer Courthouse Square, NW 23rd (the best shopping area in Portland), the Pearl District, the South Park Blocks, and Lan Su Chinese Garden Today Portland is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Let our informative and entertaining Tour Guides show you the best the City of Portland has to offer.

$85.00

5/5

3 h

Craft Beer and City Walking Tour of Portland West Side

Sample three of The Rose City's craft breweries, and learn Portland architecture and history, as you walk through the Pearl, Old Town, and West End districts. Taste the entire range of beer types, in the city that consistently ranks in the top three for number of breweries.

$59.00

5/5

1 h

Private Vacation Photography Session with Local Photographer in Portland

Flytographer Private Vacation Photo Shoot Connect with a local hand-picked professional photographer in Portland and capture your most memorable moments during this private photo shoot. Get insider tips on the best things to do in Portland, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever. We specialize in: - honeymoons - family trips - engagements - anniversaries - romantic getaways - multi-generational trips - babymoons - solo travellers - and just because! With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.

$325.00

5/5

4 h

Forest Walk and Urban Feast Culinary Tour Portland

Explore the beautiful Forest Park and the vibrant culinary scene of Portland on this unique 4-hour tour. Journey through 3 miles of scenic trails and urban pathways, stopping at four carefully selected local eateries, bakeries, and food carts to savor the city’s flavors. Discover engaging stories about the history of the park and Portland itself while enjoying a pre-set menu designed to tantalize your taste buds. Ideal for food lovers and history buffs alike, this tour offers a delightful blend of nature and dining. - 4-hour guided tour with a maximum of 10 guests for an intimate experience - Features 2 miles of moderate forest walking and 1 mile of city walking - Includes stops at four hand-picked culinary destinations - Vegetarian meal options available; please inform of any special requests in advance

$98.00

5/5

All-Inclusive Downtown Portland Food Tour

Explore the essential food and drinks at the heart of downtown Portland, Oregon on this all-inclusive walking tour led by an experienced, professional, Portland-native guide and standup comedian. Meet local vendors and hear their stories while getting inside knowledge about the city, its history, its food, and its identity. This is your insider access to some of the best-known and best-hidden bites that define downtown. This tour is operated by a small local business, and due to our lean business model and relationship to other local small businesses, we are capable of offering unrivaled value and flexibility.

$107.00

5/5

2 h 30 mins

Downtown Portland Coffee and Donut Tour

Jumpstart your morning with a huge variety of coffee and donuts across 4-5 mouthwatering stops where each bite and sip was crafted right here in Portland. Along the way, immerse yourself in quirky history while exploring Downtown Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donut fix, and have fun! Tour highlights: - Taste two single-origin coffees brewed by pour-over, side by side. - Portland has over 75 locally owned donut shops, and we’ll sample a selection of the best from our favorite. - Stand in Pioneer Courthouse Square and learn all about “Portland’s Living Room”. - At the coziest Portland hole-in-the-wall café, indulge in a traditional macchiato paired with a homemade French pastry. - Plus much more! Note: We do not visit Voodoo or Blue Star during this tour as they are on the common tourist track – instead we keep it local.

$69.00

5/5

2 h

Scenic 2-Hour River Cruise to the Willamette Falls!

Enjoy a private 2-hour cruise along the scenic Willamette River to the majestic Willamette Falls, one of the largest waterfalls in the Northwestern US. Relax as your captain shares fascinating stories and local history while you take in stunning waterfront views. Perfect for families, couples, or corporate groups of up to six guests.

$89.00

5/5

2 h

Portland's Famous Bridges & Riverfront History Cruise

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific Northwest wildlife. Led by a US Coast Guard–licensed captain and a Oregon-certified professional guide, each tour blends natural beauty with Portland’s rich 200-year maritime history. Guests may reserve a premium private charter for up to six people for an intimate luxury experience, or join a shared cruise with up to 18 passengers—available daily—for a lively and accessible way to discover the city’s scenic waterways.

$79.00

5/5

3 h

Portland Urban Wine Tasting Tour

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this wine tour special? We’ve met with the wine experts themselves and did all the research for you, so the tastings and snacks are curated and included. You’ll try 10+ wines at two winery tasting rooms plus one wine bar, including a variety of white, rosé, and red, and snack small bite pairings. Highlights: - Taste 4 Oregon wines paired with artisan popcorn at an approachable winery while learning why Oregon wine is special. - Explore 2 trendy Portland neighborhoods, blending old and modern architecture with rich history. - Dine on bruschetta paired with wine at a family-run winery. - End your evening sipping Bordeaux in a secret wine bar where you might just uncover a hidden surprise. - Learn from your tour guide and wine experts. *This tour is 21+ ONLY.

$139.00

4.9/5

Portland, Oregon City Tour!

Come explore the unique history and diverse culture of the entertainingly eccentric city of Portland! Enjoy a fascinating and informative narration by your local guide, highlighting the colorful past and present of Portland’s many historic churches, diverse modern architectural wonders, abundant city parks, bountiful boutiques and world famous culinary hot spots.

$69.00

4.9/5

2 h

Portland's Original Delicious Donut Adventure & Walking Food Tour

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample of one of that location's best donuts. Many locations offer vegan, gluten, or nut-free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Coco Donuts, Blue Star Donuts, Nola Doughnuts, Voodoo Doughnuts, and more. We also offer much more information about the route, the city, the stops, and more. We hope you can join us!

$69.00

4.9/5

3 h

Portland, Oregon City Tour: Parks, Plazas and Views

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park and sampling donuts. After we pick you up at Director Park downtown, we’ll drive up the city's north/south dividing line, head to the summit of King’s Heights, and walk the grounds of the mansion built by a newspaper baron to the view that was once available only to the city’s elite. We'll visit Washington Park, and walk through our favorite secret garden, and into the Rose Test Garden. In season, we'll smell the roses -- literally and figuratively! Next: the city center and cultural district. It wouldn't be Portland without a stop for doughnuts, so we'll discuss the history of the city's foundation and the design of these blocks after we duck into one of our favorite shops and grab a treat. We'll visit the South Waterfront, an inner Eastside neighborhood, and give you lots of foodie ideas before we drop you off!

$75.00

4.9/5

2 h

Essential Portland Oregon Bike and E-Bike Tour!

Explore Portland, Oregon! This signature bike tour is an ideal introduction to the City of Roses. Visit historic Old Town, pedal the Waterfront Park Esplanade, cruise the Green Park Block corridors, Portland State University and explore the Pearl District with our experienced guides and comfortable rides. E-bikes available! Important - • Minimum age is 10 years • Minimum height of 4'11" to participate

$54.00

4.9/5

2 h 30 mins

Portland's Best Chocolate and Coffee Walking Tour

Portland's chocolate scene is overwhelming; let us navigate you through its origins, passionate makers, and diversity with this walking tour that delves into what some call "decadence" but we call "delight." And we couldn't cover chocolate without the roasted seed of our other favorite tropical berry: coffee! Portland is known as the heart of the craft coffee roasting world, with so many small roasters, coffee lovers that we are, we struggle to taste them all. Our tour hits both the well-known highlights and some of the secrets of the chocolate scene, with a few surprises we don't want to give away. The tour in total is about 2.0 miles (3.5km), mostly flat walking, with tastings of chocolate and coffee -- just the right amount so you'll have the opportunity to truly savor every sip and bite! We keep groups very small, so you'll have an intimate experience with your enthusiastic guides. (Contact us for larger groups or private experiences; we are happy to accommodate!)