A Weekend Adventure: Romantic Portland Getaway

Discover Romance in the Hipster Haven of Portland.

03 May 2023

A romantic trip to Portland, United States is the perfect getaway for couples who want to explore the beautiful and lush city. From visiting the famous Portland Japanese Garden to taking a hike up Mount Tabor, there are many romantic activities to enjoy. Indulge in local cuisine, explore the stunning art galleries, and savor a glass of wine at one of the city's many vineyards to make your trip truly unforgettable.

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Travel plan

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Day 1

Let's Get Weird

  • Stay at Hotel Monaco Portland for luxury & romance. Start your trip to the city of weird with these must-see activities:
  • Visit the best doughnut shop in the world Voodoo Doughnut
  • Take a stroll through the famous Powell's City of Books
  • Explore the funky and artsy neighborhood of Alberta Street
  • Indulge in a dinner at Le Pigeon, where they turn classic French dishes into unique masterpieces
  • End the day with drinks at the iconic McMenamins Kennedy School, a former elementary school turned pub
Day 2

Nature Escape

  • Get your hiking gear out and explore the natural wonders around Portland.
  • Drive out to Columbia River Gorge, just 45 minutes from the city for scenic hikes with a view of waterfalls
  • Stop by Multnomah Falls, the tallest waterfall in Oregon, also located in Columbia River Gorge
  • Head back to the city for lunch at the Portland Food Hall and try the city's famous food carts
  • Take a stroll through the Japanese Garden for a serene escape from the city chaos
  • Enjoy a fancy dinner at Departure, a sleek rooftop restaurant with a view of the downtown skyline
Day 3

Get Buzzed

  • Portland has made a name for itself with its beer and coffee culture. Head out for a day of tasting and trying out the best.
  • Visit the famous Stumptown Coffee and try their iconic cold brew
  • Take a beer tour of the city's best breweries including Rogue Ales & Spirits, Deschutes Brewery and the Widmer Brothers Brewing
  • Grab lunch at the Pine Street Market, a food hall that features everything from lobster rolls to poké
  • End the day with drinks at the Teardrop Lounge, a speakeasy-style bar with award-winning cocktails
Day 4

Last Minute Shopping

  • End your trip with some last-minute shopping and sights.
  • Visit the famous Portland Saturday Market for handmade arts and crafts
  • Shop for vintage treasures at the Red Fox Vintage
  • Grab brunch at the Tasty n Alder, a must-visit restaurant for brunch lovers
  • Check out the Pittock Mansion for a glimpse into the history of Portland
  • Finally, end your trip with a sunset viewing at Council Crest Park, the highest point in Portland with 360-degree views of the city and mountains.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The best way to get to Portland, United States by plane is by flying into Portland International Airport (PDX). Major airlines such as American Airlines, Delta, United, and Southwest operate flights to PDX from major cities across the United States.

Car

Driving to Portland, United States is an excellent way to explore the Pacific Northwest region. You can take Interstate 5 (I-5) south from Seattle or north from San Francisco, depending on your starting location. The drive to Portland takes about 3 hours from Seattle and about 11 hours from San Francisco.

Train

Unfortunately, there are no passenger train services that operate to Portland, United States. Therefore, train is not a recommended mode of transportation to get to Portland.

Boat

Traveling to Portland, United States by boat is not a convenient way of transportation. However, there are some cruise lines that operate seasonal routes to the city, such as Princess Cruises and Celebrity Cruises. The cruise ships dock at the Port of Portland, which is located in the city center.

Bus

One of the best ways to get to Portland, United States by bus is by taking the Greyhound bus service. Greyhound operates daily services to Portland from several cities in the United States, including Seattle, San Francisco, and Los Angeles. Greyhound buses arrive at the Portland Bus Station.

Destination

Portland

Welcome to the city where everyone has a beard, yet somehow still manages to look unique. Portland is where hipsters go to retire and be cool.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Portland: A Romantic Adventure in 48 Hours

Experience the perfect romantic getaway in Portland, United States. Wander through the striking gardens of the International Rose Test Garden or explore the breathtaking Multnomah Falls as you reconnect with your partner. Sample local food and drink at the endless selection of breweries, restaurants and cafes that Portland has to offer.

Portland on a Budget: A 5-Day Adventure

Experience the eclectic lifestyle of Portland without breaking the bank on a limited budget trip. Enjoy organic food trucks, microbreweries, and food carts for a pocket-friendly culinary tour. Explore the natural beauty of the city by hiking, cycling, or walking along the Oregon Coast Trail or through Forest Park at no cost.

Explore Portland's Culture and Nature on a Budget

Portland offers a thriving art, music, and food scene on a limited budget. Take advantage of the city's free and low-cost events, such as exploring the incredible local parks or visiting the Portland Art Museum on its free admission days. Savor the unique cuisine at the city's food truck pods and local breweries, which offer affordable dining options.

Portland Delight: A Romantic Day Trip Guide

A romantic trip to Portland, United States promises a delightful blend of urban sophistication and natural beauty. Take a walk through the picturesque Portland Japanese Garden, indulge in a foodie experience with the city's famous food trucks, or sip on handcrafted cocktails at one of the city's cozy bars. With its charming neighborhood streets and scenic waterfront, Portland is the perfect destination for couples seeking a romantic escapade.