Fall in love: A 5-day romantic escape to Portland

Discover love and adventure in the quirky city of Portland.

22 April 2023

Portland is a vibrant, quirky city that offers a charming and romantic escape for couples. From quaint cafes and cozy restaurants to stunning natural scenery and a thriving arts scene, Portland has something to offer for all couples looking to reconnect and relax. Whether it's exploring the city's picturesque neighborhoods or sipping wine in the Willamette Valley, a romantic getaway in Portland will surely ignite the flame.

Save and get deals

Travel plan

Getting latest place information
Day 1

Love is in the air

  • Check in at The Benson Hotel, a historic beauty with an enchanting lobby
  • Take a romantic stroll through the Portland Japanese Garden
  • Visit Powell's City of Books, a bookworm's paradise
  • Enjoy some craft beer at Deschutes Brewery Public House
  • End the day with a cozy dinner and wine at Lechon, a Latin American eatery with rustic charm
Day 2

Creative vibes

  • Grab breakfast at Tasty n Alder, a trendy spot known for its brunch
  • Hit up the Portland Art Museum, home to a diverse collection of art
  • Explore the whimsical Portland Saturday Market, featuring local artisans' crafts
  • Indulge in some delicious ice cream at Salt & Straw
  • Take a painting or pottery class at ADX, a maker's space that encourages creativity
  • Dine at Ned Ludd, a farm to table restaurant that uses wood fired cooking techniques
Day 3

Nature calls

  • Get up early to head out to Multnomah Falls, an iconic waterfall in the Columbia River Gorge
  • Take a hike in Forest Park, a sprawling urban forest with trails galore
  • Lunch at Pine State Biscuits, serving some seriously delicious biscuit sandwiches
  • Explore the Portland International Rose Test Garden, a peaceful haven of roses
  • Enjoy some cocktails at Departure, a rooftop bar with stunning views of the city
  • Dinner at Farm Spirit, a farm to table restaurant with a unique multi-course vegan menu
Day 4

Quirky Portland

  • Start the day with breakfast at Screen Door, serving Southern-style breakfast
  • See the world's largest in-flight bird collection at the Oregon Museum of Science and Industry
  • Visit the Freakybuttrue Peculiarium, an oddities museum and gift shop
  • Take a stroll through the International Test Rose Garden
  • Have a drink with a ghost at The White Eagle Saloon, a haunted bar with live music
  • Dine at Pok Pok, a Thai food institution serving up authentic dishes
Day 5

Goodbye Portland

  • Enjoy one last breakfast at Mother's Bistro & Bar, a cozy spot with classic American breakfast
  • Visit the Portland Farmers Market, offering fresh produce, artisan goods and more
  • Relax at Powell Butte Nature Park—the highest point in the city with scenic views
  • Lunch at Tusk, a Middle Eastern inspired restaurant with trendy decor
  • Head to the airport and say goodbye to this eclectic city with hearts full of love and memories to cherish.

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.

 Save and get deals

Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Portland: 3 Days of Eclectic Adventures on a Budget

A family-friendly trip to Portland, United States would offer a blend of outdoor adventures, cultural experiences, and delicious food. Explore the stunning natural landscapes like Washington Park and Forest Park with its hiking trails and scenic viewpoints. Engage with interactive educational exhibits at the Oregon Museum of Science and Industry, and indulge in Portland's renowned food scene, including quirky food carts, farm-to-table restaurants, and kid-friendly eateries.

Four Days of Family Fun: Portland's Quirky Adventures

Embark on a family-friendly adventure in Portland, United States, filled with captivating sights and activities for all ages. Explore the enchanting Oregon Zoo, where kids can get up close and personal with a variety of animals. Discover the interactive exhibits at the Oregon Museum of Science and Industry or take a scenic hike through Forest Park for an unforgettable nature experience that the whole family will treasure.

Sweet Escape: A 3-Day Romantic Trip to Portland

Portland is a splendid city in the United States that offers amazing romantic experiences to travelers. Couples can take a stroll through the enchanting Lan Su Chinese Garden, indulge in exquisite dining at award-winning restaurants, and explore the beautiful downtown area while hand in hand. With an array of elegant hotels and plenty of entertainment options, Portland is perfect for a romantic getaway.

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.