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

A Fun-Filled Day Trip to Portland, USA

As a tourist, a visit to Portland, United States is guaranteed to be an amazing and unforgettable experience. From picturesque parks to vibrant neighborhoods, the city is bustling with countless attractions and activities that cater to all interests. The food scene in Portland is also noteworthy, with a variety of restaurants offering delicious and diverse cuisines.

Portland on a Budget: Cheap Thrills Galore

Experience the charm and quirkiness of Portland without breaking the bank. Explore the city's vibrant food and arts scene through affordable food trucks and free galleries. Stay in budget-friendly accommodations like hostels or Airbnb rentals and save money for outdoor adventures, including hiking in nearby national parks and scenic drives along the Pacific coast.

The Ultimate Weekend Guide to Portland, USA

"Portland is a city that truly has it all for tourists. From the diverse food scene, to the stunning outdoors and beautiful city attractions, every visitor will find something to love. The unique neighborhoods of Hawthorne and Alberta provide an eclectic and vibrant atmosphere to explore, while the breathtaking Columbia River Gorge and Mount Hood offer incredible natural landscapes to experience."

Portland Playtime: 5 Days of Family Fun

Portland, United States offers a perfect family-friendly trip with exciting activities for all ages. Experience the beauty of Portland's lush parks and gardens, such as the stunning Washington Park or the enchanting International Rose Test Garden. Explore the Oregon Zoo, join interactive museums like the Oregon Museum of Science and Industry, and indulge in delicious food options at the vibrant food carts downtown.