Travel Portland: Indulgent Dining, Dreamy Stays & Romantic Adventures

Indulgent Dining, Dreamy Stays, and Romantic Adventures in the City of Roses

Are you looking to explore Portland for festive, romantic, or unique experiences to make core memories? Portland, Oregon, is known for having activities for everyone! The restaurant scene has everything from quiet and close to quirky and adventurous, whether you are seeking a delicious culinary escapade, simple bites, a romantic getaway, or a moment of adventure! Join us as we reveal what the City of Roses has to offer. We welcome you to Stay, Play, Dine with Where To Eat Guide!

Where To Play

Romantic Hike to the Witch’s Castle:

Start the day with a morning hike in Macleay Park. This hike is excellent for beginners, families, and people who enjoy curious trails. While walking this trail, you will find yourself at The Witch’s Castle, a legend-filled stone ruin with many curious secrets. 

Address: Wildwood Trail - Portland, OR 97210

The Arlene Schnitzer Concert Hall:

Find yourself in a world of possibilities by attending a performance at the Arlene Schnitzer concert hall. February is filled with music from George Gershwin, Tchaikovsky, and Beethoven, and even watching the classic film Casablanca or diving into Jurassic Park's world! 

Address: 1037 SW Broadway, Portland, OR 97205

Ticket Information

Studio One Theaters:

Have you ever wanted to feel like you were watching a new movie in a penthouse? Studio One Theaters provides the comfort of a penthouse living room in a select range of themes while serving you delicious dinner or delectable popcorn selections. They even have specials where the audience must be 21+! 

Address: 3945 SE Powell Blvd, Portland Oregon 97202

Where To Eat

Shalom Y’all:

Food is an art form, and many restaurants in PDX offer a beautiful menu that captures your attention and will also trap your taste buds in delicious delight. Shalom Y’all is a little hidden gem that will take you across the seas right to the Mediterranean. With an open-concept kitchen, visitors are given an inside scoop on what happens in the kitchen that brings flavor-filled food straight to your table. Perfect for sharing and group meals with the solace of private, quiet tables.

Address: 117 SE Taylor St, Portland Oregon 97214 

Akâdi PDX:

Akâdi PDX is a low-key eatery with BIG flavor and will WOW anyone walking through their doors. With superb staff and occasional dance nights or cooking classes, Akâdi PDX serves traditional West African food spiced to perfection. With hands-on food, chill vibes, and a central location, Akâdi offers two menus that rotate seasonally. Both menus are essentially the same, and only one is vegan-friendly! 

Address: 1001 SE Division St, Portland, OR 97202


Shucking away from the ordinary dinner dates, let’s dive into the tantalizing world of oysters, where every shell holds a tasty morsel with the potential for a bit of romance. Jacqueline is a seasonal seafood cocktail bar that delivers the fresh taste of the sea straight to your table. Reservations are not required but greatly recommended, and you will not be disappointed by the passion-sparking reputation of these oysters! 

Address: 2039 SE Clinton St, Portland, OR 97202

Where To Stay

The Fulton House Bed and Breakfast:

Are you looking for a cozy, romantic weekend getaway? The Fulton House Bed and Breakfast is a beautiful place to relax and feel like you have been transported into the 1880s. It has modern amenities and a delicious breakfast menu. Enjoy the beautiful sunrise and relax with a nice hot cup of tea! 

Address: 7006 S Virginia Ave, Portland, OR 97219

McMenamins Kennedy School:

We all love the nostalgia of going to McMenamins, but have you ever relaxed in the soaking pool at the McMenamins Kennedy School? The Kennedy School is not only a rediscovered old school building, but you can enjoy a weekend getaway with the fun and unique themes in their hotel, soaking spa, brunch menu, dinner menu, and scavenger hunt! There are 57 guest rooms with private baths, several minibars, and a theater on site! 

Address: 5736 NE 33rd Ave, Portland, OR 97211

Hotel Eastlund:

Discover the contemporary luxury and comfort of Hotel Eastlund while on your weekend retreat. Right in the heart of Portland’s Eastside, Hotel Eastlund is part of the Best Western Premier collection, and it provides beautiful panoramic views, a rooftop restaurant, and the convenience of being close to the Moda Center, The Oregon Convention Center, and the Lloyd Center Mall. This hotel is perfect for business and leisure travel. Go where the night takes you, and enjoy a weekend getaway at The Hotel Eastlund. Oh and make sure to get dinner reservations at Metropolitan Tavern rooftop restaurant

Address: 1021 NE Grand Ave, Portland, OR 97232