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Romantic Guide to Portland

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Portland's hip and laid-back atmosphere makes it a great place for couples looking for a quick getaway. Known for its great outdoors, delicious food trucks, and endless art and music scene, this is a place with plenty to explore — perfect for a weekend trip or mini 3- to 5-day vacation. Below is a mix of outdoor and indoor activities you and your loved one can enjoy in Portland.

Good for
  • Couples
  • History Buff
  • Art and Architecture Lover
  • Nightlife Seeker
  • Nature Lover
  • Foodie
  • Peace and Quiet Seeker
  • Beach Goer
  • Luxury Traveller
  • Thrifty Traveller
  • Trendsetter
  • Like a Local

10 Places

8 City Tips

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Map

10 Places

Columbia River Gorge National Scenic Area

Nature & Wildlife Areas, Bodies of Water

The DragonTree

Spas

Cycle Portland Bike Tours & Rentals

Equipment Hire, Bike Tours

Portland Food Cart Tours

Food Tours

Portland Saturday Market

Flea & Street Markets

International Rose Test Garden

Gardens

Departure Restaurant and Lounge

Restaurants

Living Room Theater

Theatres, Dinner Theatres

Jimmy Mak's

Bars & Clubs, Jazz Clubs & Bars

Cannon Beach

Beaches

Susan S's City Tips

  • Portland is famous for its biking culture. You can easily rent bikes and cruise around the city.
  • Brunch is amazing is Portland. Pearl District, Hawthorne, and Old Town have many great brunch options..
  • Portland is known for its rain during the fall, winter, and spring. Be sure to bring an umbrella or rain jacket.
  • Tip between 15% and 20% at restaurants and bars.
  • If you're traveling down from Vancouver or Seattle, take the Bolt Bus instead of the train. The bus is faster, more comfortable, and takes you right to Downtown Portland.
  • Snack at the food trucks. Portland is famous for its food trucks, and this is a great way to try a bit of everything.
  • Portland has no sales tax, so it's a great place to do some shopping.
  • Go art gallery hopping! Portland is home to many talented artists, so if you have time, plan a visit to the galleries.
  • Save
    Columbia River Gorge National Scenic Area
    Nature & Wildlife Areas, Bodies of Water
    See more photos
    Susan S Says:

    The Columbia River Gorge is a definite must-see for those who love the outdoors. Whether it be hiking, biking, kayaking, or camping, there are plenty of outdoor activities to take part in. The beautiful falls and breathtaking views make this a worthwhile romantic destination.

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Parking can be hard to find later in the afternoon, so try to get there early in the morning.
    • It rains quite a bit in Portland, so wear waterproof shoes.
    • Weekends are usually packed, so try to go on a weekday to avoid crowds.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #1 of 2,263 things to do in Oregon
    Certificate of Excellence 2014
    • Breathtaking 19/09/2017
    • Beautiful Oregon 19/09/2017
    • Columbia River Gorge National Scenic Area
    Phone:
    +1 541-308-1700
    Other:
  • Save
    The DragonTree
    Spas
    See more photos
    Susan S Says:

    Tired after a long day of hiking? Book a spa date at The DragonTree, which is known for its cozy, relaxing, and quaint atmosphere.

    Good for
    • Solo
    • Peace and Quiet Seeker
    • Friends
    • Couples
    • Senior
    • Luxury Traveller
    Tips
    • After your spa date, take a stroll around the Pearl District. There are many great coffee shops and boutiques in the area.
    • A treatment (of two) at The DragonTree makes for a great anniversary gift.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #3 of 44 Spas & Wellness in Portland
    • Good spa but could be great! 14/08/2017
    • This *used* to be my favorite... 05/05/2017
    • The DragonTree
    Address:
    2768 Northwest Thurman Street
    Portland, OR 97210-2205
    Phone:
    +1 503-221-4123
    Other:
  • Save
    Cycle Portland Bike Tours & Rentals
    Equipment Hire, Bike Tours
    See more photos
    Susan S Says:

    Portland is the bike capital of America, so exploring it by bike is pretty much a necessity. A bike tour is a great way to cover a lot of the city within a small amount of time, and it's also a fun way to get active together.

    Good for
    • Trendsetter
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Family
    • Art and Architecture Lover
    • Nature Lover
    Tips
    • This is a popular activity for tourists, so try making your reservations early, especially if you're going over a long weekend.
    • You can also rent your own bikes and go at your own pace. Prices are reasonable and biking is a fun way to see Portland!
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #3 of 86 Outdoor Activities in Portland
    Certificate of Excellence 2014
    • City tour 22/09/2017
    • Brewery Bike Tour 19/09/2017
    • Cycle Portland Bike Tours & Rentals
    Address:
    117 NW 2nd Ave
    Downtown
    Portland, OR 97209-3903
    Phone:
    +1 844-739-2453
    Hours:
    Sun - Sat
    09:00 - 18:00
    Other:
  • Save
    Portland Food Cart Tours
    Food Tours
    See more photos
    Susan S Says:

    They say that the road to the heart is through the stomach, so why not give your stomach (and heart) a lot of fuel by exploring Portland's famous food carts? You'll get to tour the city and also sample some excellent eats.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    Tips
    • Tours take place at noon every day but Sunday.
    • You'll be on your feet a lot, so wear comfortable shoes.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #19 of 85 Food & Drink in Portland
    Certificate of Excellence 2014
    • Marco Polo rules 22/09/2017
    • Great tour. I highly recommend 21/09/2017
    • Portland Food Cart Tours
    Address:
    999 SW Washington
    Portland, OR 97204
    Phone:
    +1 503-896-2771
    Other:
  • Save
    Portland Saturday Market
    Flea & Street Markets
    See more photos
    Susan S Says:

    If you're in Portland over a weekend, be sure to check out the Portland Saturday Market, which showcases many local artists on Saturdays and Sundays. The art is incredible, and so is the waterfront location — the perfect place for a casual stroll on a weekend afternoon!

    Good for
    • Foodie
    • Trendsetter
    • Hidden Gems
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Shopping Fanatic
    • Family
    • Art and Architecture Lover
    Tips
    • The market is only open on weekends, except for over the holidays, when it is open daily (starting two weeks before Christmas).
    • If you're looking for a quick lunch, check out the food court. It is actually quite delicious and has a lot of variety, too!
    • This is a great area to walk off that big brunch!
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #16 of 453 things to do in Portland
    Certificate of Excellence 2014
    • A great place to visit for food, fun items and great people watching. 24/09/2017
    • Eclectic fun 20/09/2017
    • Portland Saturday Market
    Address:
    108 W Burnside St
    Portland, OR 97209-4008
    Phone:
    +1 503-222-6072
    Hours:
    Sun
    11:00 - 16:30
    Sat
    10:00 - 17:00
    Other:
  • Save
    International Rose Test Garden
    Gardens
    See more photos
    Susan S Says:

    The International Rose Test Garden (also known as the Portland Rose Garden) is known as the oldest public garden in America. As its name implies, the garden's primary purpose is to test new rose varieties, and it's the oldest rose testing program in the country. Each year, the city of Portland awards a Gold Medal to the best introductions, which are then planted in the Gold Medal Garden. All the beauty of the place makes it an ideal spot for a hand-in-hand stroll.

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • The best time to go is in June. It doesn't rain as much in June and the roses are plentiful during this time of the year.
    • Admission is free.
    • Bring snacks and water, as there aren't many dining options around the garden.
    • The garden is open from 7:30am to 9pm daily.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #1 of 453 things to do in Portland
    Certificate of Excellence 2014
    • Even if you're not a rose aficionado, this garden is beautiful to visit! 23/09/2017
    • Magnificent 23/09/2017
    • International Rose Test Garden
    Address:
    400 SW Kingston Ave
    Portland, OR 97205-5883
    Phone:
    +1 503-823-3636
    Other:
  • Save
    Departure Restaurant and Lounge
    Restaurants (Japanese, Sushi, Asian)
    See more photos
    Susan S Says:

    Departure Restaurant and Lounge is a posh place to bring a date. From the 15th floor of The Nines Hotel, you will enjoy beautiful views of the city, especially in the outdoor dining room. Don't forget to dress up for the occasion!

    Good for
    • Foodie
    • Luxury Traveller
    • Trendsetter
    • Solo
    • Friends
    • Couples
    • Senior
    • Nightlife Seeker
    Tips
    • If you're looking for a quick snack and a few drinks, go during Happy Hour, from 4-6pm.
    • Go close to sunset. The views during sunset are spectacular and will add more romance to your date.
    • As this is a popular dining spot, so book a table in advance.
    Plan to stay:/
    1-2 hours
    From the community
    Ranked #29 of 3,067 restaurants in Portland
    Certificate of Excellence 2014
    • Interesting Take on Modern Asian Cuisine 19/09/2017
    • Sugary drinks and meh views 09/09/2017
    • Departure Restaurant and Lounge
    Address:
    525 S.W. Morrison St
    Portland, OR 97204-1440
    Phone:
    +1 503-802-5370
    Price range:
    US$15 - US$20
    Hours:
    Sun - Thu
    16:00 - 00:00
    Fri - Sat
    16:00 - 01:00
    Other:
  • Save
    Living Room Theater
    Theatres, Dinner Theatres
    See more photos
    Susan S Says:

    For a low-key date, check out the Living Room Theater. Popular for its independent films and comfortable atmosphere, this is a great place to relax, order food and drinks, and sit back and enjoy the movie!

    Good for
    • Thrifty Traveller
    • Solo
    • Friends
    • History Buff
    • Couples
    • Senior
    • Family
    • Art and Architecture Lover
    Tips
    • The theater offers reduced price movies on Mondays and Tuesdays.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #3 of 48 Concerts & Shows in Portland
    • Great surprise 21/09/2017
    • So much fun. 11/09/2017
    • Living Room Theater
    Address:
    341 SW 10th Ave
    Portland, OR 97205-2811
    Phone:
    +1 971-222-2010
    Hours:
    Sun - Sat
    11:30 - 00:00
    Other:
  • Save
    Jimmy Mak's
    Bars & Clubs, Jazz Clubs & Bars
    See more photos
    Susan S Says:

    Conveniently located in the Pearl District, Jimmy Mak's, is a great spot to enjoy great tunes and food. It is an absolute must-see spot for jazz lovers.

    Good for
    • Trendsetter
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Art and Architecture Lover
    • Nightlife Seeker
    Tips
    • Live music begins at 8pm. If you're planning to go on the weekend, try to get there earlier, and enjoy some food before the music starts.
    Plan to stay:/
    2-3 hours
    From the community
    Ranked #8 of 215 Nightlife in Portland
    • Jimmy's is gone but Jack is not! 03/07/2017
    • Alas, it's closed 17/02/2017
    • Jimmy Mak's
    Address:
    221 NW 10th Ave
    Portland, OR 97209-3108
    Phone:
    +1 503-295-6542
    Other:
  • Save
    Cannon Beach
    Beaches
    See more photos
    Susan S Says:

    If you have extra time for a quick getaway, take a day trip or spend a night or two at Cannon Beach, about an hour and a half drive away from Portland. Take a romantic stroll, watch the sunset on the beach, and top off the evening at one of the waterfront restaurants. There are plenty of options to choose from.

    Good for
    • Peace and Quiet Seeker
    • Beach Goer
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Parking can be hard to find during long weekends and public holidays. If you can, plan a trip to Cannon Beach during the work week.
    • Fly a kite on the beach! There are kite shops nearby where you can buy one at a reasonable price.
    • Don't forget to check out the haystack while you're there.
    Plan to stay:/
    More than 3 hours
    From the community
    Ranked #2 of 29 things to do in Cannon Beach
    Certificate of Excellence 2014
    • Quaint Beach Town 23/09/2017
    • Nice beach 22/09/2017
    • Cannon Beach
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