Quick Guide to A 3-Day trip to Portland, OR with Friends

Girls just wanna have fun, and that could never be more true than when you get a group of gals together to celebrate their friend who is about to get married. We tease, we gossip, we giggle. It’s all good fun. If we can do it in a rehabbed industrial city like Portland, Oregon then we know we are in for a festive time.

Portland serves up a colorful backdrop for a bachelorette party or a simple girls’ getaway. There is no question that there is great food, but did you know there is also shopping (tax-free in Oregon!), and spa treatments that can make you forget your cares for an hour or two.

It’s not easy to plan a large group girls’ weekend though. It takes extra thought, coordinating everyone’s likes and schedules, and above all, remaining flexible when plans (and moods) change. Hop along on the gal pal train as I dissect what goes into a great female-only escape to Seattle’s southern sister.

Portland Oregon, Made in Oregon Old Town Sign
Made in Oregon Old Town Sign in Portland

Tips

  • If you have more than 2 friends traveling, put one person in charge. Everyone can have input, but one person can keep track and make sure all of the details are sorted before you leave.
  • Know ahead of time if it is OK for everyone to wander off on her own, or in smaller groups, or if everyone should be sticking together.
  • Plan for downtime, or the option for downtime. Some may want to sit in a coffee shop while others want to continue shopping or sightseeing

Apps for Planning and Sharing Expenses

  • Tab (Free): Snap a picture of the bill and tag the items you ate/drank. Tax and tip are calculated for you. No more complicated math equations!
  • Splitwise (Free): This app helps you figure out who paid for what and how much is owed to whom at the end of the weekend. You can add hotel bills, theater tickets, tips, etc. to the app and never have to “owe” your friends again.

Social Media Fun

If you have a group of gals who are totally plugged in why not create a hashtag that you all use so you can follow each other’s photos and share with more friends and your family back home? #PDXGirlsGetaway or #PortlandGirlsWeekend are long but get your point across.

Lan Su Chinese Garden in Portland, Oregon
Lan Su Chinese Garden in Portland, Oregon

Friday

  • Arrive in Portland
  • Check into a hotel or rental house
  • Late-night happy hour at Bartini

Saturday

  • Coffee and pastries at a local bakery (Helen Bernhard was pretty delicious)
  • Mid-morning spa appointments at Dosha Salon & Spa
  • Saturday Market and tax-free shopping downtown
  • Lunch at a food cart or Saturday Market
  • Afternoon at the Chinese Garden, or ice cream at Salt & Straw
  • Freshen up and hit the theater OR plan for dancing later in the evening
  • Happy hour or dinner at Gracie’s in Hotel deLuxe
  • Dancing or head back to your hotel for a chick flick movie fest
Dining al fresco in Portland, Oregon
Dining al fresco in Portland, Oregon

Sunday

  • Time to get out of downtown and explore the neighborhoods
  • Brunch at Mother’s Bistro
  • Shop boutiques like Lark Press while you sip on a latte from Never Coffee
  • Head down to the Sunnyside neighborhood for unique housewares, jewelry, and other trinkets you just can’t live without
  • Drive to the airport or back to your home city
Cherry blossoms in bloom in Portland Oregon in spring
Spring cherry blossoms along the river in Portland, OR

Where to Stay

Kimpton’s Hotel Vintage Park: Spring for a suite for you and your gals downtown. The funky décor, evening wine hour, morning coffee bar, and boutique atmosphere make it the perfect home base for your girls’ weekend. Great shops, restaurants, and entertainment are within walking distance.

What to Do

  • Visit Dosha Salon and Spa, 3490 SE Hawthorne Blvd, Portland, OR 97214. This spa is continually voted the best in the city and is very reasonably priced.)
  • International Rose Test Garden, 400 SW Kingston Ave, Portland, OR 97205
  • Lan Su Chinese Garden, 239 NW Everett St, Portland, OR 97209
  • Shop the boutiques in the neighborhoods of Portland
  • Portland Saturday Market, Tom McCall Waterfront Park, 2 SW Naito Pkwy, Portland, OR 97204
  • Get lost in Powell’s Books (1005 W Burnside St, Portland, OR 97209)
Coffee and latte art in Portland, OR
Lavender latte at a coffee shop in Portland, OR

Where to Eat

  • Food carts: Have breakfast, lunch, or dinner at Portland Oregon’s renowned food carts where you can find something to please the whole gang.
  • Breakfast and Coffee
    • Helen Bernhard Bakery, 1717 NE Broadway. Pick up an apple turnover. Your welcome.
    • Never Coffee537 SW 12th Ave, Portland, OR 97205.
  • Snacks
    • Salt & Straw2035 NE Alberta Street. Very unique flavors grace the boards of this sweet and savory ice cream shop (now found across the country, but this is where it all started).
    • Papa Haydn, 701 NW 23rd Avenue. Decadent cakes, tarts, macarons, and ice cream topped with yummies will have you swooning for more.
  • Drinks
    • Raven’s Manor, 235 SW 1st Ave, Portland, OR 97204.
    • Scotch Lodge, 215 SE 9th Ave #102, Portland, OR 97214.
    • Dirty Pretty, 638 E Burnside St, Portland, OR 97214.
  • Dinner
    • Oven and Shaker, 1134 NW Everett St, Portland, OR 97209. Don’t let the smaller menu scare you. This pizza joint serves up artisanal pies, small plates, and salads your whole party can enjoy.
    • Gracie’s, 729 SW 15th Avenue (in Hotel DeLuxe). Locally sourced produce and meats in a 50’s supper club atmosphere. Don’t forget to indulge in that second champagne cocktail. It’s worth the calories.
    • Deschutes Brewery Public House1044 NW Bond Street. Order the beer sampler and anyone of the items on their starter and entrée menus. Our favorites were the French Onion Soup, Butter Leaf Salad, Grilled Washington Pear and Goat Cheese Flatbread, and Elk Burger. Don’t make the same mistake we did; save room for dessert!

14 thoughts on “Quick Guide to A 3-Day trip to Portland, OR with Friends”

  1. Amy @ The Q Family

    Great tips! How do you decide where to go? I think that’s what my friends and I stumble upon the most. We can’t pick. What make you pick Portland? Do you make it an annual trip?

    1. Keryn @ Walking On Travels

      Great questions Amy! And you are making me think a follow up post is in order for this one. Portland is a not brainer. It has tax free shopping, is a bit sunnier and warmer than Seattle, but is an easy 3 hour drive. After our last trip, we do think we will be going down more often to explore and get pampered, but I also have California on my mind for the next girls getaway.

  2. Lisa Wood

    WOW – that sounds so magical. But what did you do with your boys? We would love an adult weekend but no-one is keen to look after our family!!!
    Actually a girly weekend sounds so very nice 🙂

  3. Tonya @ The Traveling Praters

    My favorite tips? Girls getaways aren’t something my friends’ are normally up for, but then we are a bit older. 🙂 I’m more apt to do things with my friends one on one. A quick afternoon spent browsing antique stores & grabbing a bite to eat, etc.

    Also, many of my friends’ don’t know each other and I’m not sure some of them would even like one another. 🙂 In that case, I guess I’d suggest that everyone try to plan to get together and spend a day shopping together before the big trip if at all possible just to introduce one another and make sure personalities mesh.

  4. Becca@ R We There Yet Mom?

    I do the same thing with a group of girls I met through blogging each year – we go to a different “host” city. So much fun!

    Love the app suggestions – those are great!

    Thanks for linking up!

  5. Lisa

    Sounds like a great weekend! I love the hashtag idea – so much fun!!

  6. Bethaney - Flashpacker Family

    Sign me up!!!! Looks like the perfect weekend away with the girls. I might need you to repeat it with me when we come to Seattle!

  7. Bexter

    What a great plan for a memorable weekend. You’ve pretty much thought of everything and have taken out all the “guess work”. Thanks so much!

  8. Kathryn

    Keryn, you are obviously a very organised person and the one to take charge. Itinerary sounded and looked great.

  9. lola

    you all look so pretty & it sounded like SO MUCH FUN!! i love the RECEIPT NINJA app just for the name alone. so clever!!

  10. jade

    Looks like a fun weekend! Portland is still this city that intrigues us but we’ve yet to visit! Need to get up there soon!

  11. Jenna

    So many things here I wouldn’t have thought of. Looks so FUN!

  12. Christy

    Great tips. I’ll have to put these to use on our next trip with friends!

  13. Susan

    Great tips, Keryn! I love those app suggestions.

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