Two Wandering Soles

Two Wandering Soles Now we're living in Chiang Mai, Thailand!

👋🏼 Hey, we're Katie and Ben!
🏔️ PNW Adventure Travel Family
🌏 Helping parents plan Unique Trips with Kids
📍Bend, OR 💎 hidden gem obsessed
💌 [email protected]
👇🏼 grab our custom PNW Map

https://www.twowanderingsoles.com/pnw-map We are backpack-wearing, camera-toting, coffee-loving travelers who are passionate about showing others how they can travel responsibly & adventurously on any bud

get -- big or small. Shortly after getting married, we quit our comfortable jobs, booked an absurdly cheap flight to Colombia, and left behind everything that didn’t fit into our backpacks.

-- UN Responsible Travel Winner --

Our wanderings have since taken us to South Korea where we taught English for a year. In our other travels, we have backpacked in SE Asia and Eastern Europe, became temporary ski bums in Washington state, and road tripped in a converted campervan through the Western US.

Things to do in Bend (when the weather isn’t cooperating!) ⛈️💧☔️
👉🏼 Save this for the next bad weather day + follow Kati...
09/03/2026

Things to do in Bend (when the weather isn’t cooperating!) ⛈️💧☔️

👉🏼 Save this for the next bad weather day + follow Katie & Ben | PNW Adventure Travel Family for more Bend tips!

☔️ For what it’s worth: I love seeing rain in the forecast in August, but I know it’s not ideal when you’re visiting or hosting people. Hopefully these ideas help 🫶🏼

I feel like these ideas can be great no matter the type of weather you’re trying to avoid (smoke, rain, wind, snow).

🏊🏼‍♀️ MCMENAMINS SOAKING POOL
Turkish-style soaking pool, grab a drink before you go in. Reservations required.

📼 THE LAST BLOCKBUSTER
Cheap rentals, a Red Vine porter, and 90s nostalgia. Open daily 10:30am-9pm

🛠️ DIY CAVE
Woodworking, stained glass, knife forging, and more. Classes posted online

📚 CENTRAL LIBRARY
Brand new, three floors, coffee shop, kids play area, reservable rooms

🏊🏼‍♀️ LARKSPUR POOL
Indoor pool with a lazy river, great for families. $8-$10/person

🎬 UNIQUE MOVIE THEATER
Bend has not one, but TWO unique movie theaters: McMenamins & Tin Pan. Read the description on the slide to see which sounds best for you

🍺 DESCHUTES BREWERY TOUR
Guided 1-hour tours daily, $15 with a beverage included. Reservations required

🏺 SYNERGY CERAMICS
We’ve both taken classes here and loved it, they run date nights almost every month

🥃 DRINKS AT A SPEAKEASY
Search for the Broom Closet Speakeasy at McMenamins

🍽️ THE GROVE FOOD HALL
Tons of options, plenty of indoor seating; Base Camp just opened too

🚪 FIND THE SECRET ROOMS AT MCMENAMINS
Make it a mission to find the secret rooms hidden around the property!

🍷 WINE TASTING
Perfect for a date night or girls’ night, lots of spots around town (Amaterra & Olvi are both nice, but super different vibes)

🥾 LAVA RIVER CAVE
Mile-long lava tube under the highway, timed entry 9am-2pm

🎤 VOLCANIC THEATRE PUB
Intimate venue, some surprisingly big-name shows, check their calendar

🍻 BREWERY HOP
Our indoor picks: Terranaut (21+), Silver Moon, Monkless, Worthy, Crux, Van Henion (21+)

🔥🧊 FLOAT AT FLUX
Hot soaks and cold plunges to relax. $20-$39

🍵 TEAL
Proper pot of tea. Check their calendar for upcoming art classes, or go fancy with high tea

09/02/2026

Any guesses?! 👀 (without cheating 🤭)

Inspiration for this video from my friend Ketti 😘

September in Bend, Oregon 🍂 BUCKET LIST👉🏼 Comment “SEPTEMBER” & I’ll send you our (totally free!) full list of fun thing...
09/01/2026

September in Bend, Oregon 🍂 BUCKET LIST

👉🏼 Comment “SEPTEMBER” & I’ll send you our (totally free!) full list of fun things to do in Bend year round! (Must be following us 1st for the DM to go through!)

💦 Hike to Double Falls
🍎 Fruit Loop road trip to Hood River (don’t forget a Gorge Glacier at Pearl’s Place)
🦪 Oysters & bubbles date at Olvi 
♨️ Sauna & cold plunge at Hanai, book through Gather Sauna House
🏍️ ATV tour in Sisters with Octane Adventures 👉🏼 🤑 comment ATV & I’ll send you the direct booking link (use code TWS for 10% off!)
🥾 Hike to the lookout tower on Black Butte
🎃 Go to a pumpkin patch 
🌮 Dinner at The Bite food truck pod
🍷 Wine & sunset at Faith Hope & Charity Vineyards
🚲 Bike in La Pine State Park
🛍️ Shop local at The Workhouse
🍕 Pizza on Cascade Lakes Highway Elk Lake Resort // alt: I haven’t tried it but I saw rachel schmitt recommend Luigi’s Rollin’ Dough at Lava Lake Resort
♨️ Umpqua Hot Springs road trip 👉🏼 comment UMPQUA & I’ll send you our free guide

🥰 Be sure to follow Katie & Ben | PNW Adventure Travel Family so you don’t miss this series of the best things to do in (& around!) Bend for each month of the year

📩 Share with the person you want to adventure with this September & save so you don’t lose these tips!!

⭐️ What should we add to our list for next month?!

📅 And if you’re new around here & want more ideas of unique things to do, check out our lists from January-August because there are tons of great ideas that can still be done this month too!

🥰 If you’re a local business & you’d like to be included in this series, send us a DM!

🔎 things to do in bend oregon, bend oregon in September, central oregon fall, pnw fall bucket list, bend oregon adventure, things to do in central oregon

Little photo dump from the month of August ☀️ we’ve had a really lovely summer but if you know me, you know I’m not upse...
08/31/2026

Little photo dump from the month of August ☀️ we’ve had a really lovely summer but if you know me, you know I’m not upset to see fall coming 👀 🍂

08/30/2026

Waterfall and a beer… yes, please!

👉🏼 Save this for your next Bend adventure + follow for more PNW inspo!

📍 Cline Falls 🥾 Easy 1 mile out and back 💰 Oregon State Park Pass or $10 day use fee ⭐️ Trail is dusty and exposed the whole way, wear sun protection 🌊 A few river access spots to cool off if it’s hot

📍 River Run Taphouse ⏰ Sun–Thurs, 3–8pm only (closed weekends for weddings) 🍕 Local beers, ciders, NA drinks, pizza and ice cream available ⭐️ Grab a seat right at the edge for the view 🥰 8 minutes from Cline Falls

🔎 bend oregon, cline falls, river run taphouse, redmond oregon

08/28/2026

did she ruin it or make it better?

follow for more van life with kids inspo 🚐

EVERYTHING we did & ate on the San Juan Islands 🐚⛴️🦙Comment “ISLANDS” for our (free!) San Juan Islands Map + Guide! (Fol...
08/27/2026

EVERYTHING we did & ate on the San Juan Islands 🐚⛴️🦙

Comment “ISLANDS” for our (free!) San Juan Islands Map + Guide! (Follow Katie & Ben | PNW Adventure Travel Family first so the DM goes through!)

🎥 FYI I made a video for each island, so check those out to see the play-by-play!

DAY 1: ARRIVE ON SAN JUAN ISLAND
🏕️ we camped at Free Horse Farm

DAY 2: SAN JUAN ISLAND
⛵️ walked the harbor & art stands at Roche Harbor
🌸 wandered the sculpture park
🌲 forest walk to a surprisingly spooky mausoleum
🦪 lunch at Westcott Bay Shellfish Co.
🦙 fed alpacas at The Farm at Krystal Acres (food is $6/bag)
 🧂 San Juan Island Sea Salt (don’t skip the salted chocolate chip cookies!)
📚 Serendipity Used Books
🍺 beers & dinner at San Juan Island Brewing Co.

DAY 3: SAN JUAN ISLAND → ORCAS ISLAND
🚨 Lime Kiln State Park lighthouse (bring your Discover Pass)
☕️ matcha & cold brew at Medio Cafe
🥐 Bakery San Juan picked up sourdough for picnics (+ a key lime pie tarte! YOU NEED THIS!)
🥪 sandwiches to go from The Market Chef (bring down to the water)
⛴️ ferry to Orcas Island (ours got delayed, budget extra time!)
🏕️ check into Doe Bay Resort & Retreat

DAY 4: ORCAS ISLAND
🐋 whale watching tour (comment WHALE and I’ll send the link)
🍗 lunch at Lone Pine Larder
🍦 ice cream at Clever Cow Creamery
🎨 custom tee at Printshop Northwest

DAY 5: ORCAS ISLAND
🥯 breakfast sandwich at OLGA RISING, get there EARLY
☕️ coffee at The Dragonfly Coffee House
🛁 private spa session at Day Bay Resort
🏄🏼‍♀️ SUP in the bay
🎤 open mic night & dinner at Doe Bay Resort (every Thurs)

DAY 6: ORCAS ISLAND
🏔️ drive to the top of Mt. Constitution
💦 hike to Cascade Falls in Moran State Park
🍪 sweet treat from Brown Bear Baking
🏺Orcas Island Pottery is a must see!
⛴️ ferry back to Anacortes

👉🏼 Save this for your trip + follow Katie & Ben | PNW Adventure Travel Family for more PNW hidden gems!

Address

Bend, OR
97701, 97702, 97703, 97707–97709

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