Published: October, 2018
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Bend, Oregon

Bend is a laid-back, friendly town with so much to do - we've barely scratched the surface. Most people visit and don't want to leave!
— Jenny Boyd
  • More about your oliver guide:
  • Trip type: Adult, Family, Group getaway, City, Desert, Mountains
  • Activity level: high
  • Ideal length of trip: A long weekend (5 days) is perfect

to & from

Fly into Redmond/Bend airport and drive 25 minutes to Bend. You will want a car so if you are flying in, rent a car.

Where to Stay



Where to Eat and Drink

  • Five Fusion: Yummy sushi
  • Barrio: Try the Jibarito and the Jalapeno Cilantro margarita
  • Wild Rose: Great Thai food, cozy atmosphere
  • Crux: Great for kids, food trucks, and hanging out in the sun
  • Ariana: Upscale and delicious (make sure to try the Westside 75 cocktail and budino for dessert)
  • El Sancho: Good tacos, margs, great patio (try the fried plantains)
  • Brasada Ranch for sunset dinner or cocktails – the homemade smores are a treat
  • Dogwood: The drinks are delish and STRONG
  • Zydeco: Try the blackened redfish
  • Chow for breakfast
  • Sparrow Bakery: You can’t come to Bend without trying the Ocean Roll!
  • Foxtail Bakery: The Salty Queen is pretty great too 🙂
  • Bonta for delicious gelato. Get ready for a line!
  • Shaved ice at Dakine (kids)

What to Do

  • Hike/Run the Deschutes River trail
  • SUP or float the Deschutes River - Dillon Falls is a great spot
  • Head to Crux for drinks and food trucks (great for kids)
  • Mountain bike at Phil’s Trail and beyond (Kent’s trail and pump track great for kids)
  • Hike Tumalo Mountain, Broken Top, or Green Lakes Trail for beautiful views (summer and fall)
  • Watch the surfers and kayakers at the white water park (summer)
  • Road bike the Tumalo Loop to see the Central Oregon countryside
  • Head downtown to wander and shop downtown, don't miss a stop at local favorite, Bronwen Jewelry
  • Catch a yoga class at Groove with Cynthia LaRoche
  • Cross country ski to Tumalo Falls or Todd Lake
  • Take in a concert at Les Schwab Amphitheater (summer) - or float the river and listen for free!
  • Soak in the McMenamins hot pool (kids)
  • Browse the Downtown Farmers Market on Wednesday afternoon (summer and early fall)
  • Grab a glass of wine at Crows Feet Commons (summer)
  • Take an urban hike up Pilot Butte
  • Head to Drake Park on Thursday nights (summer) for music, food, and major bouncy castles (kids)
  • The patio at McMenamins - fun for a cocktail
  • First Friday - downtown event the first Friday evening of every month

inside scoop

  • Park at skyliners to ski at Mt. Bachelor, walk up the snow bank and ski right down to the lift. Good lot to bbq in as well.
  • Skip the line at Spork and call in your order for takeout
  • Search for the secret rooms at McMenamins - fun for kids - and the hidden Broom Closet Bar (fun for adults)

skip it

  • The Cycle Pub....not our favorite....
  • The food at McMenamins - stick to the pools, bars, patio, and cocktails!

What to Pack

Bring your Patagonia Puffy and you’ll fit right in! Bend is super casual. You’ll need layers! It can be chilly, even in the summer at night.

Bend, Oregon - Suggestions from the Oliver Community

  • Cynthia Pillsbury Says

    Spent 24 hours in this gem of a town! Followed this guide- we loved our stay at the Oxford Hotel, amazing service, (they’ll loan you a guitar if you want one) perfect downtown location and soooo dog-friendly!
    10 Below is their restaurant is delicious and has a fun vibe.

    Best shop is Hot Box Betty! Amazing brands and style- 903 NW Wall Street.

    Walk along the river and into the neighborhoods around the downtown- pretty!

    Don’t miss the crazy creative scene at McMenamins- imagine an old church rectory turned into a cool hotel and restaurant with hidden treasures.

  • Cynthia Pillsbury Says

    According to a recent visit by Oliver Guide pal @alicejoycampbell to Bend she feasted like Queen at Bos Taurus (meat lovers heaven) and could have moved into Foxtail Bake Shop. According to girl-on-the-go, Alice these two are MUST eats when you find yourself on a food bender in Bend!

  • Courtney Leary Says

    Stayed in Bend for a LAX tournament in July: Loved the very LARGE rooms at the Oxford (we had a full kitchen!) Running along the river trail was a highlight as was coffee each morning at Thump across the street from the hotel. 10 Below, the hotel’s restaurant was closed for remodel and looked like it would be for awhile. Make sure to make reservations as restaurants were booked up (summer weekend) and many were closed on Sunday night. Attire is extremely casual!

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