High desert skies meet snow‑dusted pines in Bend, Oregon this December. Bend offers an elegant balance of adventure and comfort.
🟢 Where To Eat
BOSA Food & Drink — Downtown Bend
A polished, seasonal Italian‑French hybrid, BOSA serves house‑made pasta, regional specialties and a wine list that nods to Europe while rooted in the Pacific Northwest. A refined dinner spot for your winter escape.
bosabend.com
Photo: dearirenebend.com
Dear Irene — Downtown Bend
This intimate, innovative restaurant presents fine dining with a twist — cocktails, artful plating and locally‑sourced seasonal ingredients. Perfect for an elevated evening in town.
dearirenebend.com
Pine Tavern Restaurant & Bar — Midtown Bend
A Bend institution since 1936, the Pine Tavern blends rustic mountain elegance with warm wood‑lined interiors and a towering Ponderosa pine at its center. Ideal for a classic Northwest dinner with views.
pinetavern.com
🔵 Where To Stay
photo: oxfordcollection.com
Oxford Hotel Bend — Downtown Bend
A boutique, eco‑luxury choice in the heart of town — walkable to shops, dining and the river trails. Minimalist yet well appointed for a sophisticated winter stay.
oxfordcollection.com
Tetherow Lodges — Just outside town
For more space and mountain edge calm. This resort style lodging borders forest, offers sweeping Cascade views and is still only minutes from downtown Bend.
tetherow.com
Residence Inn Bend — Near the Old Mill District
A solid extended‑stay pick with modern comforts — great if your trip blends activity and downtime (ski in the morning, relax in the afternoon).
marriott.com
🟡 Where To Play
Bend Christmas Parade & Tree‑Lighting — Downtown & Old Mill District
A time‑honoured community event: parade floats, holiday lights, and the official tree‑lighting kickoff in early December.
downtownbend.org
photo: oldmilldistrict.com
Holiday Lights & Paddle Parade — Tumalo Creek, Old Mill District
Unique to Bend: watch (or join) the kayak/canoe parade decorated in lights along Tumalo Creek. A luminous winter moment under the stars.
oldmilldistrict.com
If you’d like your business featured in an upcoming blog, reach out via the contact form in our site footer. We’re also happy to help with reservations or full itinerary planning. This article was created with editorial assistance from AI.
