A couple sits closely on a bench in a cozy, stylish room with shelves, cushions, and warm lighting.
A couple enjoys wine and a cheese platter at a cozy restaurant, engaging in conversation and smiling at each other.
Sentinel
A couple sits closely on a bench in a cozy, stylish room with shelves, cushions, and warm lighting.
A couple enjoys wine and a cheese platter at a cozy restaurant, engaging in conversation and smiling at each other.
Sentinel

Uncover Portland’s quiet season of wonder — and our best sale of the year.

A Moment Worth Staying For

Some moments are too good to pass up, and this is one of them. As the city shifts into its most enchanting season, Sentinel invites you to savor Portland at its most intimate. From bold mornings and moody streets to evenings spent fireside with a glass of Oregon Pinot, there’s something magnetic about slowing down and staying awhile.

This is Sentinel’s best offer of the year and your moment to plan ahead, embrace the city’s rhythm, and experience the timeless comfort that defines every stay.

book now

 

Sentinel

Offer Details

  • Save Up to 50% Off Your Stay
  • Booking Dates: November 18 – December 4, 2025
  • Stay Dates: November 18, 2025 – December 31, 2026
  • Blackout dates and restrictions may apply

Moments Worth Staying For

Every stay at Sentinel is made up of little moments — the kind you remember long after checkout. Whether it’s a slow morning, a spirited evening, or something in between, these are just a few of the experiences that make time here truly worth staying for.

A man is pouring wine into multiple glasses on a bar counter, with bottles and lights in the background, creating a cozy atmosphere.

Domaine Serene Wine Flight

Sip and savor the region’s finest pours at Domaine Serene Wine Lounge, where each glass tells the story of Oregon’s celebrated vineyards.

The image shows a round table with burgers, fries, pasta with mushrooms, and fried snacks, all served with dips.

Vegan Bites at Fortune

Indulge in creative, plant-forward dishes and signature cocktails inside one of Portland’s most vibrant culinary spaces.

A table with a seafood and salad dish, a drink, and a menu from Jake's Grill. A lit candle adds ambiance.

Happy Hour at Jake's Grill

Classic flavors, lively conversation, and a timeless sense of place — it’s the perfect mid day pick me up.

A person holds a

Well + Fit Kit

Wellness, redefined. Stay grounded on the go with Sentinel’s curated Well + Fit Kit, featuring premium gear and on-demand workouts designed to keep your stay in balance.

A row of polished leather shoes is lined up on a wooden bench, each featuring different shades of brown and black finishes.

Exclusive Savings

Explore Portland like a local with access to exclusive partner perks and offers, from boutique shopping to unique neighborhood experiences.