Sip & Stroll: Best Hot Cocoa, Coffee, and Winter Drinks in Portland

Sip & Stroll: Best Hot Cocoa, Coffee, and Winter Drinks in Portland

  • Emily Corning
  • 12/2/25

Portland’s café scene has a special rhythm... as the seasons shift, so do the drinks. Chilly, wet days call for rich hot chocolate and spiced lattes, while crisp afternoons beg for a warming mocha or latte. Between busy schedules, it’s nice to slow down and indulge in a local mug.

Many of Portland’s beloved coffee shops lean into seasonal menus with creative drinks built around warming spices, comforting chocolate, and house-made flavor blends.


Where to Sip: Top Coffee & Cocoa Spots in Portland

  • Coava Coffee Roasters - Try the Spiced Orange Latte or Cinnamon Brown Sugar Latte for a warm, subtly sweet seasonal treat.

  • Never Coffee - The “Hug” is a spicy-cacao hot drink with cinnamon and smoked chili, perfect for a bold, cozy sip.

  • Roste Chocolate House - Indulgent drinking chocolate, including Mexican-style cocoa with chili and cinnamon.

  • Lionheart Coffee Company - Softly spiced autumn lattes like the Pumpkin Pie Latte (without overwhelming sweetness).

  • Stumptown Coffee Roasters - Seasonal lattes and hot chocolate that highlight local ingredients and house-made syrups.

  • Case Study Coffee - Known for inventive seasonal drinks, like honey-vanilla lattes and subtle chai blends.

  • Heart Coffee Roasters - Try their cozy spiced lattes or rich hot chocolate, perfect for a slow walk downtown.

  • Blue Star Donuts + Coffee - Pair a unique seasonal latte or hot chocolate with a fresh, locally made donut.

  • Steamers Coffee House - Warm and comforting drinks with options for dark chocolate, caramel, and seasonal spices.

  • Good Coffee - Creative seasonal offerings like cardamom or chai-spiced lattes, ideal for a cozy stroll on a chilly day.


What to Order (When You Want Cozy, Not Over-Pumpkin-Spice)

If you’re not a fan of pumpkin spice, try:

  • Spiced Orange Latte or Cinnamon Brown Sugar Latte - warm and earthy, without being overly sweet.

  • Spicy cacao or chili-cocoa - deep chocolate flavor with a hint of heat and spice.

  • Rich drinking chocolate - thick and indulgent, perfect for rainy days or a relaxed evening.

  • Subtly spiced lattes - cardamom, cinnamon, or nutmeg for a cozy, aromatic sip.


Tips for Your Sip-and-Stroll Days

  • Mix and match routes. Plan a “coffee-shop route” around your schedule. Start in SE Portland, head west to Beaverton, or treat yourself after a long day.

  • Lean into flavor over sweetness. Look for cafés using real chocolate, spices, or house-made syrups.

  • Make it a family treat. Hot cocoa spots can be fun for kids or a weekend outing.

  • Pair with pastries or a quiet moment. A rich cocoa or spiced latte plus a pastry makes for a mini escape from the hustle.

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