The Autumn Adventurer

This itinerary is for the fall romantics, the scenic drivers, the “pull over right now!” photo takers.
If you want to chase aspens before the wedding, this route takes you through Vail or Breckenridge for golden hikes, crisp air, cozy meals, and a scenic drive to the ranch. This itinerary is great for those who are up for a bit of adventure + have maybe already been to Winter Park before.

  • Day 1: Wednesday, September 23

    ✈️ Fly into DIA (Denver International Airport)

    🚙 Pick up your rental car

    🛣 Drive west to Vail (~2 hrs) or Breckenridge (~2.25 hrs) via I‑70

    💡 Optional detour: Guanella Pass Scenic Byway for glowing aspens and a stop in Georgetown

    ☕ Quick coffee stop: Plume Coffee Bar in Silver Plume

    🍽 Lunch:

    Vail: Vintage – bistro-style brunch classics

    Breck: Amazing Grace – cozy café in a miner’s cabin

    🏡 Check into your hotel, Airbnb, or lodge

    🌄 Afternoon stroll:

    Vail: Vail Rec Path

    Breck: Riverwalk Center Loop

    🍷 Dinner:

    Vail: Mountain Standard or Almresi

    Breck: Rootstalk or Hearthstone

    Early night to rest, or hot tub under the stars 🌟

  • Day 2: Thursday, September 24

    ☕ Breakfast:

    Vail: Loaded Joe’s

    Breck: Cuppa Joe or The Crown

    🥾 Choose Your Fall Hike:

    From Vail:

    Booth Falls Trail (4 miles roundtrip – moderate)

    From Breck:

    Aspen Alley Trail: Iconic yellow canopy — short and magical

    🧺 Picnic lunch: grab sandwiches and charcuterie from a local deli or gourmet market

    💆 Afternoon: relax, nap, spa massage, or local art galleries

    🛍 Optional stop: Breck Distillery or a wine tasting in Vail Village

    🍽 Dinner:

    Breck: Hearthstone (get the elk if you’re into it)

    Vail: La Tour (elegant) or Fall Line Kitchen & Cocktails

  • Day 3: Friday, September 25

    Travel to the Wedding Venue + Welcome Celebration

    🍳 Breakfast:

    Vail: The Little Diner (a must!)

    Breck: Blue Moose Restaurant

    🛣 Mid-morning: drive ~2 hours to Devil’s Thumb Ranch near Tabernash, CO

    Optional lunch stop at Bread Bar

    Check into your lodge room or cabin at Devil’s Thumb

    Welcome Dinner & Sukkot Celebration

  • Day 4: Saturday, September 26

    🌿 Wedding Day!

    🌞 Morning yoga at 8:30am

    🌿 Breakfast & then a quick 4 mile hike on Devil’s Thumb’s private “Marker Hill” hike

    🍸 4:30pm Ceremony

    🥂 Dinner, dancing, toasts

    🪩 After party until 1:00 AM