Trailhead Inn

78572 US-40
Winter Park, CO 80482
Trailhead Inn Indoor pool
Trailhead Inn Room
Trailhead Inn Suite
  • Hotels, Motels & Lodges
  • Trailhead Inn is the modern basecamp to return to after a long day of adventuring on the trail, riverside, or mountain. Formerly the Hotel Olympia and located in the heart of downtown Winter Park, we offer 42 rooms with a variety of lodging accommodations - from single and multi-room suites, to apartments and pet friendly options. Perfect for rejuvenating.

    ​Trailhead Inn guests receive FREE continental breakfast with their stay. Relax in the Inn's heated, indoor pool and hot tub before heading out to grab a bite to eat or peruse the shops just minutes away in downtown.

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    • Free Continental Breakfast
    • Located in the Heart of Downtown Winter Park
    • A one-minute walk to Winter Park’s free local ski shuttle service
    • A five-minute ride to Winter Park Resort
    • Free parking
    • Year-round indoor heated pool and hot tub
    • Complimentary Wi-Fi
    • Select pet-friendly hotel rooms