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Trailhead Lodge
Trailhead Lodge condominiums are located in downtown Winter Park within walking distance to restaurants, nightlife, and shopping. Trailhead is 3 miles from Winter Park Resort on the free local shuttle route. Rendezvous Event Center, located in Hideaway Park hosts summer and winter events and festivals, is just across the street. Hideaway Park also provides winter sledding, and year round playground for the kids. The Recreation Center at Trailhead Lodge has its own WIFI, fitness room, outdoor heated pool, fire pit, and hot tub. Some units are pet friendly.
Building Amenities
  • Shared Hot Tub
  • Heated Pool Open Year-Round
  • Fitness Room
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Trailhead Lodge
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Trailhead Lodge
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Winter reservations (November 1, 2024 through April 30, 2025)
Deposit Policy:
Reservations booked 22 days or more in advance of arrival date, a deposit of 20% of lodging total is due at time of booking. Full payment for reservation is due 21 days prior to arrival. Tax amounts are estimates and subject to change based on local taxing authorities. Credit cards given as deposit will be charged for final payment.

For arrivals 21 days or less, full payment is required at time of booking. Travel Protection premiums are payable in full at time of booking and are non-refundable once paid in full. Policies in effect at time of booking apply.

Cancel Policy:
Reservations cancelled 22 days or more prior to arrival may be cancelled without penalty. Reservations cancelled 21 days or less prior to arrival are non-refundable.

Reservations made within 21 days of arrival may be cancelled within 24hours of creating the reservation without penalty. Reservations canceled within 21 days of arrival and outside of 24 hours from the time the reservation was created are non-refundable. There are no refunds for late arrival or early departure. Travel Protection premiums are non-refundable once paid in full.

Should lodging booked be unavailable due to closure of the booked lodging property, the lodging reservation is refundable for unused nights. Travel Protection premium is non-refundable.