StayWinterPark Trailhead Lodges

Resort StayWinterPark Trailhead Lodges living room Living room
Resort StayWinterPark Trailhead Lodges dining area Dining room
Resort StayWinterPark Trailhead condos living room Living room
Resort StayWinterPark Trailhead Lodge Kitchen
Resort StayWinterPark Trailhead Lodges bedroom Bedroom
Resort StayWinterPark Trailhead condos bedroom Bedroom
Resort StayWinterPark Trailhead lodge Clubhouse BBQ area, pool and hot tub
Resort StayWinterPark Trailhead Lodges summer exterior Summer exterior of property
Resort StayWinterPark Trailhead Lodges winter exterior Winter exterior of building

Select from 1 to 3 bedroom units, all featuring gourmet kitchens, gas fireplaces, private decks with outdoor seating areas and scenic views!

Situated just 1/2 block from Main Street in downtown Winter Park, you can conveniently stroll to all the shops, restaurants and is adjacent  to the Rendezvous Event Center where numerous festivals and live music can be enjoyed in the summer.  In the winter, it is an ideal area for children to go sledding.

Trailhead Lodges is an exceptional property suitable for families, couples and anyone looking to experience the downtown area of Winter Park and the beautiful outdoors.

On-site amenities include outdoor heated pool and hot tub, BBQ grilling area, small workout room and a lounge area with pool table.

If you haven't found what you're looking for at the Trailhead Lodges, explore our range of  Winter Park complexes  for additional lodging options to help you find the perfect place for your stay! Interested in special deals? Be sure to check our lodging specials.

Properties Available 4 properties available
Situated within the Trailhead Lodges complex and conveniently positioned along the shuttle route, this property serves as the ideal ski getaway for couples, small families or two individuals in search of cozy accommodations. This delightful one bedroom unit is also in close proximity to the Rendezvous Event Center, which features a sledding hill s
Hot HOT 10
Trailhead Lodges 731
Trailhead Lodges 731
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 42
View Property Details
This charming and expansive pet friendly three bedroom unit is located in the very center of downtown Winter Park. The Trailhead Lodge unit offers a stunning view from the back deck overlooking the Winter Park Ski Resort and downtown area. It serves as an excellent location for enjoying morning coffee, featuring an outdoor dining area and provide
Hot HOT 21
Trailhead Lodges 131
Trailhead Lodges 131
Condo - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 24
View Property Details
Trailhead 821 is an excellent destination for families and is pet friendly, offering a sledding hill suitable for all ages, as well as fire pits for warming up at the Rendezvous Event Center. In the summer, visitors can enjoy the skate park and outdoor gymnasium. The property is conveniently accessible via the free town shuttle, making it an idea
Trailhead Lodges 821
Trailhead Lodges 821
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 12
View Property Details
This two bedroom unit at Trailhead Lodge is ideal for a winter or summer retreat in the Colorado Rocky Mountains. Gather your family and furry friend for a luxurious yet approachable escape.The unit located on the second floor can be reached by elevator and features a tastefully decorated living room with expansive windows that provide scenic view
Trailhead Lodges 422
Trailhead Lodges 422
Condo - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 27
View Property Details

Tell us what you're looking for and someone will contact you with available options.

By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.
I agree

Copyright © 2024 • Stay Winter Park

All Rights Reserved.