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The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Apartment in Winter Park with kitchen and balcony

Photo gallery for The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Beautiful modern mountain home
Large Kitchen with 3 bar stools
Pool
Room
Outdoor dining

Reviews

10 out of 10, Loved by Guests
2 bedrooms2 bathroomsSleeps 61184.0 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Winter Park, CO
  • Place, Hideaway Park
    ‪1 min walk‬
  • Place, Winter Park Visitor Center
    ‪3 min walk‬
  • Place, Bella Vita
    ‪5 min walk‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Common spaces

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Shampoo · Hair dryer

Spaces

Kitchen
Balcony

About this property

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

In floor radiant heat, fireplace. Three comfortable beds to sleep 6 people. We also supply a Pack and Play crib and High chair.

Our condo is a modern mountain retreat. Modern art in all rooms. High definition Tv's in each room for your enjoyment.

Guests have use of the entire apartment, along with clubhouse pool table and fitness room. Year round heated swimming pool and hot tub also available for guest use.

Roger@innisfreehotels.com
Cell 850-393-0063

Within walking distance to all restaurants, night life, shopping, liquor store and grocery store..
Hideaway Park is right next door and has incredible concert venues almost every weekend throughout the summer season. Sledding in the winter time.
The best restaurants are;
Deno's for Steaks and American food (one block on the left).
The Ditch for Burritos and Awesome Hamburgers (one block on the left).
Hernando's for Pizza and Italian food (four blocks to the right on the main street).
Azteca for Mexican food (six blocks to the right on the main street).

Ski area bus runs every 15 minutes to and from the ski area and is located one block from us.

We are located one block from shopping, dining and nightlife. Directly across the street from Hideaway Park where summer concerts take place and sledding in the winter.
There is a $45.00 one time pet fee. There is no smoking allowed in the condo but smoking is allowed on the balcony.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Pet friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Winter Park

Winter Park is home to this apartment. Winter Park Ski Resort and Ski Granby Ranch are worth checking out if an activity is on the agenda. Amaze'n Maze Winter Park and Alpine Slide are also worth visiting.
View more Apartments in Winter ParkOpens in a new window
Map
Winter Park, CO

What's nearby

  • Hideaway Park - 1 min walk - 0.1 km
  • Winter Park Visitor Center - 3 min walk - 0.3 km
  • Bella Vita - 5 min walk - 0.5 km
  • Body Kneads Massage and Pilates - 5 min walk - 0.5 km
  • Grand Park Community Recreation Center - 16 min walk - 1.4 km

Getting around

  • Fraser/Winter Park Station - 9 min drive
  • Broomfield, CO (BJC-Rocky Mountain Metropolitan) - 102 min drive

Restaurants

  • ‪Wake N’ Bacon - ‬12 min walk
  • ‪The Noble Buck - ‬10 min walk
  • ‪McDonald's - ‬4 min walk
  • ‪Ullr's Tavern - ‬12 min walk
  • ‪Randi's Grill & Pub - ‬9 min walk

Frequently asked questions

Does The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

As of Dec 30, 2025, prices found for a 1-night stay for 2 adults at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park on Jan 29, 2026 start from $494.53, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

Check-in begins at 4:00 PM.

What time is check-out at The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park?

Check-out is at 10:00 AM.

Where is The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park located?

Situated in Winter Park, this apartment building is steps from Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 211 out of 222 reviews
Rating 8 - Good. 10 out of 222 reviews
Rating 6 - Okay. 1 out of 222 reviews
Rating 4 - Poor. 0 out of 222 reviews
Rating 2 - Terrible. 0 out of 222 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jim F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great accommodation! Every thing you needed was there!
Stayed 3 nights in Sep 2025

10/10 Excellent

Drew C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Stayed 3 nights in Jul 2025

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property in the best location. Right in the heart of Downtown Winter Park.
Stayed 4 nights in Aug 2025

10/10 Excellent

Brian P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo was perfect for my family's ski vacation at Winter Park. A Short drive or free shuttle away. Very close to downtown Winter Park's shopping and restaurants. The two bedroom two bath unit had room for everyone and all of our gear. Living room and kitchen felt like it had extra room for a traditional condo as well. Roger was very helpful and quick to communicate. Looking forward to staying with him and his condo again.
Stayed 8 nights in Nov 2025

10/10 Excellent

Cindy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean home. Host was great. The kitchen was very well equipped and I appreciated the full size washer and dryer that were in the condo.
Stayed 3 nights in Oct 2025

10/10 Excellent

Christy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo at Trailhead is fantastic! The inside is exactly as pictured and very clean. The hot tub & heated pool are only steps away. It's right behind the park & very convenient to walk to bars & restaurants in the town. Highly recommend as a place to stay!
Stayed 4 nights in Aug 2025

10/10 Excellent

Jessica R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

The place was a great place and great location
Stayed 3 nights in Apr 2025

10/10 Excellent

Macaela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great! Well equipped condo walking to distance to so many things! So many things for kids to do in the area as well as adults! The host was very helpful! Would definitely stay again.
Stayed 5 nights in Aug 2025

10/10 Excellent

Anna P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring skiing family getaway

Clean and cozy condo in a nice location!
Stayed 2 nights in Apr 2025

10/10 Excellent

Willie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The stay was perfect, Roger was transparent with communication. The unit was very clean, kitchen was perfectly organized a definite 5 stars and will recommend to anyone staying at winter park
Stayed 3 nights in Jul 2025

10/10 Excellent

Shelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Condo was great!

The condo was in geat condition, very clean, well stocked and perfect location. The communication with our host, Roger, was timely and helpful. We would definitely stay here again.
Stayed 2 nights in Jun 2025

10/10 Excellent

Catherine W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Three day getaway in Winter Park

We enjoyed staying at this property recently. It was clean, quiet, spacious, comfortable and in a great location. Everything we needed was there. We would choose this spot again. Thank you so much.
Stayed 3 nights in Jun 2025

10/10 Excellent

Benjamin P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Stay!

We enjoy staying here yearly and look forward to a return trip in 2025!
Stayed 4 nights in Jun 2024

10/10 Excellent

Sara D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Perfect spot for a ski weekend!
Stayed 4 nights in Feb 2024

10/10 Excellent

Allison P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Park

A lovely condo that is clean, well appointed, and comfy. It was better than described, and Roger was a great host. I’d recommend 10/10!
Stayed 3 nights in Jul 2025

10/10 Excellent

Robin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Awesome location great condo- condo was extremely well stocked had everything we needed and Roger was qick ro ŕ
Stayed 3 nights in Mar 2025

10/10 Excellent

Shawn H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

Excellent location for skiing and entertainment. Located right off of the main drive with plenty of parking. Outdoor hottub and heated pool were a bonus.
Stayed 4 nights in Jan 2025

10/10 Excellent

Judith U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend getaway

Great place to stay. Great location for easy access to Winter Park.
Stayed 3 nights in Mar 2023

10/10 Excellent

Allison O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family vacation

Location was wonderful, condo was spacious
Stayed 2 nights in Dec 2023

10/10 Excellent

Matt w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Stayed here with my friend and his 13 year old for a couple days of skiing. It's a great place and close to town/winter park shuttle. Nice hot tub and pool area as well. I would definitely stay here again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Lauran T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Race Weekend Getaway

We travel all over the mountains for ski races and stay in many different types of lodging. This location was wonderful, easy to access and the amenities were wonderful. We will for sure join you again!
Stayed 2 nights in Mar 2025

10/10 Excellent

Patrick and Chelle P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed our white Christmas

Excellent stay at an excellent condo! Just what we wanted and it was well-stocked with all the amenities. Exactly as promised. Great place to stay! would stay again!
Stayed 4 nights in Dec 2024

10/10 Excellent

Jessica J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay. Clean, convenient and owner was very responsive. Would stay again!

Really enjoyed our stay at this condo. Close to restaurants and the mountain.
Stayed 2 nights in Feb 2021

10/10 Excellent

Cynthia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Roger’s spacious, well-maintained condo was extremely clean and smelled great. It had lovely decor and was very thoughtfully stocked with everything you would need during your stay: spices and cooking ingredients, utensils, pots and pans, paper towels, bathroom supplies, towels for the pool and hot tub, dog bowls, dishwasher and laundry pods and much more. Roger was very responsive and helpful. The location is perfect for walking to restaurants, coffee shops, entertainment, a park, and stores, with easy and close access to hiking trails and the ski resort. We had a wonderful stay with our 2 dogs and hope to book his condo again when we return to WP.
Stayed 9 nights in Aug 2025

10/10 Excellent

Erin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perhaps getaway

We loved our stay at this property! Awesome location and beautiful condo. Would definitely stay here again!
Stayed 2 nights in Jul 2024

About the host

Hosted by Roger Wiegner

Host profile image
I am in the Hotel and Real Estate business in Colorado and Alabama. My wife and I grew up in Aspen and two of our three children were born there. This is the third property we have owned in Winter Park. We try to use our getaway with kids and grandkids on a weekly basis.

Why they chose this property

Winter Park is the easiest access from our main home in Denver. The ski area is one of our favorites in Colorado. The location of Trailhead Lodges is great for easy walking to all restaurants, shopping and nightlife. Summer concerts are located across the street at Hideaway Park and Copper Street Mall.
The years under heated swimming pool and hot tub are great. Ski area bus pick up and drop off is right across the street.

What makes this property unique

The location is superb. Within walking distance to 14 Restaurants and bars along with numerous shops and a liquor store. The ski area bus runs all year and the pick up and drop off is 400 yards from our front door. Frasier Trail bike path runs through our complex to access mountain trails for biking and hiking. We are adjacent to Hideaway Park for summer concerts and skating and winter sledding.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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