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2026-11-14
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Hotels in High Lonesome Express Winter Park area of Winter Park

Ski In Out Chalet 277 I Hot Tub I Theatre I Views I Game Room I Bunk Room I Discounted Attractions

277 Bridger Trail, Winter Park, United States Show map

Located only 7 minutes' walk from Iron Horse Lift, the 4-bedroom Alpine Luxury Chalet: Ski-In/Out with Hot Tub & Activities Winter Park offers a games room for guests' entertainment. More

From US$ 4406 Book Now

Iron Horse Building J Unit 1309

435 Iron Horse Way #J1309, Winter Park, United States Show map

Situated merely 1 km from Amaze'n Mazes Colorado Amusement Center, the spacious 2-bedroom Iron Horse Building J Unit 1309 Apartment Winter Park can host up to 8 guests in Winter Park. If you have a… More

From US$ 270 Book Now

Zephyr Mountain Lodge Unit 1407

401 Nystrom Ln #1407, Winter Park, United States Show map

The spacious Zephyr Mountain Lodge Unit 1407 Winter Park is located a 6-minute walk from Endeavour Lift and looks out onto the mountain. 3.2 km from Cabriolet, the apartment welcomes guests with spa… More

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Zephyr Mountain Lodge Unit 1306

401 Nystrom Ln #1306, Winter Park, United States Show map

The 50 m² Zephyr Mountain Lodge Unit 1306 Winter Park offers easy access to such tourist sites as Alpine Slide, located about 5 minutes' walk away. Boasting a Jacuzzi, this 1-bedroom apartment… More

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Arcade Ski-In Ski-Out Retro Camp Vibes Treecondo

100 Iron Horse Way, Winter Park, United States Show map

The 2-bedroom Arcade Ski-In Ski-Out Retro Camp Vibes Treecondo Winter Park villa hosts up to 7 guests and provides proximity to Coca Cola Tubing Hill At Winter Park, situated a mere 0.8 km away. More

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Ski-In/Ski-Out Winter Park Condo W/ Hot Tub Access

Winter Park, CO, 80482, Winter Park, United States Show map

The family Ski-In/Ski-Out Winter Park Condo W/ Hot Tub Access villa is located a 13-minute stroll from Winter Park Resort and provides snow skiing, hiking, and table tennis for active guests. More

From US$ 396 Book Now

Iron Horse Building D Unit 4104

Winter Park, United States Show map

The 1-bedroom Iron Horse Building D Unit 4104 Apartment Winter Park is situated in Winter Park, nearly 25 minutes on foot from Rollins Pass, and offers spa amenities such as a Jacuzzi. Winter Park… More

From US$ 258 Book Now

Chic Winter Park Studio W/ Community Hot Tub

310 Iron Horse Way D2054, Winter Park, United States Show map

Located approximately 10 minutes' drive from Discovery, the family-friendly 1-bedroom Chic Winter Park Studio W/ Community Hot Tub is merely 1 km from a top family-friendly place like Amaze'n Mazes… More

From US$ 400 Book Now

Iron Horse Building D Unit 4014

310 Iron Horse Way #D4014, Winter Park, United States Show map

Located merely 13 minutes' walk from Zephyr Express, the 42 m² Iron Horse Building D Unit 4014 Apartment Winter Park is only 1 km from a top family-friendly place like Amaze'n Mazes Colorado… More

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Iron Horse Building D Unit 3074

310 Iron Horse Way #D3074, Winter Park, United States Show map

Staying at the 38 m² Iron Horse Building D Unit 3074 Apartment Winter Park, guests can reach Winter Park Resort, situated just 1.1 km away. Access to an outdoor swimming pool ensures a more relaxing… More

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Luxury Patio To Slopes Ski-In Ski-Out Wp Base

100 Iron Horse Way, Winter Park, United States Show map

Along with proximity to Coca Cola Tubing Hill At Winter Park, located only 0.7 km away, the 2-bedroom Luxury Patio To Slopes Ski-In Ski-Out Wp Base Winter Park villa provides access to a fitness club… More

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New Ski-In Ski-Out Romantic Studio For Two

100 Iron Horse Way, Winter Park, United States Show map

The 42 m² New Ski-In Ski-Out Romantic Studio For Two Winter Park is also located only 9 minutes' walk from Coca Cola Tubing Hill At Winter Park. Boasting a Jacuzzi, the apartment, suitable for 2… More

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Ski In Out Loft 103 I Hot Tub I Gym I Great Views I Activity Program

422 Iron Horse Way #103, Winter Park, United States Show map

During the stay at Ski-In/Out Luxury Loft: Hot Tub, Gym & Mountain Views Winter Park villa, guests can indulge in snow skiing and mini golf or visit Winter Park Resort, located 14 minutes' walk away.… More

From US$ 388 Book Now

Cozy Ski-In/Out Winter Park Studio W/ Hot Tubs!

313 Iron Horse Way Unit C2033, Winter Park, United States Show map

Cozy Ski-In/Out Winter Park Studio W/ Hot Tubs! is located in Winter Park, 10 minutes' walk from Cabriolet, and pampers guests with a hot tub. Also, there is an outdoor swimming pool to ensure a more… More

From US$ 749 Book Now

Iron Horse Hideaway

313 Iron Horse Way #C4073, Winter Park, United States Show map

Featuring Wi-Fi throughout the property, Iron Horse Hideaway Hotel Winter Park sits 2.7 km from Eskimo Express Chairlift. More

From US$ 242 Book Now

Iron Horse Building C Unit 1023

Winter Park, United States Show map

The 52 m² Iron Horse Building C Unit 1023 Apartment Winter Park is located in Winter Park, 1 km from Winter Park Resort, and pampers guests with a Jacuzzi. Also, there is an outdoor swimming pool to… More

From US$ 237 Book Now

Ski-In/Ski-Out! Winter Park Family Gem W/ Hot Tub

422 Iron Horse Way Unit 204, Winter Park, United States Show map

Offering a Jacuzzi, the 2-bedroom Ski-In/Ski-Out! Winter Park Family Gem W/ Hot Tub villa is located nearly a 25-minute walk from Looking Glass. Offering balloon tours, this property can accommodate… More

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Iron Horse Resort D3084

310 Iron Horse Way, Building D, Unit #3084, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 1-bedroom Iron Horse Resort D3084 Winter Park, which is approximately 25 minutes' walk from High Lonesome Express and a mere 1.1 km from… More

From US$ 209 Book Now

Ski-In/Ski-Out Winter Park Condo At Iron Horse

313 Iron Horse Way Unit C3113, Winter Park, United States Show map

Located just a 13-minute walk from Zephyr Express, the 2-bedroom Ski-In/Ski-Out Winter Park Condo W/ Mountain Views villa entices guests to relax in a hot tub. Offering balloon rides, this property… More

From US$ 355 Book Now

Iron Horse Studio Retreat

310 Iron Horse Way, Building D, Unit #3014, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 38 m² Iron Horse Studio Retreat Winter Park, which is merely 1.1 km from Winter Park Resort and approximately a 25-minute walk from Rollins Pass. More

From US$ 601 Book Now

Rooftop Penthouse Vail Luxury Ski-In Ski-Out

100 Iron Horse Way, Winter Park, United States Show map

Located merely 9 minutes' stroll from Coca Cola Tubing Hill At Winter Park, the spacious 116 m² Rooftop Penthouse Vail Luxury Ski-In Ski-Out Winter Park apartment accommodates up to 4 guests. The 2… More

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Ski In Out Loft 102 I Hot Tub I Gym I Great Views I Activity Program

422 Iron Horse Way #102, Winter Park, United States Show map

During the stay at Ski In Out Loft 102 I Hot Tub I Gym I Great Views I Activity Program Winter Park villa, guests can indulge in snow skiing and mini golf or visit Winter Park Resort, located 14… More

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Ski-In/Ski-Out Studio At Winter Park Base!

101 Iron Horse Way Unit C1043, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the family-friendly 1-bedroom Ski-In/Ski-Out Studio At Winter Park Base!, which is merely 14 minutes' walk from Winter Park Resort and a mere 0.9 km… More

From US$ 182 Book Now

Winter Park Ski-In/Ski-Out Condo W/ Mountain Views

Winter Park, United States Show map

Located merely 1.1 km from Winter Park Resort, the 1-bedroom Winter Park Ski-In/Ski-Out Condo W/ Mountain Views villa has a swimming pool and is ideal for up to 4 guests. Guests can enjoy snow skiing… More

From US$ 925 Book Now

Cozy Ski-In/Ski-Out Winter Park Resort Condo!

313 Iron Horse Way Unit C1053, Winter Park, United States Show map

Situated just 11 minutes' walk from Cabriolet, the spacious 1-bedroom Cozy Ski-In/Ski-Out Winter Park Resort Condo! can host up to 2 guests in Winter Park. Wi-Fi and private car parking are also… More

From US$ 268 Book Now

Ski In Out Villa 464 I Private Hot Tub I Great Views I Outdoor Fireplace I Activity Program

464 Iron Horse Way, Winter Park, United States Show map

Offering a Jacuzzi for a relaxing experience, Ski In Out Villa 464 I Private Hot Tub I Great Views I Outdoor Fireplace I Activity Program Winter Park is located 7 km from Cozens Ranch House Museum. More

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Iron Horse Studio

Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 38 m² Iron Horse Studio Winter Park, which is merely 0.9 km from Zephyr Express and just 12 minutes' walk from Winter Park Resort. Featuring a… More

From US$ 75 Book Now

Ski-In Ski-Out Winter Park Condo

313 Iron Horse Way, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the spacious 1-bedroom Ski-In Ski-Out Winter Park Condo, which is just 1.1 km from Alpine Slide and about 10 minutes' drive from Eskimo Express. Wi-Fi… More

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Iron Horse Resort 3063

101 Iron Horse Way, #C3063, Winter Park, United States Show map

The 1-bedroom Iron Horse Resort 3063 Winter Park is around 25 minutes' walk from High Lonesome Express. In this 40 m² apartment, set not far from Coca Cola Tubing Hill At Winter Park, guests will… More

From US$ 248 Book Now

Iron Horse Studio W/ Resort Amenities; Walk To Wp!

101 Ironhorse Way, Winter Park, United States Show map

The family-friendly Iron Horse Studio W/ Resort Amenities; Walk To Wp! Winter Park is a 9-minute walk from Coca Cola Tubing Hill At Winter Park and can accommodate up to 4 guests. Featuring a terrace… More

From US$ 237 Book Now

Ski In Out Villa 452 I Private Hot Tub I Great Views I Outdoor Fireplace I Discounted Attractions

452 Iron Horse Way, Winter Park, United States Show map

Offering a hot tub, the 4-bedroom Ski-In/Ski-Out Luxury Villa with Hot Tub and Mountain Views Winter Park is located about 25 minutes' walk from Main Street. Offering snow skiing and mini golf, the… More

From US$ 1693 Book Now

Ski-In/Ski-Out Winter Park Condo W/ Pool Access!

Winter Park, CO, 80482, Winter Park, United States Show map

During the stay at the family Ski-In/Ski-Out Winter Park Condo W/ Pool Access! villa, guests can indulge in a hot tub and a sauna or visit Main Street, located 20 minutes' walk away. The 2-bedroom… More

From US$ 379 Book Now

Ski In Out Villa 456 I Private Hot Tub I Great Views I Outdoor Fireplace I Discounted Attractions

456 Iron Horse Way, Winter Park, United States Show map

The 4-bedroom Ski In Out Villa 456 I Private Hot Tub I Great Views I Outdoor Fireplace I Discounted Attractions Winter Park is located approximately 25 minutes' walk from Main Street and provides… More

From US$ 1149 Book Now

Short Walk To Ski Trail Or Shuttle To Wp Village

496 Iron Horse Way, Winter Park, United States Show map

The 4-bedroom Short Walk To Ski Trail Or Shuttle To Wp Village Winter Park villa is located merely 1.2 km from Winter Park Resort and provides snow skiing and hiking for active guests. Offering a hot… More

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Ski-In Ski-Out Condo At Zephyr Mountain Lodge 1518

401 Nystrom Lane, Winter Park, United States Show map

The excellent Ski-In Ski-Out Condo At Zephyr Mountain Lodge 1518 Winter Park hotel, located right near Main Street, is proud to feature a private art gallery. Facing mountain views, this 4-star… More

From US$ 546 Book Now

Winter Park Condo W/ Mountain Views + Hot Tub

401 Nystrom Ln #1424, Winter Park, United States Show map

Featuring a Jacuzzi, the 3-bedroom Winter Park Condo W/ Mountain Views + Hot Tub villa is located around a 10-minute walk from Winter Park Resort and can host up to 10 guests. Providing guests with… More

From US$ 573 Book Now

Ski In Out Villa 492 I Private Hot Tub I Great Views I Outdoor Fireplace I Discounted Attractions

492 Iron Horse Way, Winter Park, United States Show map

During the stay at the 4-bedroom Ski In Out Luxury Villa: Mountain Retreat with Hot Tub & Views Winter Park, guests can indulge in snow skiing and mini golf or visit Winter Park Resort, located 16… More

From US$ 692 Book Now

Zephyr Mountain Lodge 1420 Ski-In And Ski-Out

401 Nystrom Lane, Winter Park, United States Show map

Zephyr Mountain Lodge 1420 Ski-In And Ski-Out Winter Park offers proximity to nearby tourist spots, such as Main Street, situated 1.6 km away. More

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Spacious Village View Townhouse With Fireplace At Parry Peak Lofts Townhouse

115 Parry Peak Way, Winter Park, United States Show map

Along with proximity to Winter Park Resort, merely 450 metres away, the 3-bedroom Spacious Village View Townhouse With Fireplace At Parry Peak Lofts Townhouse Winter Park villa offers opportunities… More

From US$ 1708 Book Now

Ski Condo With Private Garage And Washer Dryer - Parry Peak Loft Premium-Rated 105

115 Parry Peak Way, Winter Park, United States Show map

The 3-bedroom Ski Condo With Private Garage And Washer Dryer - Parry Peak Loft Premium-Rated 105 Winter Park offers proximity to such tourist attractions as Amaze'n Mazes Colorado Amusement Center… More

From US$ 925 Book Now

Beautiful Fraser Crossing Founders Pointe Condo With Upgraded Furnishings Condo

201 Zephyr Way, Winter Park, United States Show map

Situated a 14-minute walk from Alpine Slide, Beautiful Fraser Crossing Founders Pointe Condo With Upgraded Furnishings Condo Winter Park offers a hot tub for 6 visitors. At this apartment, Wi-Fi and… More

From US$ 736 Book Now

Fraser Crossing Founders Pointe, Condo - 1 Bedroom Withkitchenette Premium Unit 4547

201 Zephyr Way, Winter Park, United States Show map

The 1-bedroom Fraser Crossing Founders Pointe, Condo - 1 Bedroom Withkitchenette Premium Unit 4547 Winter Park is located a mere 0.9 km from Coca Cola Tubing Hill At Winter Park and merely an 11… More

From US$ 536 Book Now

Zephyr Mountain Lodge, Condo - 2 Bedroom Continental Divide Views Select Rated Condo 2608

201 Zephyr Way, Winter Park, United States Show map

The 2-bedroom Zephyr Mountain Lodge, Condo - 2 Bedroom Continental Divide Views Select Rated Condo 2608 Winter Park features convenient proximity to such city attractions as Moffat Tunnel, situated… More

From US$ 1199 Book Now

Comfortable Fraser Crossing Founders Pointe Condo Near Gondola With Onsite Ski Storage Condo

201 Zephyr Way, Winter Park, United States Show map

Comfortable Fraser Crossing Founders Pointe Condo Near Gondola With Onsite Ski Storage Condo Winter Park is a mere 5 minutes' walk from Winter Park Resort and welcomes guests with a Jacuzzi. If you… More

From US$ 1169 Book Now

Zephyr Mountain Lodge, Condo - 2 Bedroom Select-Rated Condo 2203

201 Zephyr Way, Winter Park, United States Show map

Zephyr Mountain Lodge, Condo - 2 Bedroom Select-Rated Condo 2203 Winter Park offers easy access to such tourist sites as Amaze'n Mazes Colorado Amusement Center, located about 5 minutes' walk away. More

From US$ 356 Book Now

Zephyr Mountain Lodge Premium-Rated 1214

201 Zephyr Way, Winter Park, United States Show map

The 1-bedroom Zephyr Mountain Lodge Premium-Rated 1214 Winter Park is just 5 minutes' stroll from Winter Park Resort and welcomes guests with a Jacuzzi. Discovery is 2.6 km from the apartment while… More

From US$ 697 Book Now

Ski-In Ski-Out Zephyr 1 Bedroom Condo 2204

201 Zephyr Way 2Nd, Winter Park, United States Show map

To enjoy your vacation in Winter Park, stay at the 53 m² Ski-In Ski-Out Zephyr 1 Bedroom Condo 2204 Winter Park, which is merely 0.9 km from Coca Cola Tubing Hill At Winter Park and only a 14-minute… More

From US$ 217 Book Now

Select Unit 1710 - 2Br - Zephyr Mountain Lodge Condo

201 Zephyr Way, Winter Park, United States Show map

The 2-bedroom Select Unit 1710 - 2Br - Zephyr Mountain Lodge Condo Winter Park is located merely 1.1 km from Winter Park Resort and a mere 13 minutes' walk from Amaze'n Mazes Colorado Amusement… More

From US$ 356 Book Now

Premium Unit 2502 - Two Bedroom - Zephyr Mountain Lodge

201 Zephyr Way, Winter Park, United States Show map

The 2-bedroom Premium Unit 2502 - Two Bedroom - Zephyr Mountain Lodge Winter Park is located merely a 6-minute walk from Moffat Tunnel and about 7 km from Iron Horse. Welcoming guests with a hot tub,… More

From US$ 882 Book Now

Zephyr Mountain Lodge, Condo - 2 Bedroom Select-Rated Condo 2409

201 Zephyr Way, Winter Park, United States Show map

The 2-bedroom Zephyr Mountain Lodge, Condo - 2 Bedroom Select-Rated Condo 2409 Winter Park is also located about a 5-minute walk from Winter Park Resort. Boasting a hot tub, this apartment, suitable… More

From US$ 1048 Book Now