Special offers and Exclusive deals

Search Hotels

2026-06-28
2026-06-29
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels in Pioneer Express Winter Park area of Colorado

Trailside Mountain Retreat With Private Hot Tub

395 Arapahoe Road Winter Park, Co 80482, Winter Park, United States Show map

Trailside Mountain Retreat With Private Hot Tub Villa Winter Park boasts a hot tub and is approximately 20 minutes on foot from entertainment sites such as Winter Park Jazz Festival. Providing guests… More

From US$ 592 Book Now

Vasquez Run B201

Winter Park, United States Show map

Overlooking the mountain, the 3-room Vasquez Run B201 Apartment is at a distance of 2.7 km from Eskimo Express. Guests might as well enjoy windsurfing, snow skiing, and hiking in the area. More

Book Now

Viking Alpine Haven

62 E Viking Dr #C202, Winter Park, United States Show map

Located 4.1 km from Cabriolet, the spacious 3-bedroom Viking Alpine Haven Apartment Winter Park is approximately 10 minutes by car from a top family-friendly place like the Amaze'n Mazes Colorado. More

From US$ 342 Book Now

Timber Top Villa I Hot Tub I Amazing Views I Custom Bunkroom I Activity Program

29 Timber Circle, Winter Park, United States Show map

During the stay at Timber Top Villa: Luxury Retreat with Hot Tub and Stunning Views Winter Park, guests can indulge in a Jacuzzi, a sauna, and an indoor pool or visit the Coca Cola Tubing Hill at… More

From US$ 732 Book Now

'The Mountain Chalet' - Free Ski Shuttle To Lifts!

900 Vasquez Rd Unit 3, Winter Park, United States Show map

Located 4.8 km from Eagle Wind, 'The Mountain Chalet' - Free Ski Shuttle To Lifts! Winter Park gives access to various tourist sites in the vicinity. More

Book Now

New Creek Side Chateau Guest Suite! Booking For Ski Season Now! With Hot Tub!

39 Alpine Way, Winter Park, United States Show map

Offering a location 4.3 km from the History Park, New Creek Side Chateau Guest Suite! Booking For Ski Season Now! With Hot Tub! Winter Park villa gives access to various tourist spots in the area. More

From US$ 673 Book Now

Luxury 4 Bedroom Cabin: 2 King Suites On Shuttle Route

Winter Park, Co, 80452, Winter Park, United States Show map

The 3-bedroom Luxury 4 Bedroom Cabin 2 King Suites On Shuttle Route Winter Park is located 2.5 km from the Cozens Ranch House Museum and provides hiking for active guests. Offering a hot tub, the… More

From US$ 704 Book Now

1 Mi To Main St! Winter Park Gem W/ On-Site Hiking

96 Hideaway Dr Unit 6, Winter Park, United States Show map

Positioned 3.6 km from bustling shopping destinations such as the outdoor sports store "Colorado Adventure Park", the 2-bedroom 1 Mi To Main St! Winter Park Gem W/ On-Site Hiking villa offers guests… More

From US$ 167 Book Now

Winter Park Condo With Fireplace And Mountain Views

100 Hideaway Dr, Winter Park, Co 80482, Usa, Winter Park, United States Show map

Situated 3.1 km from Discovery, the 50 m² Winter Park Condo With Fireplace And Mountain Views provides guests with Wi-Fi for either business or leisure. More

Book Now

Mountain View Retreat, Walk To Winter Park Gondola

Winter Park, United States Show map

The Amaze'n Mazes is just 5 minutes' walk from the 3-bedroom Mountain View Retreat, Walk To Winter Park Gondola Villa, offering a hot tub for guests' relaxation. This property features opportunities… More

From US$ 985 Book Now

Ski Inn Condo Condo

176 Fir Drive Unit 1, Winter Park, United States Show map

Ski Inn Condo Condo Winter Park offers easy access to such tourist sites as Endeavour Lift, located approximately a 5-minute walk away. Guests can make use of Wi-Fi for both business and leisure… More

Book Now

Station House Hideaway

176 Fir Drive Unit B (Downstairs), Winter Park, United States Show map

The 1-bedroom Station House Hideaway Villa is situated just a 6-minute walk from Amaze'n Mazes, featuring such comforts as Wi-Fi and parking. Located at a distance of 4.2 km from Panoramic Lift, this… More

From US$ 687 Book Now

Slopeside Chalet 113D I Hot Tub I Great Views I Activity Program

113 D Clover Lane, Winter Park, United States Show map

Slopeside Luxury Chalet: Mountain Views & Hot Tub Retreat Winter Park is situated only a few steps from Endeavour Lift, featuring such comforts as Wi-Fi and a free private car park. Offering a… More

From US$ 445 Book Now

Slopeside Villa 97A I Hot Tub I Great Views I Activity Program

97 Clover Ln #A, Winter Park, United States Show map

Along with proximity to the Main Street, about a 10-minute walk away, Luxury Slopeside Condo: Ski-In/Ski-Out with Hot Tub & Activity Perks Winter Park villa offers opportunities for horseback riding… More

From US$ 395 Book Now

Slopeside Sanctuary - Penthouse < 1 Mi To Lifts!

97 Kinney Way Unit C, Winter Park, United States Show map

Located around 10 minutes' walk from the Main Street, the family Slopeside Sanctuary - Penthouse 1 Mi To Lifts! Winter Park villa invites guests to enjoy a Jacuzzi. The accommodation features… More

From US$ 1295 Book Now

Creekside Unit 403

145 Arapahoe Road #403, Winter Park, United States Show map

The 118 m² Creekside Unit 403 Apartment Winter Park is located 3 km from Prospector Express and 25 minutes on foot from the Cozens Ranch House Museum. Guests can also enhance their experience by… More

From US$ 463 Book Now

Hideaway Village Alpine 4

155 Van Anderson Dr., Winter Park, United States Show map

The 2-bedroom Hideaway Village Alpine 4 Winter Park villa offers proximity to nearby tourist spots, such as Endeavour Lift, situated about a 10-minute drive away. More

From US$ 249 Book Now

Cozy Condo On Vasquez Creek W/ Free Shuttle Access

145 Arapahoe Road, Winter Park, Co 80482, Us, Winter Park, United States Show map

During the stay at the welcoming Cozy Condo On Vasquez Creek With Free Shuttle Access Winter Park villa, guests can indulge in hiking or visit the Cozens Ranch House Museum, located about 25 minutes'… More

From US$ 517 Book Now

Serenity Domain

692 Vasquez Road, Parshall, United States Show map

Serenity Domain Parshall villa is located 3.6 km from the Main Street and provides a hot tub. The accommodation features opportunities for horse riding, cycling, and fishing in the area… More

Book Now

Skiing Sanctuary

19 Cedar Drive, Winter Park, United States Show map

Offering a patio overlooking the mountain, the 1-bedroom Skiing Sanctuary Winter Park villa is located in the immediate vicinity of Endeavour Lift. More

From US$ 706 Book Now

Winter Park Condo W/ Sleeping Loft - Near Main St

145 Arapahoe Rd Unit 203, Winter Park, United States Show map

Nestled 3.5 km from the Main Street, the welcoming Winter Park Condo With Sleeping Loft - Near Main St villa is boasting a spa centre and barbecue grills for guests' enjoyment. Located within a 10… More

From US$ 207 Book Now

Creekside 502 Winter Park Colorado

145 Arapahoe Rd Unit 502, Winter Park, United States Show map

Creekside 502 Winter Park Colorado Villa is located around 25 minutes' walk from Ski Idlewild Abondoned Chairlift, giving access to various tourist spots nearby. More

From US$ 311 Book Now

Riverbend Chalet

688 Vasquez Road, Winter Park, United States Show map

Staying at Riverbend Chalet Winter Park, guests can visit Discovery, which is nearly a 10-minute ride away. Guests can enjoy horseback riding and fishing at the accommodation, located 3.8 km from the… More

From US$ 983 Book Now

Luxury Ski Chalet - 684 Vasquez Road

684 Vasquez Road, Winter Park, United States Show map

More

Book Now

Bear Den

335 Lower Bear Trail, Winter Park, United States Show map

Bear Den Villa Winter Park is located approximately 4 km from the Winter Park Resort and provides horseback riding, cycling, and fishing for active guests. Located about 10 minutes' drive from… More

Book Now

Hot Tub Mountain Views Steps To Trails

815 Bear Trail, Winter Park Co 80482, Winter Park, United States Show map

Staying at the spacious Hot Tub Mountain Views Steps To Trails Apartment Winter Park, guests can relax on a patio 10 minutes' drive from Cabriolet. This apartment features Wi-Fi throughout the… More

From US$ 478 Book Now

Downtown Wp Villa 835 I Private Hot Tub I Great Views I Activity Program

835 Bear Trail, Winter Park, United States Show map

Situated approximately a 10-minute drive from Fraser Tubing Hill, the 4-bedroom Downtown Wp Villa 835 I Private Hot Tub I Great Views Winter Park features a patio with views of the city. More

From US$ 779 Book Now

Cloudline Chalet

275 Lower Bear Trail, Winter Park, United States Show map

Cloudline Chalet Winter Park offers proximity to nearby tourist spots, such as the Cozens Ranch House Museum, situated around 25 minutes' walk away. More

From US$ 940 Book Now

120 Cedar Drive, Slopeside 4Br Townhome With Mountain Views & Hot Tub

120 Cedar Drive, Winter Park, United States Show map

Situated 4.1 km from Vasquez Peak Wilderness, the 3-bedroom 120 Cedar Drive, Slopeside 4Br Townhome With Mountain Views & Hot Tub Winter Park villa entices guests to explore various tourist… More

From US$ 1073 Book Now

Slopeside Villa 126 Next To Wp Resort I Steam Shower I Great Views I Private Hot Tub I Activity Program

126 Cedar Drive, Winter Park, United States Show map

Situated nearly 10 minutes' walk from the Main Street, the 3-bedroom Slopeside Luxury Villa: Resort-Adjacent with Steam Shower & Activity Perks Winter Park entices guests with snow skiing and mini… More

From US$ 652 Book Now

Slopeside Villa 136 I Fantastic Ski Views I Steamroom I Activity Program

136 Cedar Dr., Winter Park, United States Show map

Along with proximity to the Main Street, located about a 10-minute stroll away, Slopeside Luxury Villa: Ski Views & Activity Perks Winter Park provides access to a fitness room. Featuring a patio… More

From US$ 1517 Book Now

Camp Contained

Winter Park, United States Show map

The 2-bedroom Camp Contained Villa offers quick access to such city attractions as Amaze'n Mazes, located merely a 5-minute walk away. Providing guests with Wi-Fi and parking, the villa is at a… More

From US$ 715 Book Now

Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Great Views I Activity Program

71 Balsam Dr., Winter Park, United States Show map

Offering a patio overlooking the mountain, Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Great Views I Activity Program Winter Park is located only a 5-minute walk from the Amaze'n Mazes. More

Book Now

Downtown Wp Villa 745 I Private Hot Tub I Great Views I Activity Program

745 Bear Trail, Winter Park, United States Show map

The 3-bedroom Downtown Wp Villa 745 I Private Hot Tub I Great Views Winter Park is located 4.1 km from the Winter Park Resort, giving access to various tourist spots nearby. This accommodation is… More

Book Now

Slopeside Villa 125 I Private Hot Tub I Ski Views I Activity Program

125 Balsam Drive, Winter Park, United States Show map

Slopeside Villa 125 I Private Hot Tub I Ski Views I Activity Program Winter Park is located around 10 minutes' walk from the Main Street and invites guests to enjoy horseback riding. Featuring a… More

From US$ 626 Book Now

Winter Park Place 14

1080 Winter Park Drive, Unit 14, Winter Park, United States Show map

The spacious Winter Park Place 14 apartment is situated fairly close to the Amaze'n Mazes and 145 km from Denver International airport. Offering a hot tub, the apartment is located merely 8 minutes'… More

From US$ 589 Book Now

Ski-In/Ski-Out Gemini Lift Access! Home W/ Hot Tub

145 Balsam Dr, Winter Park, United States Show map

Ski-In/Ski-Out Gemini Lift Access! Home W/ Hot Tub Winter Park is situated a 5-minute walk from the Amaze'n Mazes, featuring such comforts as Wi-Fi and private car parking. Guests can enjoy skiing at… More

Book Now

Mountainside Winter Park Ski Home W/ Hot Tub

105 Balsam Dr, Winter Park, United States Show map

Located only 9 minutes' walk from the Main Street, the 3-bedroom Mountainside Winter Park Ski Home With Hot Tub offers opportunities for snow skiing in the area. Offering a Jacuzzi, this Winter Park… More

From US$ 558 Book Now

Slopeside Villa 135 I Private Hot Tub I Great Views I Activity Program

135 Balsam Dr., Winter Park, United States Show map

Slopeside Luxury Villa: Hot Tub & Mountain Views Winter Park is located 750 metres from the Main Street and offers a Jacuzzi, a sauna, and an indoor pool, ensuring guests a relaxing stay. Located 4.9… More

From US$ 393 Book Now

Trademark Condo Short Walk To Shuttle

Winter Park, United States Show map

The spacious 177 m² Trademark Condo Short Walk To Shuttle Winter Park provides easy access to various city attractions, such as the Amaze'n Mazes, situated merely a 5-minute walk away. The 3-bedroom… More

From US$ 883 Book Now

Walk To Winter Park Resort: Condo W/ Hot Tub!

1080 Winter Park Dr Unit 3, Winter Park, United States Show map

Offering a Jacuzzi and a sauna for guests to unwind, Walk To Winter Park Resort Condo With Hot Tub! villa is located just a few steps from the Main Street. More

From US$ 410 Book Now

River Chalet Next To Wp Resort I Hot Tub I Great Views I Activity Program

1080 Winter Park Dr. #15, Winter Park, United States Show map

During the stay at Riverfront Ski Retreat: Luxury Condo with Hot Tub & Activity Perks Winter Park villa, guests can indulge in a Jacuzzi, a sauna, and an indoor pool or visit the Coca Cola Tubing… More

From US$ 228 Book Now

Slopeside Chalet On River Next To Wp Resort I Fantastic Views I Private Hot Tub I Gas Firepit I Game Room I Activity Program

130 Balsam Dr., Winter Park, United States Show map

Slopeside Luxury Chalet: Riverside Resort with Hot Tub & Activity Perks Winter Park is located just a 7-minute walk from the Main Street and offers a Jacuzzi, a sauna, and an indoor pool, ensuring… More

From US$ 907 Book Now

Riverside Retreat Condo

77 Trademark Dr. Unit 4, Winter Park, United States Show map

Located about 25 minutes' walk from Galloping Goose, the 114 m² Riverside Retreat Condo Winter Park is 900 m from a top family-friendly place like the Amaze'n Mazes Colorado. Guests will surely enjoy… More

Book Now

Alpine Vista Lodge

65 Bear Trail, Winter Park, United States Show map

Alpine Vista Lodge Winter Park is located a 10-minute drive from Pioneer Express and invites guests to enjoy a patio. More

From US$ 898 Book Now

Winter Park Cabin - Walk To Main Street & Downtown

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

The 2-bedroom Winter Park Cabin - Walk To Main Street And Downtown is located about a 10-minute drive from the Coca Cola Tubing Hill at Winter Park and provides hiking for active guests. Providing… More

From US$ 359 Book Now

Hot Tub Mtn Views - Free Shuttle - Central Wp

304 Antler Way, Us, Winter Park, United States Show map

Located a mere 550 metres from the Main Street, Hot Tub Mtn Views - Free Shuttle - Central Wp Winter Park villa offers opportunities for snow skiing in the area. More

From US$ 1223 Book Now

Slopeside Villa 90 I Hot Tub I Great Views I Activity Program

90 Trademark Dr. #90, Winter Park, United States Show map

During the stay at Slopeside Luxury Villa: Hot Tub, Views & Free Activities Winter Park, guests can indulge in horseback riding and mini golf or visit the Coca Cola Tubing Hill at Winter Park… More

From US$ 394 Book Now

Hygge Hideaway

1240 Bear Trail, Winter Park, United States Show map

Located within 25 minutes' walk of the Cozens Ranch House Museum, the 4-bedroom Hygge Hideaway Villa Winter Park offers a patio with views of the mountain. More

From US$ 706 Book Now

Luxury Chalet #1240 With Hot Tub & Great Views - 500 Dollars Of Free Activities & Equipment Rentals Daily

Winter Park, United States Show map

Nestled 3 km from Fraser Tubing Hill, Luxury Chalet #1240 With Hot Tub & Great Views - 500 Dollars Of Free Activities & Equipment Rentals Daily Winter Park entices guests to explore various tourist… More

From US$ 481 Book Now