Luxury Hotels in Winter Park

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Luxury Hotels in Winter Park

Top neighborhoods in Winter Park

Old Town Winter Park

Old Town Winter Park sits right at the base of world-class slopes where mountain magic happens year-round. The historic area preserves authentic alpine charm with rustic timber buildings and railroad heritage. Après-ski bars and restaurants create a lively scene where skiers swap stories after conquering the mountain. The rushing Fraser River adds nature's soundtrack to this quintessential mountain playground. Hearty mountain fare dominates local eateries with elk burgers and craft beers on most menus. Ski-in/ski-out lodges and mountain chalets offer cozy fireplaces and hot tubs for post-adventure relaxation. The compact core area remains walkable despite steep terrain, with seasonal shuttles connecting you to all the powder-packed fun.

Elk Court Cabins

Elk Court Cabins invites you to live out your mountain fantasy without all the hassle. These rustic-modern vacation rentals tuck you right into the pines with immediate access to Winter Park Resort for prime ski-in/ski-out adventures. After a day on the slopes, your private hot tub awaits while stars put on a show overhead. Wildlife sightings and crisp alpine air come standard with every stay. Getting around requires wheels—this peaceful retreat sits away from the crowds but just minutes from Winter Park's dining scene. Your cabin comes equipped with a full kitchen for home-cooked meals after a day of outdoor play. Seasonal ski shuttles make resort access a breeze during winter months, while summer offers hiking trails right from your doorstep.

Hideaway Village South

Hideaway Village South offers an enchanting mountain retreat in Winter Park's pine-covered forests. This quiet vacation rental community provides the perfect base for outdoor adventures year-round. Ski enthusiasts can easily reach Winter Park Resort while nature lovers will appreciate direct access to Arapaho National Forest trails for hiking and wildlife viewing. Cozy vacation homes and condos feature mountain lodge aesthetics with fireplaces and private hot tubs. Though dining options require a short drive, the free winter shuttle connects you to Winter Park's restaurants and shops. Most visitors appreciate the peaceful setting where stargazing and forest sounds replace the typical resort bustle.

Bear Crossing

Bear Crossing offers a peaceful mountain escape with ski-in/ski-out access to Winter Park Resort. Winter sports enthusiasts will love the direct connection to snowy slopes, while summer visitors can explore hiking trails through the pristine Rocky Mountain wilderness. After adventures on the mountain, relax in your private retreat surrounded by pine forests and spectacular alpine views. Vacation homes and condos with fireplaces and full kitchens make up this quiet residential enclave. The free resort shuttle connects you to Winter Park's dining and shopping options just minutes away. This uncrowded mountain haven is perfect for travelers seeking outdoor recreation with natural serenity.

Top landmarks in Winter Park

Frequently asked questions

What are the cheapest luxury hotels in Winter Park?
You'll find some affordable luxury hotels in Winter Park from $143 where you can live the good life for less. Select your preferred dates, then fine-tune your search by budget, amenities and more. Rates can vary depending on the time of year, so try to have flexibility with your plans. You can also sign up to become a member of our rewards program to unlock Member Prices and earn discounts on future stays.
What is the best time to stay in a luxury hotel in Winter Park?
If you want the warmest weather, plan your trip for July. The temperatures are around 45ºF (7ºC) to 72ºF (22ºC) during this time. December sees the coolest temperatures between 7ºF (-14ºC) and 25ºF (-4ºC). For a more relaxed setting and potentially more affordable luxury hotels in Winter Park, visit in May when it's quieter.
Are there any luxury hotels in Winter Park with parking?
Search for luxury hotels in Winter Park that feature space for your ride by clicking on the "Parking" filter. It's located under "Amenities." No need to waste time looking for a spot or compromise on convenience — at these properties you can simply park and go.
Are all taxes and fees included in the Winter Park hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.