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Poems have been written about it, songs have been sung, and indeed the Rocky Mountain range continues to be a destination for travelers of all ages. No place else in the world offers such a vast outdoor playground, where no matter what your adventure style is and where your comfort level is at, there is something for everyone. With so much to do and see, we recommend taking full advantage of your visit by planning an extended journey to Winter Park for a once-in-a-lifetime adventure!

Above All Else, Comfortable Accommodations

The most important aspect of planning a successful 30-day journey is finding the perfect accommodations. Having a basecamp for your adventures is not only practical, it’s an essential luxury to your comfort and healthy frame of mind. There will be days you’ll want to cook in the comfort of your own fully equipped kitchen or sleep in and have coffee and pastries at noon in your pajamas. On such days, using the kitchens in our lovely abodes is a great idea. Including hosting everything a hobby chef would wish for, like top-notch stainless appliances, bakeware, cookware, and utensils, they are generously spacious and immaculate. Even better, they have large islands with cozy seating, making it possible for your travel companions to keep you company or assist if necessary.

When it comes to the living areas, they are just as welcoming and comfortable. Outfitted with lavish sofas, armchairs, area rugs, center tables, and coffee tables, be ready to kick off your shoes and unwind. From the large flat-screen television, you can keep up with the headlines or watch a movie whenever you want. Also, you can cuddle or gather by the fireplace and chitchat on chillier days to pass the time as you create new memories.

While planning a getaway, many travelers look forward to detaching from the outside world and focusing on relaxing, which is truly excellent. However, checking up on the people you love is just as great. Thanks to the availability of high-speed wireless internet, you can always stay in touch with your friends back home whenever you have extra time. And if you are a workaholic, you can work on your unfinished tasks or attend all work meetings on time.

Whether you spent the day exploring the glorious Winter Park or unwinding from the convenience of your rental, taking time to pamper yourself is necessary. That’s why many of these stunning rentals have a hot tub awaiting to help ease your pain. With a glass of wine or sparkling champagne in hand, soak up the soothing bubbly water as you listen to calming music. By the time you are done, you will be glad you chose to stay with us.

Though Winter Park has exciting recreational activities, there are days when you will want to have fun from the convenience of your vacation home, and that’s wonderful. The good news is that many of our rentals have game rooms fitted with game consoles. You will find several games you can choose from whenever you desire and have a good time. Also, these areas have TVs, comfy seats, tables, and board games, to cite a few. You can form teams and compete against each other. Alternatively, if you are looking for relaxing ways to have a good time, you can head to the theater room and stream a movie as you bite on tasty snacks.

When it’s time to enjoy a great night of slumber, you can head to the bedrooms readily available for you to use. These areas are generously spacious and ooze the serene aura you need to have happy dreams. You’ll enjoy the luxurious bedding atop the quality mattress when you crawl into bed at night. From the vast windows, you can relish the serene outside scenery from the comfort of your bed first thing in the morning. And above all else, you’ll be happy to have a spot in a prime location that allows you to take advantage of everything this area has to offer.


While driving your own transportation is completely doable, there are other options for getting around Winter Park as well. The Lift, a free local shuttle service, runs from 7:30 a.m. – 2 a.m. daily. This free service will transport you from your lodging choice, the Amtrak Station or wherever you may be in Winter Park & Fraser to your intended destination. The Lift Rider app lets you view the real-time location of the bus, get estimated arrival times, and set stop reminders so you never miss the bus. Uber and Lyft services are also available 24 hours a day, 7 days a week.

Adventures Await

Some of the obvious adventures to experience in Winter Park is skiing, snowboarding, snow tubing, summer tubing, scenic gondola rides, and golf. Not far from your front door, you’ll find even more adventures ranging from river rafting/kayaking/paddling, boating on the lake, mountain biking, horseback riding and even hayrides.

When you’re ready to explore a little further, take advantage of the gorgeous scenery and slow pace of the awe-inspiring byways and drives. Take a cruise up to the Rocky Mountain National Park and don’t fret if you find yourself coasting down a side road for a picnic near a waterfall. If you’re looking for some excitement, schedule a hot air balloon ride or take a train ride. Amtrak’s double-decker Winter Park Express will take you between Denver’s downtown Union Station and Winter Park Ski Resort. The two-hour ride has you cruising through 31 tunnels while offering stunning views of the Flatirons rock formations above Boulder. Consider this for a weekend getaway to Denver.

Enjoy Small-Town Living During your Journey to Winter Park

Sometimes slowing down your pace and taking time to enjoy one of America’s best small towns is exactly the adventure your mind and body have been craving. Winter Park has a variety of spas, art galleries featuring local artists, and coffee shops. There are plenty of restaurants for you and your gang to hang out in, including some of our favorites. Check out Carvers for some delicious southwest breakfast options, Randi’s Irish Grill and Pub for authentic Irish cuisine, and Tabernash Tavern for a rotating menu of fine seasonal dishes housed in a rustic, Old West-style dining atmosphere.

Call to Join

Winter Park Escapes specializes in vacation rentals and long term Winter Park vacations, but they pride themselves on their vast knowledge of the surrounding area. Contact our reservation specialists today and let us help you plan your upcoming journey.