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Winter Park, CO Cabins & Vacation Rentals

Winter Park Travel Guide

Winter Park is a quaint small city just north of Orlando. The shaded streets of downtown and its shops and restaurants are a nice break from the chaos of the nearby theme parks and massive resorts.

Things to Do in Winter Park

The Charles Hosmer Morse Museum of American Art and the Mead Botanical Gardens are two of the city's top attractions. In addition, antique and art shows are never hard to find.

Best Time to Visit Winter Park

The best time to visit Winter Park is in early spring when the temperatures are climbing but haven't reach that level of suffocating heat that central Florida is known for. Late fall is also a nice time and you'll find a similar climate.

A Local's Guide to Winter Park vacation rentals

It isn’t much of a surprise that the Wintert Park's biggest attractions is its mountain playgrounds and the huge range of winter sports facilities found here. But don’t let this stop you from coming at other times of the year. Winter park is beautiful no matter the season, with its fun-filled summer festivals and the rich colors of the mountains in fall, it is a great year-round destination to book a vacation home.

For those interested in sports, the town has a huge range of lodging possibilities, from slope-side hotels to ski-in-ski-out condos, which make a great base for making use of the facilities in the surrounding area. The Winter Park lodging in town is surrounded by many restaurants that cater for these cold weather activities, with hearty Mexican or German food, perfect for a meal after spending the day on the slopes. There are also plenty of shops where you can pick up some last minute souvenirs or snow gear.

Winter Park Ski Resort is home to some world-class ski slopes, all of which are located in the 3,000 acres of the park. The terrain is diverse enough for everyone to enjoy, from beginner to expert. Several trails have been identified as ‘historical trails’ thanks to the contributions that certain individuals have made to the area, such as the Mary Jane Trail, Bradley’s Bash and Cranmer. However, this is not the only choice of ski resort in the area, nearby you will also find Ski Granby Ranch, Snow Mountain Ranch Nordic Center, and Devil’s Thumb Ranch, which offers plenty of trails for cross-country skiers. Once you have had your fill of skiing, other great snow sports on offer include snowboarding, hayrides, snow tubing and dog sledding to name just a few, all of which combined are sure to make for a great Winter Park vacation. The town of Fraser Valley is also nearby, and is a great place to visit on a day trip from your Winter Park vacation rental.

In summer, the resort is transformed. The slopes are covered in vacationers riding the lifts up to the wildflower-covered mountains and admiring the stunning views. You can also visit the surrounding national forest, and feel at one with nature as you explore the many twisting paths. There are over 600 miles of marked trails for mountain biking, and for those that want a bit of an adrenaline rush, ride the alpine slide or have fun on the summer tubing hill. From Winter Park Colorado it is less than an hour to the Rocky Mountain Nation Park, a postcard-worthy location for exploring the great outdoors and home to the world famous Continental Divide mountain range.

Rentals in Winter Park are extremely popular, especially during ski season, so be sure to book in advance.

Price and Availability Index in Winter Park

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The most expensive month to stay in a vacation rental in Winter Park is in March, while the cheapest month is in September. The most popular time to book a vacation rental in Winter Park is in the high season in March. Winter Park has its low season in May, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Winter Park tends to be Tuesday, while the most expensive day tends to be Sunday. Vacation homes in Winter Park tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The weather in Winter Park

47º -5º
1.12
41º -17º
2.65
51º -4º
1.31
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0.61
59º
1.58
65º 17º
1.83
77º 27º
0.11
79º 33º
3.12
73º 31º
1.97
75º 19º
0.92
63º 12º
1.47
53º
0.89
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This climate histogram shows you the weather patterns in Winter Park. The hottest month in Winter Park is June, when temperatures peak at 79 ˚F. The coolest month is January, when temperatures drop to -17 ˚F. The wettest month in Winter Park is July with 3.12 inches of rain, while the driest month is June with 0.11 inches of rain.

Vacation Rentals in Winter Park

Browse accommodations from all the best providers including Airbnb, VRBO, redawning and more at AllTheRooms.com. AllTheRooms has 4419 vacation rentals, hotels and other great places to stay during your time in Winter Park, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those trying to keep costs down, the lowest priced place to stay in Winter Park comes in at $10 per night. A typical accommodation in Winter Park costs on average $211 per night.

Those looking to get some work done during their trip to Winter Park can pick from 1682 places to stay that provide WiFi. 22 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 665 accommodations that have gym facilities. Driving to Winter Park? Then choose one of the 1625 places to stay that comes with a parking spot included. We have 484 places to stay that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 130 accommodations that are designated as pet-friendly.

In Winter Park AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 9 providers, including 758 places to stay from Airbnb, 221 accommodations from VRBO and 221 places to stay from redawning.

1412 accommodations in Winter Park have been reviewed: 37% are rated excellent or good. 1838 places to stay in are instantly bookable.

Destinations near Winter Park

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