A Week-Long Winter Itinerary

Spend a Week in Winter Park this Winter.

When you first arrive in Winter Park, check into your accommodations and settle in before stopping by a ski shop to pick up any gear you will need so you don’t have to worry about it for the rest of your stay.

Day 1

8:00 a.m. Wake up and get moving so you can hit the slopes early to get the most of your day. Find a hot breakfast nearby so you can fuel up before your full day of skiing or snowboarding.

9:00 a.m. Choose the resort you want to conquer (Ski Granby Ranch or Winter Park Resort/Mary Jane) and enjoy a full day of skiing/riding! Experience our less crowded slopes and varied difficulties at each local resort.

3:00 p.m. If you tire out a bit early, head out to catch a happy hour. Happy hour is usually sometime between 3-6 at our area restaurants, so hit up a few different places for great food and drink specials.

6:00 p.m. Still hungry? Find a new favorite spot for dinner before heading in for the night to relax at your hotel or lodge.

Day 2

8:00 a.m. Good Morning Sunshine! We know it’s tempting to head back out on the slopes, but today is the day to try something different. Take a snowmobile tour along the Continental Divide to take in some incredible, breathtaking views of the area, all while getting that adrenaline rush you long for.

12:30 p.m. After the tour, find a great spot for lunch in one of our local shopping areas. You won’t be disappointed.

1:30 p.m. Connect with your inner child, and spend the afternoon tubing at one of our local tubing hills. With 6 different adventures to choose from, it’s the perfect way to spend your afternoon.

4:30 p.m. Check our online event calendar or stop by the Visitor Center in Downtown Winter Park to find a place with live music to spend your evening. If you’re lucky, you can find a coveted place that served food and drinks so you can stay through dinner.

Day 3

9:30 a.m. Take a lazy day! Enjoy a more relaxed start to the morning by sleeping in and then heading into town to have a leisurely breakfast.

11:00 a.m. After breakfast, walk around and do some shopping along Main Street, Cooper Creek Square or the Village at Winter Park Resort.  Don’t forget to stop in at the art galleries in town to do some “ooooing and ahhhing” at some of our local masterpieces. If you’re hungry for lunch, you’re sure to find plenty of dining options along your shopping and gallery routes!

2:00 p.m. Make your way over the Grand Park Recreation Center.  In addition to standard work out equipment, they have a climbing wall, swimming pool, water slide, hot tub, indoor track, and basketball courts. There are plenty of options to keep the group entertained for a few hours while also staying out of the cold.

5:00 p.m. The perfect ending to a laid back day? Pizza, bowling and a movie at the Foundry! Spend a nostalgic evening filled with friendly competition, lazy moviegoing or dining on good old fashioned pizza and beer.

Day 4

6:00 a.m. Wake up early to prepare yourself for something truly special: a hot air balloon ride. These rides take off nice and early, so be prepared for a really early morning. The good news is, a continental breakfast and a traditional champagne toast is included in the ride, so there’s no need to wake up much earlier than this!

1:00 p.m. After your hot air balloon ride in the morning, find a great nearby place for lunch before heading along your way.  You might want to grab a few “ZZZ’s” before heading out on your next adventure, too.

3:00 p.m. Spend the afternoon conquering a second new experience like nordic skiing or dog sledding. If you’re feeling bold, get in touch with a company that offers guided backcountry ski/ride trips. You won’t regret it!

6:00 p.m. Since this is a day for trying new things, why not pick a dining option that offers Italian, cajun, sushi, indian, bbq, Chinese, Irish or Mexican food instead of the usual? View a full list of dining options. 

Day 5

9:00 a.m. Bundle up, and head out for a morning snowshoe hike. Be sure to stop by the Winter Park Visitor Center for some of our favorite trail ideas for the best strolls and views.

12:30 p.m. Get inside to warm up for lunch. Find soups, hot sandwiches and more at our local lunch stops.

2:00 p.m.After such a busy week, we are betting those muscles are feeling pretty achy. Get massage or spa treatment for an afternoon full of pampering.

5:00 p.m. Find a great spot to dine, and relax the evening away getting a taste of some Colorado made libations at a local brewery.

Day 6

8:00 a.m. In a place like Winter Park, it would be a shame to only spend one day on the slopes. With your newly relaxed muscles, head out to one of our downhill ski resorts. Want to make the trip extra special? Try the opposite resort you tried earlier in the week!

4:00 p.m. After a full day of skiing or snowboarding, it’s great to just relax in one of our villages. Find a great place to dine, then rent some skate and go ice skating at one of the 5 ice skating rinks near Winter Park.

Day 7

9:00 a.m. Make sure you get to see all you can on your last day in Winter Park: Take a scenic drive of your choice to make sure you truly get to know the area before departing.

12:00 p.m. Grab your last lunch in Winter Park (until next time) before finishing out the afternoon with a unique Winter Park experience.

1:30 p.m. Feeling nostalgic…or romantic perhaps? Take a horse drawn sleigh ride while you sip on hot cocoa under a cozy blanket.