Logo

Top Things to Do in Winter Park Over Memorial Day Weekend

Whenever you plan a trip to Winter Park, make sure it is not just for the winter season. We get it, we have a stunning winter season with our local mountain but the summer time is just as exciting here in the area. You can kick off your summer season this year with a visit over Memorial Day Weekend. Winter Park brings out many family friendly activities and events for everyone to enjoy. Take a look at the top things to do for your Winter Park Memorial Day Weekend:

Grand Lake Memorial Day Parade and Celebration


Memorial Day is a holiday where we honor our fallen military service members who have fought bravely to protect our country. During your visit to Winter Park you can commemorate our service members with a quick visit to our neighbor of Grand Lake. They offer a yearly Memorial Day Parade and Celebration that brings the community together. This event will return once again this year on Monday May 26th for Memorial Day. The parade will start at 10:00 AM as it marches Grand Avenue towards Hancock Street. The parade will be made up of veterans, service groups, and horses for a showcase of patriotism. A memorial ceremony will take place immediately after the parade in Town Park with a fly by to close out this wonderful event. This is a great way to show your family how to celebrate Memorial Day here in the area.

Take a Scenic Gondola Ride


The summer season sees the snow of winter melt away and clear up the mountains. This is a great time to take advantage of the weather and get a new view of Winter Park. Enjoy a scenic gondola ride that will take you up to the peak at 10,700 feet for a memorable experience. The gondola rides are plenty now that they are not carrying skiers up to the mountain. Along the way you will get to enjoy panoramic views of wildflowers, aspen groves, and the Continental Divide. Enjoy the scenery at the top before making your way back down. Gondola rides are the perfect way to start your summer vacation.

Round of Golf

Memorial Day Weekend is a great time to dust off your golf skills with a round or two here in the area. You will find an 18-hole course over at Winter Park Resort that is perfect for all ages. This short game slopeside allows even the kids to join in on a bit of fun as you have the Rocky Mountains as your beautiful backdrop. You can also find other golf courses here in Winter Park that more experience players can enjoy. Winter Park Golf Course is a 9-hole public course that is perfect for a few hours. Make sure to book a tee time early as Memorial Day Weekend is sure to be busy on the green.

Fishing in Winter Park


Memorial Day Weekend is also a great time to enjoy some fishing here in Winter Park. Fishing is always best enjoyed after the winter snow melt and before the temperatures climb further so Memorial Day Weekend is a great time. The area features 1,000 miles of streams and rivers to fish from along with plenty of mountain lakes and reservoirs. You will find Winter Park to be a great spot to fish up rainbow, brown, and cutthroat trout. Keep in mind that all Colorado residents and visitors ages 16 and up will need to purchase a fishing license during their visit. A great way to have everything taken care of for you is by booking a fishing charter. Fly Winter Park will take you on a guided fly fishing excursion where you will be taken to spots that are known frequent catches. The gear and licenses are all provided for you so you can simply show up and toss your line in the water. Let fishing be a great activity for your time in Winter Park.

Check Out Local Breweries


Winter Park is home to many of the craft breweries here in the area and are worth stopping by. Colorado is already known as a beer mecca but Winter Park is something else. Stop by local favorites that include Vicious Cycle Brewing, Big Trout Brewing, or Hideaway Park Brewery. Each spot specializes in their own handmade ales where you can enjoy a tasting flight or a pint. There are sure to be some Memorial Day Weekend specials so keep an eye out for those!

Get Ready for Winter Park


Now is the perfect time to get ready for your Memorial Day Weekend stay. Our vacation rentals will keep you comfortable all stay long and keep you close by these local activities. Let Winter Park be your Memorial Day Weekend home.

Blog

Latest Posts

Guide to Experience Winter Park Like a Local

May 8, 2026

Guide to Experience Winter Park Like a Local

Discover Winter Park like a local with insider tips on skiing, hiking, dining, and mountain adventures. Plan your stay with Winter Park Escapes.

5 Reasons to Book a Ski-In Ski-Out Rental in Winter Park

May 8, 2026

5 Reasons to Book a Ski-In Ski-Out Rental in Winter Park

Discover 5 reasons to book a ski-in ski-out rental in Winter Park, Colorado. Enjoy convenience, luxury amenities, and direct slope access. Plan your stay.

Benefits of Ski-In Ski-Out Rentals in Winter Park

May 8, 2026

Benefits of Ski-In Ski-Out Rentals in Winter Park

Discover the benefits of ski-in ski-out rentals at Winter Park Resort. Direct lift access, gear rentals, lessons, and resort events. Plan your stay.

How to Spoil Your Loved One in Winter Park for Valentine’s Day

May 8, 2026

How to Spoil Your Loved One in Winter Park for Valentine’s Day

Spoil your loved one this Valentine's Day in Winter Park with romantic dinners, spa treatments, and sleigh rides. Plan your romantic getaway.

Make Your New Year’s Resolution to Travel to Winter Park

May 8, 2026

Make Your New Year’s Resolution to Travel to Winter Park

Make 2025 your year to visit Winter Park, Colorado. Ski world-class slopes, enjoy winter activities, and explore mountain adventures year-round. Plan your stay.

February 5th Is Book Direct Day! Why Should You Book Direct?

May 8, 2026

February 5th Is Book Direct Day! Why Should You Book Direct?

Discover why booking directly saves money, avoids hidden fees, and gives you access to our full Winter Park vacation rental inventory. Plan your stay today.

How to Spend Spring Break in Winter Park

May 8, 2026

How to Spend Spring Break in Winter Park

Discover Spring Break activities in Winter Park, from skiing and snowboarding to fishing and ice skating. Plan your stay with us today.

Top Amenities in Our Winter Park Rentals

May 8, 2026

Top Amenities in Our Winter Park Rentals

Discover premium amenities in Winter Park vacation rentals—gourmet kitchens, hot tubs, fireplaces & more. Plan your stay today.

Tips for Planning a Last-Minute Vacation in Winter Park, CO

May 8, 2026

Tips for Planning a Last-Minute Vacation in Winter Park, CO

Plan a spontaneous getaway to Winter Park, CO with our essential tips. Discover outdoor activities, mountain experiences, and find your perfect rental. Book

Planning Your Summer Vacation in Winter Park

May 8, 2026

Planning Your Summer Vacation in Winter Park

Plan your summer getaway in Winter Park, Colorado with tips on budgeting, dates, and finding the perfect rental. Explore stays today.

Where to Watch Fireworks in Winter Park This July 4th

May 8, 2026

Where to Watch Fireworks in Winter Park This July 4th

Discover where to watch fireworks in Winter Park this July 4th. Explore the drone show at Winter Park Resort or Grand Lake fireworks. Plan your stay.

What to Pack for a Holiday Getaway in Winter Park

May 8, 2026

What to Pack for a Holiday Getaway in Winter Park

Pack smart for your Winter Park holiday getaway. Essential tips for mountain weather, skiing, and cozy rental stays. Plan your escape today.

Top Outdoor Activities to Enjoy in Winter Park This Fall

May 8, 2026

Top Outdoor Activities to Enjoy in Winter Park This Fall

Discover top outdoor activities in Winter Park this fall—scenic gondola rides, hiking trails, wine festivals, and more. Plan your stay.

Cozy Amenities to Look for in Winter Park Rentals This Fall

May 8, 2026

Cozy Amenities to Look for in Winter Park Rentals This Fall

Discover cozy amenities for your fall getaway in Winter Park. From fireplaces to hot tubs, find the perfect rental. Plan your stay.

A Local’s Guide to Valentine’s Day in Winter Park, CO

May 8, 2026

A Local’s Guide to Valentine’s Day in Winter Park, CO

Discover Winter Park's most romantic Valentine's Day experiences: skiing, scenic trails, intimate dining, and cozy mountain stays. Plan your romantic getaway.

Family-Friendly Itinerary for Visiting Winter Park, CO

May 8, 2026

Family-Friendly Itinerary for Visiting Winter Park, CO

Discover the perfect family itinerary for Winter Park, CO with skiing, mountain adventures, scenic trails, and kid-friendly dining. Plan your stay.

Top Events This April in Winter Park

May 8, 2026

Top Events This April in Winter Park

Discover top April events in Winter Park, from Spring Bash + Splash to beerfest and live music. Plan your stay.

Your Go-To Itinerary for Visiting Winter Park Any Time of Year

May 8, 2026

Your Go-To Itinerary for Visiting Winter Park Any Time of Year

Discover Winter Park's year-round charm with our seasonal itinerary. From ski slopes to mountain trails, explore what makes this Colorado destination special.

Plan an Easter 2025 Getaway to Winter Park

May 8, 2026

Plan an Easter 2025 Getaway to Winter Park

Plan your Easter 2025 family getaway to Winter Park. Enjoy Easter events at Winter Park Resort, Spring Bash festivities, and spring activities. Explore stays.

Top Things to Do in Winter Park Over Memorial Day Weekend

May 8, 2026

Top Things to Do in Winter Park Over Memorial Day Weekend

Discover top things to do in Winter Park over Memorial Day Weekend. From parades to gondola rides, golf, and fishing. Plan your stay.

Ready to Escape?

Book with us today, your Winter Park home awaits.

Book Direct & Save