Do you remember the last time you went on a date with your significant other? If not, you’re overdue so plan a date when you Visit Winter Park, Colorado. If you’re in need of some Winter Park date night ideas we’ve got you covered, (we’ve even got childcare covered)!

Here is a list of options for date nights ranging from happy hour to a fun-filled night out on the town!

Pack a Picnic

Pack a picnic and a bottle of wine and head to the mountains with your significant other and enjoy a low-key date night of a sunset and stargazing. Be sure to bring headlamps, bug spray, a blanket, layers, and plenty of water if you choose to do your own backwoods cooking.  (Be sure a fire ban is not in place and prior to leaving make sure your campfire is out, out!)

Where to go? If you have 4-wheel drive head up to Corona Pass in Winter Park! – It’s a bit longer of a drive on a bumpy road, but the views from the top of the divide are unbelievable! Otherwise, head up Strawberry Creek in Tabernash, Colorado for a smoother drive and lots of great lookouts!

Pizza and a Movie

Winter Park, Colorado is home to The Foundry, one of the coolest movie theaters in the country. Here you can grab a drink, order a pizza or sandwich, and head into their deluxe and newly remolded theater with perhaps the most comfortable seats in existence. (Insider’s tip: The seats in the front are extra-comfy, lazy-boys that recline!) Not feeling a film? The Foundry also offers bowling and pool, in a retro-styled environment.

Ice Cream and a Show

In need of an extended night out, away from the words, “Mom” and “Dad?” If so, head over to Grand Lake, Colorado for a night on the town. In just 30 minutes you will be passing by the beautiful Lake Granby and heading on your way to the rustic town of Grand Lake, Colorado. There you’ll find a bustling Main Street complete with souvenir shops, art galleries, and ice cream shops.

Once you’ve grabbed some ice cream and checked out the town, head over to the Rocky Mountain Repertory Theatre and settle in for a great show. This year’s shows include, 42nd Street, The Addams Family, All Shook Up, and Forever Plaid.

Happy Hour

Looking for an early date night so you can get back with the family before bedtime? Try happy hour at Tabernash Tavern. Located a five-minute drive West of Winter Park, Tabernash Tavern offers a full happy hour menu, amazing drink specials, and live music on select nights.

Dinner and Live Music

Friday’s throughout the season, Cooper Creek Square is offering live music and outdoor dining. The various restaurants have gotten together to organize a delivery system so you can eat your meal while watching a live band perform in the courtyard. Cooper Creek Square offers a variety of different dining options including; Mexican, Sushi, Indian, Chinese, Barbeque, Coffee, Gelato, and more.

Fancy and Affordable

If you’re looking for delectable food, a vast wine selection, a romantic atmosphere, and a surprisingly affordable menu, Volario’s is the place to go. Located in downtown Winter Park, Volario’s offers a variety of Italian-American dishes, with homemade pasta, and fantastic service.


If childcare, (or lack thereof) might be the difference between a great date night out, or another night in have no fear. There are plenty of responsible and professional child care providers in the area.

  • Checkout –
  • Ask someone you meet – a lot of people have kids up here and most have a go-to sitter. Ask them if they have a babysitter they’d recommend.
  • Contact Snow Mountain Ranch – they have an awesome camp department, complete with staff who are all first aid and CPR certified.