Ultimate Guide: Leavenworth Winter Itinerary

Last updated on January 24th, 2023

Imagine a snow globe … then picture yourself in it.

There is nothing quite like Leavenworth in the winter.  It is such a popular spot for a winter family vacation. There is something for everyone – activities to get the body moving (and energy out), delicious food to eat, wine to taste, a cute little town to stroll, and a quaint and peaceful atmosphere to relax.

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- Getting There -

Leavenworth is an easy 2.5 hour drive from Seattle via Highway 2 or I-90/US-97. You’ll drive over the Stevens or Snoqualmie Pass, so bring chains or tire socks.

We time our road trips with nap time. This makes for a nice long nap for the kids and a lovely peaceful ride for the parents. 

There are pockets of forest, so if you have young kids, pack a car potty for quick bathroom stops.

- Road Trip Stops -

There are so many great stops along the way to break up the drive and fill hungry bellies. 

Route: Highway 2

59er Diner, 15361 Highway 2, Leavenworth | This fun local diner was featured on Diners Drive-In and Dives. Highlights of this spot include retro decor, a juke box, milkshakes, and delicious food!

Louski’s Deli, 148 N 5th St, Skykomish | This locally owned, family operated business makes delicious sandwiches, baked goods, ice cream, and coffee. 

Route: I-90/US-97

Twin Pines Drive-In in Cle Elum has been a family operated business since the 1950s. While this drive-in has changed families a couple times, the food remains high quality and delicious.

Liberty Cafe off US-97 is a must stop. Enjoy the quaint eatery for breakfast or lunch and don’t miss the made-from-scratch pies!

- 6 Kid-Friendly Things to Do in Leavenworth -

Go Sledding down the Downtown Hill in the heart of the Bavarian Village. You can’t miss this hill, right across from the Kringle shop and steps from the Gingerbread Factory (a must visit spot for yummy treats!). If the Downtown Hill is packed, head to Enchantment Park or hit the Leavenworth Golf Course ($10 per person or $35 per family). Pack a sled before you hit the road!

Hit the Slopes of Leavenworth Ski Hill featuring two groomed ski hills, serviced by rope tows and a moving carpet. This is a great hill for beginners learning to ski and snowboard with affordable lift tickets and lessons.

*Rental equipment is not provided here. Plan to rent gear before you arrive.

Go for a Thrilling Ride down the Lt. Michael Adams Tubing Hill. The 100-foot hill is sure to delight the kids and adults. A $30 ticket gets you six runs down the hill on provided tubes. All tubers need to be able to ride independently. The hill says its ideal for kids 8+ but those as young as 4 years old have enjoyed the ride.

Soak in the Scenery on a Sleigh Ride. There is nothing more peaceful and serene than a sleigh ride through the snow by Leavenworth Sleigh Rides or Eagle Creek Sleigh Rides or Icicle Outfitters and Guides

*Call early as we found out people book weeks/months in advanced.

Meet and Greet Real Reindeer at the Leavenworth Reindeer Farm. Go inside the reindeer enclosure to meet the herd, feed the reindeer, and snap some Instagram-worthy photos. The tour typically lasts 60 minutes and is recommended for ages eight and above. Children under eight are allowed but must remain under direct adult supervision and within arm’s reach of an adult.

*These tours book up fast – often months in advance, so plan ahead!

Roam the Nutcracker Museum to see an impressive collection of nutcrackers from antiques to novelties from all over the world. It will be hard not to purchase one for yourself!

- Packing List -

– Ski or Snowboard Rentals –

REI rentals or from your local ski shop. Don’t forget goggles and a helmet.

– Sled –

A good old trusty plastic one, an inflatable tube, or splurge on a hard bottom tube.

*Plastic Container/Bags or Laundry Basket for the wet snow clothes




A directory of family friendly places to go with toddlers and kids in the Greater Seattle Area.

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