Aspen, Colorado in February is a dreamy winter escape, and Presidents’ Day weekend in 2025 is extra special as it coincides with Valentine’s Day. Whether you’re planning a romantic getaway or a fun-filled weekend with friends and family, Aspen has everything you need for an unforgettable holiday. From world-class skiing to cozy date-night dinners, here’s how to make the most of your long weekend in this winter wonderland.
1. Enjoy World-Class Skiing and Snowboarding
With fresh February snow and clear mountain skies, Presidents’ Day weekend is perfect for hitting Aspen’s legendary slopes. Choose from four premier ski areas:
- Aspen Mountain (Ajax): Known for its challenging terrain and breathtaking views.
- Snowmass: Great for families with its diverse runs and kid-friendly activities.
- Buttermilk: Perfect for beginners or freestyle enthusiasts drawn to its terrain parks.
- Aspen Highlands: Home to the iconic Highland Bowl for advanced skiers seeking a thrill.
Pro Tip: Arrive early to beat the holiday crowds and enjoy the best conditions.
2. Romantic Valentine’s Day Dinner at Pine Creek Cookhouse
Celebrate Valentine’s Day with an unforgettable dining experience at the Pine Creek Cookhouse. Nestled in the stunning Ashcroft Valley, this charming log cabin restaurant is accessible via a scenic cross-country ski, snowshoe, or horse-drawn sleigh ride—setting the perfect tone for a romantic evening.
Indulge in their locally inspired menu featuring dishes like elk, trout, and wild game while taking in views of snow-capped peaks and a star-lit sky. Make your reservation early—this magical spot is in high demand for Valentine’s Day.
3. Soak Up the Après-Ski Scene
After a day on the slopes, Aspen’s après-ski scene offers plenty of ways to unwind:
- Ajax Tavern: Known for its lively vibe and famous truffle fries, it’s a classic spot at the base of Aspen Mountain.
- Chair 9 at The Little Nell: Sip cocktails and enjoy live music with stunning mountain views.
- Snowmass Ice Garden: Glide across the rink for a festive, family-friendly activity.
- French Alpine Bistro: enjoy fondue for dinner with a large group of friends
4. Explore the Great Outdoors
For those looking to experience Aspen beyond skiing, consider these outdoor adventures:
- Snowshoeing: Wander through peaceful, snow-covered trails at Ashcroft Ghost Town or Maroon Bells.
- Snowmobiling: Take a guided tour to the breathtaking Maroon Bells, one of Colorado’s most iconic destinations.
- Hot Air Balloon Rides: Marvel at panoramic views of the Rocky Mountains from the sky.
5. Relax and Rejuvenate
Presidents’ Day weekend is the perfect time to indulge in some self-care:
- RAKxa Spa: Located in The St. Regis Aspen, this luxurious spa offers relaxing treatments like hot stone massages and oxygen facials.
- O2 Aspen: A wellness studio offering yoga, pilates, and boutique spa treatments.
- Base State Longevity: Relax and unwind with offerings like an IV drip, sauna, cold plunge, massage, leg compression therapy, and more.
6. Explore Aspen’s Arts and Culture Scene
Take a break from outdoor adventures and dive into Aspen’s rich cultural offerings:
- Aspen Art Museum: Discover thought-provoking contemporary art exhibitions.
- The Wheeler Opera House: Catch a live performance, concert, or film screening.
- Cooking Classes: Learn a new skill while savoring delicious cuisine at the Cooking School of Aspen.
7. Valentine’s Day-Inspired Activities
Make this Valentine’s weekend extra special with these romantic options:
- Private Sleigh Rides: Cuddle up under a blanket as you glide through the snowy countryside.
- Couples’ Spa Day: Book a relaxing treatment for two at one of Aspen’s luxury spas.
- Candlelit Dinner at Casa Tua: A cozy, upscale restaurant offering Italian cuisine and an intimate ambiance.
8. Shop for Something Special
Aspen’s upscale shopping scene offers plenty of opportunities to treat yourself or find the perfect Valentine’s Day gift:
- Kemo Sabe: For Western-inspired accessories and custom cowboy hats.
- Pitkin County Dry Goods: A mix of chic clothing and unique finds.
- Aspen Jewelry Co.: For timeless pieces that sparkle as much as the snowy landscape.
9. Nightlife and Live Entertainment
Keep the festivities going into the evening:
- Belly Up Aspen: Dance the night away at this legendary music venue, featuring top-tier live performances.
- Public House: A vibrant pub offering great food, drinks, and a laid-back atmosphere.
10. Cozy Up in Luxury Accommodations
Whether you're visiting as a couple, family, or group of friends, Aspen offers a range of luxurious lodging options. From elegant hotels like The St. Regis Aspen to spacious rental properties perfect for larger groups, there’s no shortage of comfort and style.
Plan Your Perfect Presidents’ Day Weekend
Presidents’ Day and Valentine’s Day combined make for a weekend full of excitement, romance, and winter wonder. Whether you’re exploring the slopes, indulging in gourmet dining, or enjoying the festive après-ski vibe, Aspen delivers an unforgettable experience.
Looking for the perfect property to rent for your holiday or want to buy or sell a home during the weekend you are in town? Contact me, Stephanie Kroll at Avant Garde Aspen Luxury Real Estate, to find a luxurious retreat tailored to your needs. Let’s make your weekend in Aspen extraordinary.
