Your Weekend Itinerary at Deep Creek Lake, MD: February 28 – March 2, 2025
Are you headed to Deep Creek Lake this weekend? Whether you’re an outdoor enthusiast or a fan of good food, live music, or theater, The Deep Creek Regular has you covered with this itinerary. With great conditions for skiing, a variety of live performances, and a local winter farmers market, you’ll have a memorable weekend in Mountain Maryland. Here’s your guide for the weekend.
Friday, February 28: A Relaxing Start to Your Weekend
4:30 PM – 7:00 PM | Wisp Resort – Last Chair Bar + Bistro
After arriving at Deep Creek Lake, why not kick off your weekend by unwinding at Wisp Resort? The Last Chair Bar + Bistro offers FREE live music with Second Wind. Enjoy the mountain views, featured drinks, and tasty eats in a cozy setting within the McHenry Lodge.
7:00 PM – 9:00 PM | Our Town Theatre – “Sherlock Holmes and the Ice Palace Murder” Play
For a fun and unique evening, head to Our Town Theatre in nearby Oakland, MD, for the captivating “Sherlock Holmes and the Ice Palace Murder”.
8:00 PM | Honi Honi Bar – Shelly McCombie
If you want to keep the energy going, stop by the Honi Honi Bar for live music by Shelly McCombie. Her soulful sounds will set the perfect vibe to wind down your night before turning in for the evening.
Saturday, March 1: Adventure, Competition, and More Fun!
10:00 AM – 1:00 PM | Winter Farmers Market – Oakland, MD
Start your Saturday with a visit to the Winter Farmers Market in Oakland. For handmade crafts and goods, this market is a great way to experience the region’s charm. Be sure to grab some tasty treats or unique souvenirs for your stay.
11:00 AM – 1:00 PM | Wisp Resort – Rail Jam #3
If you’re up for some action, head back to Wisp Resort for Rail Jam #3, a fun competition for skiers and snowboarders. Registration is open from 10:00 AM to noon, and the competition starts at 1:00 PM. The open jam style competition will feature amateur and pro categories, so there’s a spot for everyone.
3:00 PM – 6:00 PM | Wisp Resort – 90’s Après Ski Party
If you love 90’s music, you won’t want to miss the 90’s Après Ski Party at Wisp Resort from 3:00 PM – 6:00 PM. Celebrate the decade of neon, flannel, and 90s tunes with an après-ski vibe perfect for dancing and enjoying the snowy mountain scenery.
7:00 PM – 9:00 PM | Our Town Theatre – “Sherlock Holmes and the Ice Palace Murder” Play
If you missed it on Friday, you’ll have another chance to catch a performance of “Sherlock Holmes and the Ice Palace Murder” at Our Town Theatre.
8:00 PM | Honi Honi Bar – 1985 Band
For those who love a good throwback, head back to Honi Honi Bar for the 1985 Band, taking the stage at 8:00 PM. With their energetic setlist of iconic 80’s pop and rock anthems, you’ll be dancing all night to classic hits that will bring back nostalgic memories.
Sunday, March 2: A Relaxing End to Your Weekend
For your final day in Deep Creek, be sure to grab a coffee and treat at Trader’s Coffee House.
The Deep Creek Regular 