Complete Itinerary for a Surprise Winter Getaway to the Poconos

Dec 26, 2019

The Poconos is an ideal location for a surprise winter getaway. With endless outdoor adventure, cozy cottages, and luxurious spa treatments, it’s the perfect combination of activity and relaxation. Whether you’re coming out to Skytop Lodge for a long weekend or an extended stay, there’s so much to do without ever leaving the grounds. 

When planning a surprise getaway, you’ll want to have an idea of what you want to do, but leave room for some exploring and spontaneity. Whether you’re surprising the kids or your significant other, this itinerary will get you started on your winter getaway plans. 

Winter Getaway infographc


Day One 

Breakfast 8:00 a.m.

After you’ve slept in and enjoyed a cup of coffee in your room, head to Windsor Dining Room for our daily breakfast, which is included with your stay in many of our winter getaway packages. With a focus on the seasons, Windsor serves inventive and inspired traditional cuisine in a classic setting. The large garden right on the property is where most of our ingredients are grown and where the chef finds inspiration for his next culinary creation. 

Ski Day 10:00 a.m.

Located on West Mountain, our distinct slopes feature beautiful panoramic views of the Pocono Mountains and wide trails cut through serene Pennsylvania forest. Skytop Lodge’s Ski Hill is located on the opposite side of Skytop Lake at the intersection of Dutch Hill Road and Route 390. It is a short ride by car or shuttle or approximately a scenic, 15-minute walk on our Lake Trail. 

Ski and snowboard rentals are available and lessons are offered to participants of most ages and skill levels. Skytop Lodge is the perfect place to learn skiing and snowboarding techniques without the crowds. A 50-minute lesson in a small group will have you on your way! 

Lunch 1:00 p.m. 

You’ll work up an appetite on the slopes, so head to The Taproom for lunch and some rest. A delicious burger and a local craft beer sound just about perfect after a morning of skiing (for the adults at the table). 

Afternoon Activity 2:00 p.m. 

If you’re up for a few more runs, head back out to the slopes! Or check the many other activities on the grounds. With 5,500 acres to explore, Skytop Lodge is the ultimate playground. Because Skytop Lodge prides itself on its natural environment, all winter activities, including skiing, are weather-dependent. Choose from: 

  • Hiking
  • Archery
  • Indoor Swimming
  • Ice Fishing (weather permitting)
  • Paddle Tennis
  • Snow Tubing (weather permitting) 
  • Zipline 
  • And more!

There’s still so much fun ahead of you. An afternoon nap in the room might not be a bad idea! Or stop by Corner Roast in the lobby for a coffee and pastry pick-me-up. 

Dinner 6:00 p.m.

If you’re heading back to Windsor for dinner, reservations are suggested. Or take your pick from our variety of dining experiences, depending on your palate. Lakeview is also a wonderful option for dinner (open seasonally), which offers contemporary Italian cuisine and breathtaking views. 

Campfire & Marshmallows 8:00 p.m.

Not just for kids, roasting marshmallows by the campfire is an idyllic activity for a chilly winter night. Cozy up and enjoy some s’mores. 

Nightcap 9:00 p.m. 

The Library Lounge is the perfect place to gather after dinner. Take a seat in one of the lounge chairs by the fire where you can chat with other guests and sip on a craft cocktail or a glass of wine before you call it a night. 


Day Two

Sleep In 8:00 a.m. 

After a day of adventure and a late night, enjoy a morning of sleeping in. If one of you is up for a quick trip to the lobby, go grab coffee and muffins from Corner Roast and bring them back to enjoy in bed. 

Breakfast 9:30 a.m.

Head back to Windsor for your daily breakfast. Make it a leisurely one, you’re not in a hurry today. 

Trail Hike 11:00 a.m. 

The hiking trails at Skytop are great for all levels and range from 0.5 miles to 4 miles. Be one with nature as you take in the fresh air, scenic views and sounds of the forest. 

Lunch 1:00 p.m. 

After you get refreshed in the room, find your way to Windsor for lunch. Fill up on seasonal cuisine and fresh ingredients picked right from the Skytop garden. 

Explore 3:00 p.m. 

No plans. Just you, nature and tons of fun activities to try. Adventure around and see where the evening takes you. 


Day Three

Breakfast 8:00 a.m. 

Grab a quick breakfast and coffee at Corner Roast or Windsor. Then it’s time to get ready for the day. 

Spa Day 10:00 a.m. 

A couples massage sounds dreamy and perfect for day three of your winter getaway. Warm up in a soft robe and let yourself relax for the day. 

Afternoon Activity 1:00 p.m. 

Archery, Paddle Tennis, Treetop Adventure Course–take your pick! 

Happy Hour 5:00 p.m. 

Indulge in one of the many dining experiences at Skytop Lodge. Reflect on your stay so far and soak up the benefits of reconnecting with nature and each other.