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Best Pocono Winter Weekend Itinerary: Fun Activities and Cozy Stays

Looking for a winter getaway? Look no further than the Pocono Mountains, the perfect place to escape the hustle and bustle of everyday life. With its picturesque landscapes and abundance of winter activities, the Poconos offer something for everyone. This region truly is one of the best places to spend Christmas and enjoy your winter holiday season.

To make the most of your winter weekend in the Poconos, we’ve put together the ultimate itinerary. From skiing and snowboarding to ice skating and cozying up by the fire, this itinerary has it all. An excellent way to see the region is to join an excursion to the Pocono Mountains. So pack your bags, grab your favorite winter gear, and get ready for a weekend you won’t forget.

Day 1: Outdoor Adventures

If you’re looking for a perfect winter weekend itinerary in the Poconos, you’ve come to the right place. Day 1 is all about outdoor activities and enjoying the fresh air.

Frozen river and rocks with snow in Poconos, Pennsylvania

Morning at Camelback Mountain

Start your day with a trip to Camelback Mountain, one of the most popular ski slopes in the Poconos. Whether you’re a seasoned snowboarder or a beginner skier, there’s something for everyone at Camelback. You can rent equipment and take a lesson if you need to. Don’t forget to take in the stunning views of the surrounding mountains while you’re up there.

Afternoon Sleigh Rides and Hiking Adventures

After your morning on the slopes, take a break with a peaceful horse-drawn sleigh ride. It’s a great way to enjoy the winter scenery and relax for a bit. You can find sleigh rides at several locations in the Poconos, including Daisy Field Farm and Pocono Manor. Along with sleigh rides, you can explore some of the best local trails, and take a quick trip outside the area to see some of the best winter hiking spots in the U.S.!

Evening Ice Skating

End your day with some ice skating at one of the Poconos’ outdoor rinks. You can rent skates and enjoy a fun evening of gliding on the ice. Some popular rinks include the outdoor rink at Skytop Lodge and the indoor rink at the Pocono Mountains Ice Arena. Afterward, you can warm up in a hot tub or by the fire with a warm drink.

Young girl ice skating in Poconos, PA

Overall, Day 1 is a great way to experience the best of the Poconos’ winter activities. It’s the perfect time to enjoy the ski slopes, go on a sleigh ride, and ice skate under the stars.

Day 2: Exploring the Scenic Poconos

After a hearty breakfast at your hotel, it’s time to explore the scenic Poconos. Today, you’ll be visiting some of the most charming towns and historic sites in the area. Here are two must-visit places for your second day in the Poconos.

Jim Thorpe Excursion

Start your day with a visit to Jim Thorpe, a picturesque town nestled in the heart of the Poconos. Named after the legendary Native American athlete, Jim Thorpe is known for its quaint Victorian architecture and scenic surroundings. Take a stroll down Broadway, the town’s main street, and explore the many shops, galleries, and restaurants. Don’t miss the Mauch Chunk Museum, which showcases the town’s rich history and culture.

Hiking at Hickory Run State Park

After a leisurely lunch in Jim Thorpe, head to Hickory Run State Park for a scenic hike in the great outdoors. The park is home to over 40 miles of hiking trails, ranging from easy strolls to challenging treks. Don’t miss the park’s famous Boulder Field, a National Natural Landmark that features over 15,000 boulders. If you’re feeling adventurous, try cross-country skiing in the park’s open fields. There’s no better way to see Mount Pocono than a private observation air tour from an adventurous small plane.

Man cross country skiing in the Poconos, Pennsylvania

Overall, Day 2 of your Pocono winter weekend itinerary is all about exploring the area’s natural beauty and rich history. Whether you’re strolling down the charming streets of Jim Thorpe or hiking through the scenic Hickory Run State Park, you’re sure to have an unforgettable day in the Poconos Mountains.

Day 3: Indoor Relaxation and Fun

After two days of outdoor activities, it’s time to take a break and enjoy some indoor relaxation and fun. Here are some suggestions for Day 3 of your Pocono winter weekend itinerary.

Morning at the Spa

Start your morning with a relaxing visit to the spa. The Pocono Mountains are known for their luxurious spas, so take advantage of this opportunity to unwind and rejuvenate. Skytop Lodge’s Nest Spa is a great option for a relaxing massage or facial. You can also try the Spa Kalahari at Great Wolf Lodge for a wide range of treatments, including couples massages and body wraps.

Afternoon at Great Wolf Lodge

After a morning of relaxation, it’s time for some indoor thrills at Great Wolf Lodge. This indoor waterpark offers a lazy river, water slides, and other exciting attractions for all ages. The lodge also features live entertainment, an arcade, and plenty of dining options. Spend the afternoon splashing around in the waterpark, then enjoy a delicious meal at one of the lodge’s restaurants.

Great Wolf Lodge sign in front of the hotel in Pocono Mountain, Pennsylvania

Overall, Day 3 of your Pocono winter weekend itinerary is all about indoor waterparks and relaxation. Whether you prefer to spend your morning at the spa or your afternoon at Great Wolf Lodge, there’s something for everyone in the Pocono Mountains.

Evening Entertainment and Dining

Dinner at Local Eateries

After a long day of outdoor activities, you’ll want to sit down and relax with a delicious meal. Luckily, the Poconos have plenty of options to satisfy your taste buds. Boulder View Tavern is a great spot to grab a bite to eat and enjoy a beer or cocktail. With a cozy atmosphere and a menu featuring classic American cuisine, it’s the perfect place to unwind after a day on the slopes. If you’re looking for a unique experience, check out the ShawneeCraft Brewery. They offer a farm-to-table menu featuring fresh, locally-sourced ingredients and a wide variety of craft beers.

Live Shows and Events

The Poconos are known for their lively nightlife and local culture. If you’re looking for some evening entertainment, there are plenty of options to choose from. The Sherman Theater in Stroudsburg hosts a variety of live shows and events throughout the year, including concerts, comedy shows, and theater productions. For a more laid-back atmosphere, head to the Deer Head Inn in Delaware Water Gap. This historic jazz club has been around since the 1940s and features live music every weekend.

New Year’s Eve is a great time to visit the Poconos and celebrate with friends and family. Many local restaurants and bars offer special menus and events to ring in the new year. The Mount Airy Casino Resort hosts a New Year’s Eve party featuring live entertainment, a champagne toast, and a balloon drop at midnight. Whether you’re looking for a night out on the town or a cozy evening in, the Poconos have something for everyone.

Accommodations and Amenities

When planning your winter weekend itinerary in the Poconos, finding the right accommodations is key. Luckily, there are plenty of options to choose from, whether you’re looking for a cozy cabin or a luxury resort.

Staying at Shawnee Inn

If you’re looking for a historic and charming place to stay, consider the Shawnee Inn. Located in East Stroudsburg, this inn dates back to 1911 and offers a variety of cozy accommodations, including rooms in the main building or cottages along the river. The inn also offers weekend getaway packages, which include meals and activities like snowshoeing, ice skating, and cross-country skiing.

Luxury Lodges and Cabins

For those looking for something a little more luxurious, there are several options in the Poconos. The Lodge at Woodloch, located on Lake Teedyuskung, offers a variety of lakeside cabins and luxury lodges, complete with fireplaces and hot tubs. The on-site Tree Restaurant also serves gourmet cuisine for breakfast, lunch, and dinner.

Winter Lake in Pocono Mountains

No matter where you choose to stay, be sure to check the privacy policy of the accommodations you are considering to ensure that your overnight stay is comfortable and secure.

While there are amazing winter activities to do all over the country, from the Rockefeller Center Tree in NYC to classic winter spectacular shows in Las Vegas, spending a weekend in the Poconos will certainly be a delight for you and your family this winter!