5 Can’t-Miss Things to Do in the Poconos This December (and Why Winter Is the Perfect Time to Explore the Area)

December in the Pocono Mountains hits different — the snow, the lights, the small-town charm, the cozy cabins, and the kind of mountain quiet you don’t get any other time of year. Whether you're planning a winter getaway, searching for a vacation home, or exploring the area before making a move, December offers the perfect snapshot of what life in the Poconos really feels like.

Here are five can't-miss experiences happening this December — plus why winter is secretly one of the best times to work with a local Poconos Realtor.

1. All Aboard the Holiday Trains in Jim Thorpe

If you’ve never experienced the Lehigh Gorge Scenic Railway during the holidays, put it at the top of your list. The vintage trains, the mountain views, and the festive atmosphere make this one of December’s most popular family traditions. The “Santa Claus Specials” and “Winter Character” rides run through Christmas Eve and turn downtown Jim Thorpe into a full Hallmark-movie moment.

2. Jim Thorpe Olde Time Christmas & “Shop & Be Merry” Weekend

Victorian architecture, glowing lanterns, live music, and boutique shopping — Jim Thorpe’s annual Olde Time Christmas celebration draws visitors from all over the state (and especially NYC/NJ). It’s the best time to stroll the shops, grab a warm drink, and enjoy the town at its most magical.

3. December at Skytop Lodge

Skytop transforms into a winter wonderland every December. Think ice skating, guided hikes, fireside cocktails, kids’ activities, gingerbread displays, and the kind of cozy mountain ambiance that sells people on the Poconos instantly.

4. Drive-Thru Holiday Light Displays

From mile-long drive-thru displays to local park light shows, the Poconos goes big with holiday lights. It’s the perfect low-stress winter activity and one of the best ways to experience the area if you’re visiting with kids — or scoping out neighborhoods in a festive, low-pressure way.

5. Local Wineries, Breweries & Cozy Mountain Dining

Between the Pocono Beverage Trail, holiday dinners at local inns, and plenty of fire-lit taverns, December is a great month for sipping, sampling, and settling into the slower winter pace of mountain life.

Why December Is a Great Time to Work With a Poconos Realtor

Winter is more than just pretty scenery — it’s one of the smartest times to explore real estate opportunities here.

• Buyers face less competition than spring and summer

• Sellers tend to be more flexible

• STR owners are planning for the new year (great for investment buyers)

• You get to experience the Poconos in “full winter mode,” which tells you a LOT about the lifestyle

• Homes look their coziest in the snow — and you see how properties actually handle winter conditions

Exploring the area while enjoying these holiday events gives buyers and investors an authentic feel for neighborhoods, access routes, communities, and the overall vibe of mountain living.

If you’re thinking about buying a home, vacation property, or investment in the region, working with a local Poconos Realtor makes all the difference. Our team of experienced Pocono real estate agents understands the unique winter market, the best Pocono Mountains real estate opportunities, and the communities that offer the strongest long-term value. Whether you’re searching for a cozy cabin, a short-term-rental-friendly home, or the perfect full-time escape, partnering with trusted Poconos realty experts gives you an edge in today’s competitive market.

Ready to explore homes while enjoying the magic of December in the Poconos?
Redstone Run Realty is the #1 independent brokerage in the region — and our Realtors are here to help you discover your perfect mountain home.

Send us a message, schedule a showing, or let us build a personalized property list for your winter visit.

Your next Pocono home starts here.