You’ve worked hard all year; treat yourself to one last summer vacation! Explore regional itineraries set for you to enjoy Labor Day Weekend in the Pocono Mountains. 

Outdoor adventure or entertainment? Shopping or museum tours? No need to choose just one activity, you’ve earned them all! With the four-day itinerary suggestions below, experience all happenings this upcoming holiday weekend.

Friday ~ Saturday ~ Sunday ~ Monday ~


FRIDAY: Explore the sights and sounds of Jim Thorpe

Morning: Enjoy a guided tour throughout the picturesque countryside of the Pocono Mountains. Double up and cruise around town! Tour Jim Thorpe and its surrounding areas in a vintage motorcycle sidecar with Jim Thorpe Sidecar Tourz.

Afternoon: Ride the rails during a train excursion. Sit back in an authentic coal cart as you descend 160-feet below ground to visit a real-life mine at No. 9 Mine & Museum. Have a seat on one of the Lehigh Gorge Scenic Railway's vintage coaches and experience the rolling mountain scenery and wildlife. 

Need a snack? Head to Roadies Restaurant and Bar at Penn’s Peak! Grab a bite to eat with a spectacular view of the Lehigh Gorge. 

Evening: Step back in time during a walking tour of the town. With roots dating back to 1816, Jim Thorpe has remained a historical destination for centuries. Take a self-guided tour throughout the streets with Jim Thorpe Walking Tours and enjoy sightseeing, shopping and culture.

While downtown, stop in to one of the pubs for dinner. Both the Broadway Grille & Pub and Molly Maguires Pub and Steakhouse feature tasty comfort food with a historic flair; favorites of locals and travelers alike.  


SATURDAY: Journey through the heart of the Poconos

Morning: Start your day off with some high-flying adventure! Visit an adventure park for some aerial action. Test your skills with a treetop ropes course, zip lines and rock climbing. Find your next thrill at Adventure Center at Skytop Lodge, Camelback Mountain Adventures, or Pocono TreeVentures.

Afternoon: Spend the day canoeing on the Delaware River. Adventure Sports, Chamberlain Canoes and Edge of the Woods Outfitters all service guided trips down the river. Choose from a variety of day rentals, including kayaking and rafting, and set out for a calming ride on the river; pets welcome!

Looking to attend a festival? Join StroudFest in downtown Stroudsburg for some entertainment, food and fun. In addition to the festival’s food, check out local eats at Kanya’s Thai Orchid and Garlíc Prime Steak & Seafood. Even grab some dessert at Kitchen Chemistry!

Evening: The put-put is calling, and who doesn’t love a round of miniature golf? Relax and enjoy a friendly game of sports with family and friends at the Casino Theatre Entertainment Center or Frontier Falls Mini Golf - Shawnee Village until 10 p.m.

After an adventure-filled day, you must stop for a delish dinner. The Gem and Keystone™ Brewpub, Peppe's Bistro or the Big A Grillehouse will do just fine.


SUNDAY: Experience Milford and Lake Wallenpaupack

Morning: Enjoy the fresh mountain air on a morning hike. 126 hiking trails equaling 261 miles are spread throughout the region! Pocono Environmental Education Center and Bushkill Falls feature waterfalls on their hikes. Don’t forget about our national, state and local parks!

Afternoon: Learn about the rich history of the Pocono Mountains on a historical museum tour. Visit the 100-acre estate of America’s first Chief Forester at Grey Towers National Historic Landmark. See the Lincoln Flag and period-themed rooms at the Columns Museum.

Getting hungry yet? Visit downtown Milford to satisfy your appetite. 403 Broad and Bar Louis at the Hotel Fauchere offer tasty meals for any time of the day.

Evening: Stopover at Lake Wallenpaupack and try paddleboarding! Give your balance a shot and stand upon a surfboard as you paddle across the Big Lake. This low-impact sport is perfect for both adventure seekers and exercise enthusiasts. Wallenpaupack Scenic Boat Tour & Boat Rentals and Pine Crest Marina both offer paddleboard rentals until 6 p.m.


MONDAY: Get out in Hawley and Honesdale

Morning: Indulge in farm-to-table dining in the Pocono Mountains. Whether growing their own herbs or resourcing local farms, our farm-to-table restaurants are serving up meals committed to sustainability. Fresh ingredients handcraft signature dishes at The Settlers Inn, Cocoon Coffeehouse & Catering Company and French Manor Inn and Spa. Come try their foods for yourself!

Afternoon: Discover antique shops and galleries throughout Honesdale and HawleyHawley Silk MillPenny Lane Candies & Candles and the Wayne Pike Sullivan Antique Dealers Association hold unique gifts and vintage treasures.

Evening: Bring your own wheels and experience a sunset biking session at Prompton State Park. Here, the trails are open until dusk and 26 miles of varying terrain can be peddled. This park’s paths are a little more on the challenging side, so be sure to wear your helmet and look out for others during the evening adventure.

Don’t leave without ice cream! Stop by Gresham’s Ice Cream Shoppe, LLC for a sweet treat before heading home.


Choose from a combination of these activities, or create your own holiday weekend itinerary! Want to experience everything? Find a place to stay in the Pocono Mountains, and discover events and activities happening all weekend long.

Happy Labor Day from the Pocono Mountains!