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

Want to experience all there is to offer, but find yourself deciding between activities? With the four-day itinerary suggestions below, experience all things to do this upcoming holiday weekend.

Friday ~ Saturday ~ Sunday ~ Monday ~

Friday: Explore the sights and sounds of Jim Thorpe

Morning: Whether road-tripping or off-roading, enjoy a guided tour of the Pocono Mountains. Tour Jim Thorpe and its surrounding areas in a vintage motorcycle sidecar with Jim Thorpe Sidecar Tourz, LLC or journey through the trails of Pennsylvania’s highest vertical on Segway with Blue Mountain Resort. The choice is yours!

Guided Tours of the Pocono Mountains

Afternoon: Take to the trails on horseback! Be at one with the region’s beauty during a scenic ride. Deer Path Riding Stable and Daisy Field Farm offer guided horseback riding trips as well as pony rides for the kids! Horseback riding is perfect for beginners.

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

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

Downtown Jim Thorpe in the Pocono Mountains

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.

Saturday: Adventure along the Delaware River

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

Explore the Pocono Mountains on a Ropes Course

Afternoon: Oh yes, we have beaches. Head to the Pocono Mountains this Labor Day weekend to soak up the sun and catch a tan. Gouldsboro State Park and Tobyhanna State Park are free and open to the public until sunset. Can't get enough of the water? We also have waterparks!  

Stop by Bailey’s Rib and Steakhouse, Van Gilder’s Jubilee Restaurant or Smuggler’s Cove Restaurant for some family-friendly grub. Looking for an adult treat? Try one of our wineries and breweries! You can thank us later.

Evening: Bike along the Delaware River! Biking trails in the Delaware Water Gap National Recreation Area and the Delaware State Forest vary in difficulty, but the scenery is beautiful for all. Bring your own bike, or rent one from places like Edge of the Woods Outfitters. Check out our other national, state and local parks for all places to bike.

Biking in the Pocono Mountains

While near the Delaware Water Gap, stop for a meal at the Sycamore Grille & Pub. After dinner, head on over to the Deer Head Inn to unwind with live jazz entertainment from 7 to 11 p.m.

Sunday: Play in Pike County

Morning: Enjoy the fresh mountain air on a morning hike. The Pocono Mountains has 126 hiking trails equaling 261 miles spread throughout the region! Some trails, like those at Pocono Environmental Education Center and Bushkill Falls, even feature breathtaking views of waterfalls. Check out our national, state and local parks for other places to hike!

Bushkill Falls in the Pocono Mountains

Afternoon: Learn about the rich history of the Pocono Mountains on a historical 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? From Tex-Mex to salads, the Apple Valley Restaurant provides a wide variety of foods that will please any palate. Visit seven specialty shops and koi ponds on-site after your lunch!

Evening: Head out on a canoeing excursion! You don’t need to be a professional to enjoy a leisurely trip on the water. Canoeing outfitters can accommodate anyone from novice to expert. Kittatinny Canoes, Inc. offers canoe trips along the Delaware River while Promised Land State Park offers canoe rentals on the park's Lower Lake.

Ruth Jones of Kittatinny Canoes

Monday: Experience Lake Wallenpaupack and Hawley

Morning: Indulge in a farm-to-table dining experience 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 enhance handcrafted dishes at The Settlers Inn at Bingham Park, Cocoon Coffeehouse & Catering Company and French Manor Inn and Spa. Come try their foods for yourself!

Outside Dining in the Pocono Mountains

Afternoon: Stop over at Lake Wallenpaupack, and try paddleboarding! Give your balance a try, and stand upon a surfboard as you paddle across the Big Lake. Stand-up paddleboarding is great exercise for both first-timers and pros. Wallenpaupack Scenic Boat Tour & Boat Rentals and Sterling Marina both offer paddleboard rentals.

Interested in eating on the Big Lake? Visit The Dock on Wallenpaupack and The Boat House Restaurant for great food and stunning views of Lake Wallenpaupack

Evening: Be sure to shop our antiques and galleries. Hawley Silk Mill, Dorchester House Antiques and the Wayne Pike Sullivan Antique Dealers Association hold unique gifts and vintage treasures.

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

Enjoy a Summer Treat in the Pocono Mountains

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 things to do! Happy Labor Day from the Pocono Mountains!