Check back on August 11, 2022 when this blog will be updated! Take advantage of the warm weather and long hours of daylight while they last. Treat yourself to an end-of-summer vacation in the Pocono Mountains! Whether you're looking for exciting events, fresh-air adventure or charming small town strolls, we've got regional itinerary suggestions to help you have a great Labor Day weekend.
The Pocono region encompasses 2,400 square miles and four counties in Pennsylvania, which means there's a lot to see and do! We've packed one county per day into the itinerary below, but feel free to pick and choose your favorites and take your trip at a more leisurely pace. You could always extend your four-day weekend to take advantage of midweek deals or plan to come again to discover more and experience another season.
Friday: Explore Historic Jim Thorpe
Morning: Hop aboard the Jim Thorpe Trolley Company for a tour of the historic town of Jim Thorpe and the beautiful surrounding area! It's the perfect way to learn about the area's rich past while taking in the local landscape. The trolley makes a continuous loop, and the Historic Trolley Tour Pass allows for unlimited re-boarding. You can park for free at Penn's Peak, and when you're ready to eat, why not grab some lunch at Roadies Restaurant while enjoying the panoramic view.
Jim Thorpe Trolley Company
Discover and explore Jim Thorpe aboard an open-air trolley! The Historic Trolley Tour Pass is a…
Roadies Restaurant and Bar
Roadies Restaurant and Bar is located at Penn's Peak. Enjoy a rockin' menu and spectacular views…
Afternoon: Step back in time and experience an authentic coal mine as you journey 1,600 feet into the mountain while touring No. 9 Mine & Museum. Visitors can walk the "mule-way" and examine the original mine shaft, opened in 1855 by the Lehigh Coal and Navigation Company. If you're hungry, the nearby Coal Miners' Bar & Grill is a great place to grab wings, burgers and more.
No. 9 Coal Mine & Museum
The No. 9 Coal mine was opened in 1855, but its origin traces back ten years earlier. The Mine was…
Coal Miners' Bar & Grill
Coal Miners' Bar & Grill is a newly renovated restaurant located on the corner of Centre Street and…
Evening: Take time during your visit to stroll through the picturesque streets of town! Embark on the self-guided Jim Thorpe Walking Tour to take in the local sights. You'll pass the imposing Victorian train station, home to the Lehigh Gorge Scenic Railway, the Old Jail Museum, where one of the most infamous events in Jim Thorpe's history took place, plus beautiful historic structures that have been given new life, like the Marion Hose Bar which is located in the old brick fire house. It's a great spot to grab some evening drinks, or you can find brews and food at Broadway Grille & Pub or Molly Maguires Pub and Steakhouse.
Jim Thorpe Walking Tours
Embark on a self-guided tour of the Jim Thorpe historic district - a destination that dates back to…
Lehigh Gorge Scenic Railway
Experience a ride the whole family will enjoy! Comfortable, vintage coaches built as early as 1917…
Old Jail Museum
Do not pass Jim Thorpe, go directly to The Old Jail Museum! Hear the story of the condemned Molly…
Marion Hose Bar
Marion Hose Bar is a newly renovated bar in the old historic Marion Hose Co. No. 1 firehouse located…
Broadway Grille & Pub
The Broadway Grille & Pub is located at 24 Broadway, at the historic Inn at Jim Thorpe, combines…
Molly Maguire’s Irish Pub
For over 25 years, Molly Maguire’s Irish Pub has been family owned and operated by the Behan family…
When it comes to places to stay, Jim Thorpe boasts a wide variety of accommodations, from Hotel Switzerland, founded in 1830 and the oldest commercial building operating in Jim Thorpe, to charming bed and breakfasts like Dolon House or Times House.
Places to Stay in Jim Thorpe
From historic hotels to quaint bed and breakfasts, find accommodations in Jim Thorpe, PA.
Saturday: Get Outdoors in the Heart of the Poconos
Morning: A great way to get outside and experience the beautiful forests and hills in our region - with some extra action and challenge thrown in - is to plan an outing to an adventure park! Test your skills on a treetop ropes course, zip line or rock climbing wall. Adventure Center at Skytop Lodge, Camelback Mountain Adventures, Gorilla Grove Treetop Adventures and Pocono TreeVentures all offer fantastic thrills.
Adventure Center at Skytop Lodge
Discover an uplifting array of adventures with your friends and family. Soar through Skytop's…
Camelback Mountain Adventures
Your adventure starts here at PA’s biggest outdoor adventure park offering the best views of the…
Gorilla Grove Treetop Adventures
This forest aerial park consists of 87 elements for adventurers age four and up. Experience the…
Pocono TreeVentures
Updated: Closed for the season. Visit website for details. Take to the trees at Pocono TreeVentures…
Afternoon: Spend the daylight hours canoeing or kayaking on the Delaware River. Adventure Sports, Chamberlain Canoes and Edge of the Woods Outfitters all service guided trips downstream. Choose from a variety of day rentals, including tubing and rafting, and set out for a calming ride on the river. Pets are welcome; be sure to call ahead to confirm the details of your trip!
Adventure Sports
Adventure Sports specializes in canoe, kayak and rafting trips on the Delaware River through the…
Chamberlain Canoes
Enjoy a float on the Delaware. Chamberlain Canoes offers canoe, kayak, raft and tube rental trips…
Edge of the Woods Outfitters
Canoe, kayak, or raft down the river and find out that drifting is the ultimate way to relax…
Evening: After all that fresh air, you're sure to have worked up an appetite. Feast on authentic Peruvian dishes at Inti Cuisine, and grab a scoop at Llama Ice Cream afterwards. You'll find plenty more dining and drinks options in downtown Stroudsburg, like Siamsa Irish Pub.
Inti Cuisine
Discover Inti Peruvian Cuisine! Inti specializes in Peruvian cuisine. The chefs from Peru will…
Llama Ice Cream
Llama Ice Cream Factory and Shop opened its doors in 2017. Llama Ice Cream customers love the…
Siamsa Irish Pub
An authentic Irish experience in the heart of the Poconos! Stop by Siamsa in Downtown Stroudsburg…
Time for a good night's rest! Whether you'd like to sleep under the stars at a local campground like Mountain Vista Campground or check into a historic hotel like The Penn Stroud, you'll find lots of welcoming lodgings in the area.
Places to Stay near Stroudsburg
Find a place to stay near Stroudsburg, Pennsylvania.
Sunday: Experience Milford and Lake Wallenpaupack
Morning: Follow the Delaware River north as you journey into the Delaware Water Gap National Recreation Area. Beat the crowds and enjoy the fresh mountain air on a morning hike. Both Pocono Environmental Education Center and Bushkill Falls feature waterfalls on their trails. Remember to visit responsibly and leave no trace.
Delaware Water Gap National Recreation Area
Updated: Limited services available. Visit responsibly - Most park trails are open, but some…
Pocono Environmental Education Center
Learn Naturally! The Pocono Environmental Education Center (PEEC) is a perfect place for hiking and…
Bushkill Falls
Embark on an unforgettable waterfall adventure. Bushkill Falls, "The Niagara of Pennsylvania,"…
Afternoon: Continue into charming Milford for lunch and some sightseeing. Watch small town life go by as you dine on the porch at Bar Louis at the Hotel Fauchere, Tom Quick Inn Restaurant, or The Dimmick Inn.
The beautiful buildings throughout town make these streets ideal for an afternoon stroll. Columns Museum houses the Pike County Historical Society as well as all sorts of treasures from the past. Once home to Gifford Pinchot, the first Chief of the US Forest Service, Grey Towers National Historic Landmark is located nearby, with incredible grounds to explore.
Bar Louis at the Hotel Fauchere
Bar Louis is a sleek, minimalist bar and bistro offering a sophisticated menu of innovative dishes…
Tom Quick Inn Restaurant
Located in the heart of historic Milford, PA, this newly-renovated restaurant offers fine dining…
The Dimmick Inn
Located in the heart of Milford, PA, the Dimmick Inn opened in 1828 and is one of the oldest…
Columns Museum
Columns Museum is an official county museum offering genealogical and educational services and group…
Grey Towers National Historic Landmark
Milford's Grey Towers is the ancestral home of Gifford Pinchot. Pinchot was a Pennsylvania Governor…
Evening: Ever tried paddleboarding? Located about half an hour away from Milford, Lake Wallenpaupack is the perfect place to find your balance. Wallenpaupack Scenic Boat Tour & Boat Rentals and Pine Crest Marina both offer paddleboard rentals until 6 p.m.
As the sun sinks below the horizon, catch a stunning summer sunset over the water as you enjoy dinner at The Dock on Wallenpaupack or The Boat House.
Wallenpaupack Scenic Boat Tour & Boat Rentals
Stand-up paddleboarding (SUP) offers a fun, relaxing way to play on the water. With minimum gear…
Pine Crest Marina
Set out on a stand-up paddleboard! Take in the sights and test your balance on a stand-up…
The Dock on Wallenpaupack
The Dock on Wallenpaupack presents a combination of water-inspired foods and culinary twists on…
The Boat House
Nestled along the shores of Lake Wallenpaupack in the Pocono Mountains, The Boat House Restaurant…
Whether staying along the shore or in the surrounding countryside, accommodations near Lake Wallenpaupack are sure to please!
Places to Stay near Lake Wallenpaupack
Browse vacation home rentals, resorts, bed and breakfasts, and more lodging near Lake Wallenpaupack
Monday: Discover Hawley and Honesdale
Morning: Don’t leave the Pocono Mountains without indulging in our farm-to-table dining! Whether growing their own herbs or partnering with nearby farms, local farm-to-table restaurants are committed to sustainability and serve up meals featuring fresh, regional flavors. Handcrafted, signature dishes make for the perfect breakfast or brunch at The Settlers Inn, Cocoon Coffeehouse & Bakery and TREE Restaurant and Bar.
The Settlers Inn
Winner of OpenTable's Diner's Choice in 2018, The Settlers Inn's innovative menus are shaped by the…
Cocoon Coffeehouse & Bakery
What goes better than a cup of Joe and a farm-to-table treat? Cocoon's menu changes daily to take…
TREE Restaurant and Bar
Located at The Lodge at Woodloch, TREE Restaurant and Bar offers a diverse menu that is anything but…
Afternoon: You never know what you’ll discover at local shops, boutiques, antique stores and galleries throughout the northern end of the Poconos. Hunt through Hawley Silk Mill and Penny Lane Candies & Candles in Hawley or track down unique gifts at Gather and Wallflower in Honesdale.
Hawley Silk Mill
Explore the shops at the Hawley Silk Mill. The ground floor of the landmark Hawley Silk Mill houses…
Penny Lane Candies & Candles
Take a stroll down memory lane, visit Penny Lane Candies & Candles to find your favorite candies…
Gather
Head down to Gather in Honesdale to find fun gifts for everyone on your list. Located in Downtown…
Wallflower
Wallflower is a destination shopping experience with 4000 square feet of unique merchandise…
Evening: Bring your own wheels and enjoy a bike ride and a beautiful sunset at Prompton State Park. Trails are open until dusk, with 26 miles of varying terrain waiting to be pedaled. This park’s paths are more on the challenging side, so be sure to wear your helmet and watch out for other cyclers during the evening adventure.
Prompton State Park - Biking
All 26 miles of the park's hiking trails are open to mountain biking. The hiking trails are a mix of…
Choose from a combination of these activities to create your own holiday weekend itinerary! Looking for even more ideas? Browse our calendar of events! Stroudfest and the Greene Dreher Sterling Fair take place during Labor Day weekend this year.
Take advantage of our area’s renowned resorts, historic hotels, charming bed and breakfasts and tranquil campgrounds to give yourself more time to explore, and don't forget to sample delicious local dining during your trip. You’ll find plenty of exciting experiences to end the summer right in the Pocono Mountains.
Things To Do
Check out all there is to see & do in the beautiful Pocono Mountains.
Events in the Pocono Mountains
For families, couples and everyone in between, see what's happening in the Poconos.
Places to Stay
From cozy bed & breakfasts to adults-only romantic escapes; the Pocono Mountains host a variety…
Restaurants & Dining
Grab a bite to eat and experience the many flavorings the Pocono Mountains has to offer!
Explore Our Area
Get to know the unique towns of the Pocono Mountains.
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