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Stroudsburg

Welcome to Stroudsburg, PA, where small-town charm meets exciting adventures! This picturesque gem boasts quaint shops, tasty eateries, and a thriving arts scene. Outdoor enthusiasts will rejoice with numerous hiking trails and the breathtaking Delaware Water Gap nearby. Explore history at the Stroud Mansion or embrace your inner artist at one of the many galleries. Whatever your pleasure, Stroudsburg promises a delightful and dynamic getaway!

Recommendations

Outdoor4.5/5

Delaware Water Gap

Welcome to Delaware Water Gap, where adventure awaits at every turn! Nestled in the Pocono Mountains, this small town offers jaw-dropping natural beauty and thrilling outdoor activities. Hike the stunning Appalachian Trail, kayak along the pristine Delaware River, or simply soak in the peaceful serenity of the Delaware Water Gap National Recreation Area. Get ready for a wild ride in this nature lover's paradise!

Culture4.7/5

Quiet Valley Living Historical Farm

Step back in time at Quiet Valley Living Historical Farm in Stroudsburg, PA. Explore this charming farm where history comes to life through interactive demonstrations, barnyard animals, and beautiful gardens. Learn about 19th-century farm life from friendly costumed interpreters. A unique and educational experience for all ages!

Shop4.3/5

Shawnee Mountain Ski Area

Nestled in the Pocono Mountains, Shawnee Mountain Ski Area offers stunning views and diverse slopes, making it a beloved destination for skiers and snowboarders of all levels, perfect for family fun and winter adventures.

Culture4.5/5

Pocono Arts Council

Discover vibrant local creativity at the Pocono Arts Council in Stroudsburg, PA, where art exhibitions, community events, and workshops celebrate the region’s rich cultural heritage, making it a must-visit destination for art lovers.

Eat$$$$4.5/5

Garlic Restaurant + Bar

Nestled in the heart of Stroudsburg, Garlic Restaurant + Bar spices up your culinary journey! With a vibrant atmosphere and a menu bursting with Italian flavors, it's a delight for foodies. From garlicky pasta dishes to delightful cocktails, every bite is an adventure. Don’t forget to check out their cozy outdoor patio—perfect for savoring the Stroudsburg vibe!

Eat$$$4.4/5

The Sarah Street Grill

The Sarah Street Grill, nestled in the heart of Stroudsburg, PA, is an absolute treat for travelers seeking a scrumptious bite! Bursting with funky vibes, this hidden gem offers a mouthwatering menu filled with local favorites, from their infamous burgers to delectable seafood specials. With live music and friendly staff, it's the perfect spot to relax after exploring Quaker Alley's vibrant scene!

Eat$$4.5/5

Philly Steaks

Nestled in the heart of Stroudsburg, Philly Steaks is a delicious gem serving up mouth-watering cheesesteaks that'll make your taste buds dance! With its casual vibe and friendly staff, it’s the perfect pit stop for travelers. Don’t miss the chance to indulge in their signature hoagies and fresh fries—your road trip cravings will thank you!

Eat$$$4.5/5

Trackside Grill & Bar

Nestled in the heart of East Stroudsburg, Trackside Grill & Bar is a delightful pit stop for travelers craving good eats and good vibes! Grab a seat on the patio to soak in the local charm while savoring mouthwatering burgers and refreshing drinks. With friendly service and a lively atmosphere, it’s the perfect spot to refuel before your next adventure!

Cafe$$4.6/5

Sweet Creams Cafe

Looking for a smooth start to your day? Look no further than Sweet Creams Cafe on Main St in Stroudsburg. This charming little spot offers a delightful selection of freshly brewed coffees, mouthwatering pastries, and scrumptious breakfast options. With its cozy atmosphere and friendly staff, it's the perfect place to fuel up before exploring the charming streets of Stroudsburg.

Eat$$4.2/5

Siamsa Irish Pub

Eat$4.3/5

Compton's Pancake House

Get ready for a pancake paradise at Compton's Pancake House in Stroudsburg! Located on Park Ave, this cozy spot serves up fluffy stacks of pancakes in every flavor imaginable. From classic buttermilk to decadent chocolate chip, there's something for every pancake lover here. Don't miss out on their signature maple syrup - it's pure liquid gold!

Eat4.8/5

Bovino's Brewery

Craving a cold brew in Stroudsburg, PA? Head to Bovino's Brewery on Main Street! This local hotspot offers a great selection of craft beers brewed on site, plus delicious pub food to satisfy your hunger. With a cozy atmosphere and friendly staff, Bovino's is the perfect spot to kick back and relax after a day of exploring.

Stays

Stay4.25/5

Hampton Inn & Suites Stroudsburg Pocono Mountains

Nestled in the scenic Pocono Mountains, Hampton Inn & Suites Stroudsburg offers cozy accommodations, modern amenities, and easy access to nature's adventures, making it a perfect retreat for travelers seeking relaxation and outdoor fun.

Stay4.1/5

The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel

Nestled in the heart of Stroudsburg, The Penn Stroud Stroudsburg - Poconos offers a charming blend of historic elegance and modern amenities, making it a perfect getaway for exploring the scenic Pocono Mountains.

Things To Do
Provided by

5/5

Philadelphia Walk or Run Sightseeing Tour of Ben Franklin Bridge

See Philadelphia from a whole new angle—over the river! This lively walking tour takes you across the iconic Benjamin Franklin Bridge, where sweeping skyline views meet the untold tales connecting Philadelphia and Camden. Whether you simply want a memorable way to explore Philly or are looking to be active on vacation, this experience blends health and history. Feeling ambitious? Book the jogging tour for an energizing twist! All paces welcome. The tour covers about 3.3 miles (5.3 km) roundtrip with 6–9 scenic stops. At each stop, you’ll have an opportunity to snap incredible photos and hear untold stories behind the landmarks around you. Jogging participants will also partake in light exercises at each stop to keep the energy up. We’ll kick off the tour at the central fountain in Franklin Square Park with a fun icebreaker before the adventure begins. We’ll wrap up right where we started—at the fountain. Come for the views—leave with a story and some extra steps on your tracker!

$36.00

5/5

Audio Journey Through History: A Philadelphia Heritage Walk

Explore the essence of freedom with the Philadelphia Heritage Walk, a self-guided audio tour that reveals the stories behind America's historic square mile. You will journey through iconic landmarks while uncovering hidden gems, offering insights into revolution, immigration, and the ongoing evolution of liberty. The immersive experience is ideal for history enthusiasts and curious travelers, encouraging reflection on the meaning of freedom today. — Self-guided audio tour through Philadelphia's historic sites — Discover both iconic landmarks and lesser-known treasures — Engaging stories of liberty, revolution, and innovation — Ideal for history buffs and thoughtful wanderers alike

$9.99

4.2/5

1 h 30 mins

Philadelphia Hop-On Hop-Off Sightseeing Tour by Open-top Bus

Explore Philadelphia on this hop-on hop-off tour! See the top Philadelphia attractions including the Liberty Bell, Independence Hall and the Betsy Ross House while touring the city in a fun, fast and scenic way. Enjoy a ride on an open-top, double-decker bus, with our Hop on Hop off tour during your stay in Philadelphia.

$54.00

3/5

12 mins

Downtown Philadelphia Helicopter Tour

Get ready for the adventure of a lifetime on MyFlight Tours' downtown Philly helicopter tour! Soar high above the city and take in breathtaking views of the iconic skyline, the shimmering Delaware River, and famous landmarks like the Comcast Center. Whether it’s a special occasion or just a thrilling day out, this unforgettable experience will leave you speechless. Don’t wait — book your flight today!

$142.50

5/5

6 h

Intro to Rock Climbing in Blairstown NJ

This is our introductory course for beginners or gym climbers looking to transition to outdoor climbing. During this course we cover the basics of rock climbing... belaying, climbing movement & technique, knots & hitches and much more! Join us for an introduction to Rock Climbing in a positive and supportive space where the focus is on learning, building confidence and creating space for yourself. Build relationships with other that are supportive, encouraging and have your back.

$185.00

5/5

30 mins

Delaware Water Gap Air Tour

Fly by Airplane from the Pocono Mountains Airport to the Delaware Water Gap during 30 minutes air tour.

$195.00

4.9/5

1 h 20 mins

Straight Up Magic in Tannersville Pennsylvania

An experience that is direct fom Broadway. This experience has been seen on NBC, CBS, The CW, Fox as well as international television and theaters across the United States. An experience conveniently in the Poconos but at the level of New York City offerings.

$45.00

4.9/5

Private Mount Pocono Observation Air Tour

A short, yet, exciting airplane tour that provides a magnificent view of Mount Pocono. Take flight with our FAA certified pilot and gaze at the Kalahari Resorts Poconos, Great Wolf Lodge Water Park, Mount Airy Casino, Camelback Resort and the beautiful lakes in the valley.

$96.00

4.5/5

96 h

Niagara Falls, Philadelphia, Washington DC, 4-Days from NYC

Head north from New York City to experience the best of the Niagara Falls, Philadelphia, Washington DC, and Amish Country. Relax in a climate-controlled coach or van on this exciting 4-day guided tour of the most popular destinations in the North East. All hotel accommodations included. Help create a better planet for everyone to travel and explore. We have partnered with One Tree Planted to plant one tree for every passenger that travels with us along with an extra tree for anyone that books multiple trips.

$825.00

4.4/5

48 h

Niagara Falls with Outlet Shopping, 2-Day Tour from NYC

Leave the hustle and bustle of New York City behind and enjoy a relaxing 2-day overnight trip to Niagara Falls. You'll travel to upstate New York by bus and visit Niagara falls to discover the majestic beauty of Niagara! The following day, you'll enjoy premium outlet shopping on the way back to New York. This overnight tour is a must-do when visiting New York City! Help create a better planet for everyone to travel and explore. We have partnered with One Tree Planted to plant one tree for every passenger that travels with us along with an extra tree for anyone that books multiple trips.

$395.00

4.4/5

72 h

Niagara Falls, Toronto and 1000 Islands, 3 Day Tour from NYC

Head north from New York City in a climate-controlled coach on this exciting 3-day tour to experience the best of the Niagara Falls region and upstate New York. Along with exploring the majestic Niagara Falls, you’ll visit the 1000 Islands, and Delaware Water Gap. At Niagara Falls, you’ll tour the American side at night and ride the famous ‘Maid of the Mist’ boat the next day. You’ll then go shopping at premier Destiny USA. After that we take a cruise on the St Lawrence River and more. Accommodation at Hotel Vittoria in Niagara Falls or similar for the first night and then Holiday Inn Express in Gananoque in the 1000 Islands area or similar for the second night. Help create a better planet for everyone to travel and explore. We have partnered with One Tree Planted to plant one tree for every passenger that travels with us along with an extra tree for anyone that books multiple trips.

$580.00

4.3/5

120 h

Niagara Falls, Toronto, Philadelphia, DC 5-Day Tour from NYC

Hop aboard this exciting 5 day adventure snaking your way through the American Northeast travelling to Philadelphia, Washington D.C., Niagara Falls, Toronto and 1000 Islands. Your guided tour begins in New York City and includes Hotel accommodations. Help create a better planet for everyone to travel and explore. We have partnered with One Tree Planted to plant one tree for every passenger that travels with us along with an extra tree for anyone that books multiple trips.

$995.00

8 h

Pocono Paintball Day Trip from NYC

Ready for a city escape without the hassle of driving? We've got you covered! Choose your pickup spot of Port Authority in the heart of NYC or Washington Heights. Join us for a day away from the hustle and bustle without worrying about a car. Skip the rental and gas fees – just hop on our transportation shuttle, and we'll handle the rest! Our shuttle will be ready to take you to our fantastic paintball fields upon arrival. Experience the thrill of paintball on thirty acres of wooded terrain, complete with natural and manmade bunkers. Your paintball session includes all the essentials for an exciting adventure: a gun, goggles, pack and pods, a camo jumpsuit, and 500 paintballs. Need extra gear? No problem! Additional protective equipment is available for rent when you arrive. And for those trigger-happy moments, feel free to grab more paintballs on-site!

$149.99

7 h 30 mins

Private Pompei&Wine Tour with lunch,8 wines,sommelier & transport

What makes it unique is that you are guided through an incredibly scenic vineyard at the foot of the Vesuvius while enjoying a stunning view of Napoli's harbor and Pompei on the one side and the volcano on the opposite. The tour starts with a private guided walk through the vineyards led by the dedicated NWT sommelier and ends with a private wine-tasting no-carb lunch guided by a dedicated fully licensed expert sommelier from NWT. During the experience, guests will learn about the history of wine in the world ì, Italy and Campania, and the legends and stories behind the Indigenous grape varieties. Guests will also learn the basics of food-wine painting techniques, wine inspection, and analysis, and, if needed any topic will be further deepened. Also, as of November 2024, all tastings will be supported by the Exclusive Master Wine Aroma Kit Experience, which will enable guests to experience white and red wine aromas and wine faults, hence completing a world-unique exclusive.

$387.98

6 h

Intro to Rock Climbing in Delaware Water Gap PA

$185.00

3 h

Radical Rappelling in Blairstown NJ

Enjoy learning the ropes of rappelling on this action-packed 2–3 hour adventure designed for beginners and thrill-seekers alike. You’ll learn how to safely descend from cliff tops while mastering the fundamentals of rappelling under the guidance of experienced professionals. From proper harness use to controlled descents, this trip blends hands-on instruction with adrenaline-pumping fun—guaranteed to be a radical experience from start to finish. The trip includes all necessary equipment such as harnesses and safety gear, professional guide service, access to the selected location, and everything you need for a safe, exciting, and unforgettable outdoor adventure.

$150.00

6 h

Intermediate Rock Climbing in Blairstown NJ

This intermediate-level course moves away from a rigid syllabus to provide a bespoke, student-centric experience where your current proficiency and personal goals dictate the curriculum. Whether you are looking to transition from indoor gyms to the crag or are a seasoned single-pitch climber ready for greater heights, we tailor the instruction to fill the specific gaps in your knowledge. You can choose to focus on the technical engineering of anchors and rigging to ensure rock-solid protection, refine your balance and footwork to move with more efficiency and less fatigue, or master multi-pitch skills and climbing evolutions like self-rescue and rope management. By putting you in the driver’s seat, we ensure that every hour of instruction is relevant, challenging, and geared toward making you a more independent and competent climber.

$185.00

6 h

Intermediate Rock Climbing in Delaware Water Gap PA

$185.00

Private Guided Poconos Hiking Tour with Lunch and Transfer

Explore the stunning landscapes of the Delaware Water Gap National Recreational Area on a private guided day hike tailored to your group’s interests. This full-day adventure includes visits to scenic lookouts and beautiful waterfall hikes. Enjoy the expertise of a medically certified local guide and the convenience of a personal shuttle service for pick-up and drop-off anywhere in the Poconos. Lunch, complimentary snacks, and drinks are provided to keep you energized throughout your hike. - Shuttle service included for convenient pick-up and drop-off - Lunch and snacks provided to enhance your adventure