Stroudsburg, Pennsylvania: Best Things to Do – Top Picks

Image of Stroudsburg downtown area with a mix of historic and modern buildings

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Discover the Best of Stroudsburg

In the heart of the Poconos, Stroudsburg awaits with its rich history, vibrant culture, and exciting activities. This charming borough is known as the “heart of the Poconos” and serves as the county seat of Monroe County.

Stroudsburg shines with a striking mix of historic allure and modern appeal. From shops to shows to seasonal festivals, its vibrant, walkable downtown has something for everyone.

Explore the Best Activities and Experiences

This comprehensive guide will walk you through the best activities and experiences Stroudsburg has to offer, from its walkable downtown to outdoor adventures in the surrounding natural areas.

  • Welcome to Stroudsburg, Pennsylvania, a charming borough that serves as the heart of the Pocono Mountains region with a perfect blend of historic charm and modern attractions.
  • This comprehensive guide will walk you through the best activities and experiences Stroudsburg has to offer, from its walkable downtown to outdoor adventures in the surrounding natural areas.
  • Discover why this picturesque town has become a popular destination for travelers seeking authentic small-town charm with convenient access to big adventures.
  • Learn about the rich history, vibrant culture, and diverse attractions that make Stroudsburg worth adding to your travel itinerary.
  • Whether you’re planning a weekend getaway, a family vacation, or a day trip, this guide will help you make the most of your visit to this Pocono Mountains gem.

Discover the Heart of the Poconos

Tucked away in the heart of the Pocono Mountains, Stroudsburg is a charming town that offers a unique blend of history, culture, and natural beauty. As you explore this vibrant destination, you’ll discover why it’s considered the hub of the region.

Stroudsburg, Pennsylvania: Best Things to Do - Top Picks

About Stroudsburg

Founded and named after Revolutionary War Colonel Jacob Stroud, Stroudsburg was officially incorporated in 1815. With its rich history and downtown area filled with character, it’s a great base for exploring the broader Pocono Mountains region.

Getting There

Located right along I-80, Stroudsburg is approximately 75 miles from Manhattan, making it an accessible weekend destination. You can easily reach Stroudsburg by car via I-80, or use public transportation options available from major metropolitan areas.

Some key facts about Stroudsburg include:

  • Serving as the county seat of Monroe County, it’s often referred to as the “heart of the Poconos.”
  • The town‘s history dates back to 1815, named after Colonel Jacob Stroud.
  • Conveniently located off Interstate 80, it’s about a 90-minute drive from New York City.
  • The borough offers a mix of small-town charm and modern amenities.
  • Visitors can reach Stroudsburg by car or via public transportation, including bus services from major cities.

Explore Downtown Stroudsburg’s Walkable Charm

With its picturesque streets and historic architecture, downtown Stroudsburg is a must-visit destination. As you stroll through the area, you’ll discover a unique blend of old and new, with historic buildings housing modern shops and businesses.

A bustling downtown streetscape in Stroudsburg, Pennsylvania, with charming Victorian-era buildings lining the sidewalks. Pedestrians stroll along the brick-paved streets, admiring the quaint shops, cafes, and boutiques. Warm sunlight filters through the trees, creating a welcoming, relaxed atmosphere. In the background, the iconic Shawnee Bridge arches gracefully over the Brodhead Creek, adding to the picturesque scene. Capture the inviting, walkable charm of this quintessential small-town center, showcasing the vibrant heart of Stroudsburg.

Main Street Highlights

Main Street is the heart of downtown Stroudsburg, featuring wide, strollable sidewalks lined with historic buildings that now house unique shops, restaurants, galleries, and entertainment venues. You’ll find a variety of attractions that showcase the town’s character and charm.

Historic Architecture

The town’s historic architecture is another highlight, with notable landmarks like the Monroe County Courthouse, built in 1890 in the Richardsonian Romanesque style, and the Stroud Mansion. The area is also dotted with numerous well-preserved Victorian and Federal-style buildings, adding to its historic charm.

As you explore the town, you’ll notice the charming streetscapes, decorative lampposts, seasonal decorations, and public art installations that enhance the historic atmosphere. The walkable downtown area invites you to take your time and discover its many treasures.

To gain a deeper understanding of Stroudsburg’s history and architecture, consider joining a walking tour offered by the Monroe County Historical Association. Knowledgeable guides will share stories about significant buildings and the people who shaped the town’s history.

Shop at Unique Local Boutiques

You can find one-of-a-kind shopping experiences in Stroudsburg’s downtown area, filled with local boutiques and galleries. The town offers a variety of unique shopping experiences that are sure to make your visit fun and memorable.

Stroudsburg’s boutiques are filled with clothing, jewelry, shoes, sporting goods, home décor, and more. Some of the notable specialty stores include Dunkelberger’s Sports Outfitter and American Ribbon and Craft Factory.

Specialty Stores

Specialty stores like Dunkelberger’s Sports Outfitter and American Ribbon and Craft Factory offer unique merchandise. You can also visit Pocono Soap, The Apple Tree, and The Zealot Workshop for distinctive shopping experiences.

Store Name Specialty Location
Dunkelberger’s Sports Outfitter Outdoor gear and apparel Downtown Stroudsburg
American Ribbon and Craft Factory Crafting supplies and fabrics Main Street
Pocono Soap Handmade body care products Downtown Stroudsburg

Monroe Farmers Market

The Monroe Farmers Market has been serving the Stroudsburg community for over 40 years, offering fresh produce, artisanal foods, and handcrafted items every Saturday in Courthouse Square.

A bustling open-air market scene in Stroudsburg, Pennsylvania, on a sunny day. Colorful tents and displays line the cobblestone pathways, showcasing an array of locally-grown produce, artisanal crafts, and specialty foods. In the foreground, farmers and vendors enthusiastically greet passersby, engaging them in friendly conversation. The middle ground is filled with shoppers leisurely browsing the stalls, their reusable bags brimming with fresh finds. Beyond, the historic buildings of downtown Stroudsburg frame the vibrant atmosphere, creating a charming and inviting atmosphere for all to enjoy.

Visiting the Monroe Farmers Market is a great way to experience the local culture and community. You can find a wide range of products, from fresh produce to handmade crafts.

Dive Into Stroudsburg’s History

Discover the rich history of Stroudsburg by exploring its historic landmarks and architectural gems. The town offers a variety of historical attractions that showcase its development from a frontier settlement to a thriving borough.

A historic downtown Stroudsburg landmark, bathed in warm afternoon light. The crisp, white facade of the Stroud Mansion stands tall, its elegant colonial architecture and decorative accents reflected in the calm waters of a small pond nearby. People stroll along the tree-lined sidewalks, browsing quaint shops and cafes. In the distance, the rolling Pocono Mountains provide a picturesque backdrop to this charming, well-preserved historic scene.

Stroud Mansion Museum

The Stroud Mansion Museum, built in 1795 by Daniel Stroud, son of the town’s founder Jacob Stroud, is a significant historical landmark. It now houses the Monroe County Historical Association, offering visitors a glimpse into local history through its period rooms and exhibits.

  • The museum features an extensive collection of artifacts and documents that chronicle the development of Stroudsburg and Monroe County.
  • The Historical Association’s research library provides valuable resources for those interested in genealogy and local architecture.

Walking Tours of Historic Stroudsburg

Guided Walking Tours of Historic Stroudsburg, led by knowledgeable guides from the Monroe County Historical Association, take you through the town’s most significant landmarks. You’ll learn about the people and events that shaped the community.

  • Self-guided walking tour maps are available for those who prefer to explore at their own pace.
  • These tours allow you to discover Stroudsburg’s architectural gems and historical markers while learning about the town’s evolution.

Taste Local Flavors at Restaurants and Eateries

Savor the flavors of downtown Stroudsburg, where a diverse range of restaurants awaits your discovery. The town offers a fun dining experience with its eclectic mix of eateries along Main Street.

A bustling downtown area with a row of charming restaurants, their facades adorned with inviting signage and outdoor dining. Patrons leisurely enjoy al fresco meals and drinks, basking in the warm afternoon sunlight filtered through lush trees lining the street. In the background, historical buildings and quaint shops create a picturesque small-town ambiance. The scene is captured with a wide-angle lens, showcasing the vibrant energy and local character of Stroudsburg's dining scene.

Diverse Dining Options

Downtown Stroudsburg’s dining scene is remarkably diverse. You’ll find restaurants serving classic American fare alongside international cuisines such as Thai, Italian, Irish, Mexican, Puerto Rican, Portuguese, and French. This variety ensures that your dining experience is nothing short of exceptional.

Local Favorites

Some local favorites include Bovino’s Brewery, where you can enjoy house-brewed beers with savory meals. For a taste of authentic Irish hospitality, head to Siamsa Irish Pub, known for its traditional dishes and live music. Quench Café & Juice Bar is a great spot for health-conscious diners, offering nutritious smoothies and wholesome food options.

Sample Craft Beverages

Stroudsburg has become a haven for craft beverage enthusiasts, offering a diverse range of wineries, breweries, and distilleries to explore. You can walk off the street and right into Tolino Vineyards or RAW Urban Winery & Hard Cidery for a relaxing beverage.

The town is home to several craft beverage establishments, including Mountain View Brewing Company, which offers locally produced, sustainable, family-owned beverages. You can also visit Bovino’s Brewery for unique beers that push the boundaries of traditional brewing.

Wineries and Breweries

Wineries and breweries have become a staple in downtown Stroudsburg. Tolino Vineyards operates a cozy wine bar just off Main Street, offering award-winning wines. RAW Urban Winery & Hard Cidery provides a unique tasting experience with their innovative approach to winemaking and cider production.

Distilleries

For those interested in spirits, Mountain View Distillery offers locally produced, sustainable, family-owned spirits. You can sample their products and experience the best of Stroudsburg’s craft distilling scene.

Craft Beverage Establishment Location Specialty
Tolino Vineyards Downtown Stroudsburg Award-winning wines
RAW Urban Winery & Hard Cidery Main Street Unique winemaking and cider production
Mountain View Distillery Downtown Stroudsburg Locally produced spirits

Visiting these establishments is one of the fun things to do in Stroudsburg, allowing you to experience the best of the town’s craft beverage scene.

Attend Exciting Events and Festivals

Experience the vibrant culture of Stroudsburg by attending its exciting events and festivals that take place downtown throughout the year.

The town’s event calendar is packed with a variety of happenings, including seasonal celebrations and spectacular shows at the historic Sherman Theater.

Seasonal Celebrations

Stroudsburg celebrates various seasons with unique events and festivals. Enjoy the Annual St. Patrick’s Day Parade in March, StroudFest on Labor Day weekend, and WinterFest in December.

Sherman Theater Shows

The Sherman Theater is a cultural anchor in Stroudsburg, hosting national touring acts, local performances, and community events in its beautifully restored venue.

Enjoy Outdoor Adventures

The great outdoors awaits you in Stroudsburg, with numerous options for adventure. Stroudsburg’s scenic woodland parks and waterside walks are perfect for leisurely outings, making it an ideal destination for those who love the outdoors.

Levee Loop Trail

The Levee Loop Trail provides a gentle and accessible outdoor experience right in Stroudsburg. You can enjoy walking, jogging, or casual biking along the paths that wind alongside Brodhead Creek, offering scenic water views. The creek is also a top spot for fishing in the warmer months, attracting enthusiasts who appreciate its reputation as a premier trout stream.

Nearby Natural Attractions

Just minutes from downtown Stroudsburg, you can explore the Delaware Water Gap National Recreation Area, which encompasses 70,000 acres of protected land with over 100 miles of hiking trails, including access to the famous Appalachian Trail. The Kettle Creek Environmental Education Center is another nearby attraction, offering nature programs, guided walks, and educational exhibits that help you understand and appreciate the diverse ecosystems throughout the Pocono Mountains.

  • Discover the beauty of the Pocono region through its various activities, from swimming and paddling in summer to leaf-peeping in fall and cross-country skiing and snowshoeing in winter.
  • Explore the numerous hiking and biking trails, or try your hand at fishing in one of the many streams and creeks.

Whether you’re planning a trip or just a day out, Stroudsburg offers a wide range of outdoor things to do and see, making it an ideal base for year-round outdoor adventures throughout the Pocono region.

Stroudsburg, Pennsylvania: Best Things to Do – Top Picks for Families

In the heart of the Pocono Mountains, Stroudsburg offers a range of family-friendly activities and attractions. You can explore interactive museums and galleries, such as the Stroud Mansion and Quiet Valley Living Historical Farm, which provide fun workshops and special programs throughout the year.

Kid-Friendly Activities

Families can enjoy exciting challenges at Klues Escape Room, suitable for children of various ages, or visit the Monroe Farmers Market on select Saturdays. In winter, downtown Stroudsburg transforms into a magical holiday destination with twinkling lights and special events.

Educational Experiences

The Kettle Creek Environmental Education Center offers nature programs designed for young explorers, while the Sherman Theater hosts family-friendly performances throughout the year, including children’s theater productions and holiday shows.

Conclusion: Why Stroudsburg Deserves a Visit

Discover the charm of Stroudsburg, where the beauty of the Pocono Mountains meets small-town delight. Whether you’re strolling down Main Street or exploring the surrounding areas, Stroudsburg offers a unique blend of fun and adventure. From winter wonderlands to fall foliage, the town’s events and festivals make it an ideal destination for your next trip.

With its walkable downtown Stroudsburg area filled with galleries and local shops, you’ll find plenty of things to see and do. Stroudsburg is the perfect road trip destination, offering a mix of art, culture, and outdoor activities that showcase the best of the Poconos.

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