Stroudsburg, Pennsylvania: Delaware Water Gap, Main Street & More

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If you’re looking for a charming mountain town with art, history, and year-round outdoor fun, I’d say Stroudsburg is a perfect pick. I’ve wandered its cozy downtown, explored nearby lakes and trails, and even caught a show or two—and I think you’ll love how it blends small-town warmth with plenty of adventure. Whether you're planning a romantic weekend or just want to unplug in nature, you’ll find yourself smiling the whole time.

Stroudsburg, PA Highlights:

• Explore Downtown Stroudsburg: When I strolled downtown, I found art galleries, cafés, and the kind of little shops you want to get lost in. You’ll find something unique on every block.
• Visit the Sherman Theater: I’ve seen live music and local events here, and if you go, you’ll love the vintage charm and energy inside. It’s the kind of place that makes a night out feel special.
• Walk the Brodhead Creek Heritage Center and Trails: I spent a quiet morning walking by the creek—you should too. It’s peaceful, pretty, and perfect if you want to slow down and enjoy nature.
• Tour the Monroe County Historical Association: I didn’t expect to enjoy this museum as much as I did. Inside the 1795 Stroud Mansion, you’ll learn the town’s story in a beautiful setting.
• Attend a First Saturday Art Walk: If you time it right, you can join the locals and wander from gallery to gallery. I found live music, great food, and creativity everywhere—it’s such a fun evening.

Best Time to Visit Stroudsburg, PA

If you're planning a visit, I recommend going between April and October. I went in fall once and the foliage was unreal—every hike felt like a postcard. Spring and summer are perfect for outdoor festivals and exploring downtown. But I’ve been in winter too, and if you don’t mind bundling up, you’ll enjoy the snow sports nearby and the cozy charm of Main Street cafés.

How to Get to Stroudsburg, PA

• If you are traveling by car: I’ve driven in from NYC and Philly—super easy. You’ll hop off I-80 and be in the heart of town in no time.
• By Bus: I once took Martz Trailways from Port Authority in NYC and it dropped me right in town. If you want to relax and skip the car, it’s a great option.
• By Plane: If you’re flying, I suggest landing at Lehigh Valley International Airport (ABE). I’ve used it before—it’s about 45 minutes away and super manageable.

Where to Stay in Stroudsburg, PA

• Stroudsmoor Country Inn – I booked a weekend here and felt completely pampered. If you want a romantic stay with mountain views and delicious food, you’ll love it too.
• Hampton Inn Stroudsburg/Poconos – When I needed something simple and comfy, this was my go-to. You’ll appreciate the pool, breakfast, and easy access to everything.
• The Penn Stroud Hotel – I stayed here to be close to downtown, and you really can’t beat the location. You’ll be just steps from the shops and Sherman Theater—it’s ideal for exploring on foot.

Best Things to Do in Stroudsburg, PA

More Places to Eat in Stroudsburg, PA

• Café Duet – If you're looking for a cozy spot for breakfast, this place is perfect. I always enjoy their fresh pastries and delicious espresso right in the heart of downtown. It’s a great place to start your day!
• Garlic Restaurant & Bar – For a bit of everything, Garlic is a must-visit. The eclectic fusion flavors, amazing cocktails, and live entertainment make this a fun spot for a night out. It’s the kind of place where you can always count on a great time.
• Sybils Bakery & Brasserie – If you're in the mood for French-inspired fare or a delicious brunch, head to Sybils. Their baked goods are a treat, and the café setting is so casual and welcoming—perfect for any time of the day.

If you are interested in local events:

• StroudFest (September) – This street festival is one of my favorites. I love strolling through downtown, checking out live music, food vendors, and craft booths. It’s a fun, lively atmosphere that brings the community together.
• First Saturday Art Walk (Monthly) – If you're into art, this is the event for you. The downtown galleries and local artists open their doors, offering live demos and music. I always enjoy seeing what new art the town has to offer.
• Pocono Winter Beerfest (January) – If you love beer like I do, this event is a must. Held at the Sherman Theater, it features dozens of regional breweries. It’s a great way to spend a winter day with friends, sipping local brews.

If you are looking for unique day trips within 30 Minutes of Stroudsburg, Pennsylvania:

• Delaware Water Gap (10–15 min) – I can’t recommend this enough if you enjoy outdoor activities. Whether you're hiking Mt. Tammany, viewing waterfalls, or paddling the Delaware River, it’s a beautiful area to explore.
• Bushkill Falls (25–30 min) – Known as the “Niagara of Pennsylvania,” Bushkill Falls is a beautiful spot. The walking trails and scenic viewpoints make it a perfect place to take in nature.
• Shawnee Mountain Ski Area (15–20 min) – If you're into winter sports, Shawnee is your go-to place. From skiing and snowboarding to snow tubing, it’s the place to be for snow lovers.
• East Stroudsburg (5–10 min) – Just a short drive away, East Stroudsburg is a charming town to explore. I recommend visiting the art and science centers at East Stroudsburg University while you’re there.
• Cherry Valley National Wildlife Refuge (20–25 min) – This peaceful spot is a haven for birdwatchers and nature lovers like me. The hikes are beautiful and the wildflowers in season make for a scenic, relaxing day.
• Pocono Snake & Animal Farm (15 min) – If you’re traveling with kids or just love quirky fun, the Pocono Snake & Animal Farm is a great place to stop. The animal encounters are a hit, and it’s a fun roadside attraction to check out.

Frequently Asked Questions:

• What makes Stroudsburg, Pennsylvania unique?
  • Stroudsburg has this great mix of modern appeal and small-town charm. It’s nestled in the Poconos, offering visitors a little bit of everything—from outdoor adventures to cozy dining and shopping.
• What can visitors find in downtown Stroudsburg?
  • Downtown Stroudsburg is vibrant and full of life. You’ll find dining options, music venues, galleries, and museums. Plus, there’s a theater bringing in national acts and an antique market for some fun shopping.
• What activities can visitors enjoy outside of downtown Stroudsburg?
  • Just a short drive from downtown, you can explore the Mountain View Vineyard or visit the Quiet Valley Living Historical Farm for a taste of history and some unique activities.

Plan Your Trip