Need a charming mountain town with art, history, and outdoor fun? Head to Stroudsburg! Nestled in the Pocono Mountains, Stroudsburg is a lively destination offering boutique shopping, creative culture, and access to lakes, trails, and waterfalls. Whether you're here for a romantic weekend or a nature-filled getaway, Stroudsburg blends small-town warmth with year-round adventure.

Stroudsburg, PA Highlights:

  • Explore Downtown Stroudsburg: Lined with galleries, restaurants, cafés, and independent shops, this historic downtown is full of charm.
  • Visit the Sherman Theater: Catch concerts, comedy, and community events in a beautifully restored historic venue.
  • Walk the Brodhead Creek Heritage Center and Trails: Enjoy riverside views and educational exhibits in this peaceful nature spot.
  • Tour the Monroe County Historical Association: Learn local history inside the elegant 1795 Stroud Mansion.
  • Attend a First Saturday Art Walk: Discover the area's vibrant arts scene with gallery openings, live music, and food.

Best Time to Visit Stroudsburg, PA

The best time to visit Stroudsburg is from spring through fall (April–October). This period offers ideal weather for hiking, festivals, and strolling through downtown. Autumn is especially beautiful thanks to vibrant Pocono foliage. Winter brings snow sports nearby and cozy downtown charm.

How to Get to Stroudsburg, PA

  • If you are traveling by car: Located just off I-80, Stroudsburg is about 2 hours from New York City and 1.5 hours from Philadelphia.
  • By Bus: Martz Trailways offers regular service from NYC’s Port Authority to downtown Stroudsburg.
  • By Plane: The nearest airport is Lehigh Valley International Airport (ABE), approximately 45 minutes away.

Where to Stay in Stroudsburg, PA

  • Stroudsmoor Country Inn – Elegant country inn with mountain views, romantic rooms, and fine dining.
  • Hampton Inn Stroudsburg/Poconos – Modern comfort in a convenient location with pool and free breakfast.
  • The Penn Stroud Hotel – Historic downtown stay just steps from Main Street shops and Sherman Theater.

Best Things to Do in Stroudsburg, PA

Step back in time at the Quiet Valley Living Historical Farm

Step back in time at the Quiet Valley Living Historical Farm

© Quiet Valley Living Historical Farm

The Quiet Valley Living Historical Farm is nestled within the picturesque Pocono Mountain in northeastern Pennsylvania. The farm is open to visitors for tours starting the third Saturday of June until Labor Day. Tours are offered between 10:0am and 5:00pm Tuesday to Saturday and from noon until 5:00pm on Sundays. It’s also open on some Saturdays during the spring and the fall, during which “family” members dress in period clothes to re-enact what life was like for the Pennsylvania German family that originally lived on the grounds of the Quiet Valley Living Historical Farm from the 1760’s until 1913.

Address: 347 Quiet Valley Rd, Stroudsburg, PA 18360, Phone: 570-992-6161

Go wine tasting at the Mountain View Vineyard

Go wine tasting at the Mountain View Vineyard

© Mountain View Vineyard

The Mountain View Vineyard is an ideal destination in Stroudsburg, Pennsylvania to spend an afternoon simply relaxing with a refreshing drink. Best Things to Do in What makes Mountain View Vineyard unique in the area is that it also offers distilled spirits and beer in addition to its wine, all made in the Poconos. The tasting room at Mountain View is open for tastings. Guests can also enjoy live entertainment and tours of the brewery and the winery at certain times.

Address: 2332 Walters Rd, Stroudsburg, PA 18360, Phone: 570-619-0053

Watch a live show at Sherman Theater

Watch a live show at Sherman Theater

© Anton Gvozdikov/stock.adobe.com

The Sherman Theater is a leading arts organization, concert provider, and music venue in the northeastern region of Pennsylvania. Best Things to Do in Originally constructed back during the 1920’s, the Stroudsburg theater has since been renovated and is now equipped to host many of the biggest shows of today. With a capacity to hold up to 1,800 people standing or up to 1,200 people seated, the Sherman Theater is able house a wide array of entertainment events and has brought numerous high-profile concert events to the community, including many national acts, such as Theory of a Dedman, Halestorm, Train, and many others.

Address: 524 Main St, Stroudsburg, PA 18360, Phone: 570-420-2808

Activities and Attractions for Couples and Singles:

Discover unique items at The Olde Engine Works

Discover unique items at The Olde Engine Works

© The Olde Engine Works

The Olde Engine Works is home to almost one hundred unique vendors, offering one of the best selections of furniture, collectibles, antiques, and other treasures anywhere within Pennsylvania’s Poconos region. Best Things to Do in Open seven days a week from 10:00am until 5:00pm, the antique market encompasses approximately twenty-two thousand square feet of a carefully restored historic building along the quaint Main Street of Stroudsburg. Antique lovers can spend hours exploring everything The Olde Engine Works has to offer, thanks to its convenient location, wide vendor variety, and great antique selection, with inventory at the antique market updated every day.

Address: 62 N 3rd St, Stroudsburg, PA 18360, Phone: 570-421-4340

Explore the Glen Run Nature Preserve

Explore the Glen Run Nature Preserve

© Pocono Heritage Land Trust

The Pocono Heritage Land Trust was established in 1984 as a non-profit organization committed to the protection of the Poconos Mountains region’s natural heritage by not only conserving the land, but also providing inspiration for people to explore, enjoy, and care for their natural world.Best Things to Do in The Pocono Heritage Land Trust features several nature preserves for visitors to explore, such as the Glen Run Nature Preserve and the Fieldstone Farm Preserve. Glen Run provides four miles of trails for mountain biking and hiking, as well as opportunities for catch-and-release fishing with artificial lures. Fieldstone Farm is home to freshwater ponds, wetlands, and hillside springs.

Address: 1539 Cherry Lane Rd, Stroudsburg, PA 18301, Phone: 570-424-1514

Tour the Monroe County Historical Association library and museum

Tour the Monroe County Historical Association library and museum

© Monroe County Historical Association

The Monroe County Historical Association was established by Dr. Mary Erdman, in addition to other leading Monroe County citizens, back in 1921. Best Things to Do in The historical society manages a research library and museum, which are housed inside of the historic 1795 Stroud Mansion. The mansion was built by Jacob Stroud, whose family continued to live there for many years. The Stroud Mansion, and its Monroe County Historical Association Museum is open to the public by guided tour only.

Address: 900 Main St, Stroudsburg, PA 18360, Phone: 570-421-7703

Where to Eat in Stroudsburg, PA

Have dinner at Sarah Street Bar and Grill

Have dinner at Sarah Street Bar and Grill

© Sarah Street Bar and Grill

Sarah Street Bar and Grill is situated in the middle of the scenic Pocono Mountains, right in downtown Stroudsburg. Best Things to Do in The local eatery invites guests to dine on delicious food either in one of the indoor dining rooms or outdoors on the spacious deck. In addition to the great food, Sarah Street Bar and Grill also offers cocktails and quality original music every day, as well as a game room with darts and pool tables. The food menu here includes an extensive selection of entrees, pub fare, and even sushi.

Address: 550 Quaker Alley, Stroudsburg, PA 18360, Phone: 570-424-9120

More Places to Eat in Stroudsburg, PA

  • Café Duet – Cozy spot for breakfast, espresso, and fresh pastries in the heart of downtown.
  • Garlic Restaurant & Bar – Eclectic dining with fusion flavors, cocktails, and live entertainment.
  • Sybils Bakery & Brasserie – Delicious baked goods, brunch, and French-inspired fare in a casual café setting.

If you are interested in local events:

  • StroudFest (September) – A downtown street festival with live music, food vendors, and craft booths.
  • First Saturday Art Walk (Monthly) – Downtown galleries and artists open their doors for live demos and music.
  • Pocono Winter Beerfest (January) – Hosted at the Sherman Theater, this event features dozens of regional breweries.

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

  • Delaware Water Gap (10–15 min) – Hike Mt. Tammany, view waterfalls, or paddle the Delaware River.
  • Bushkill Falls (25–30 min) – Known as the “Niagara of Pennsylvania,” with walking trails and scenic viewpoints.
  • Shawnee Mountain Ski Area (15–20 min) – Winter sports hub offering skiing, snowboarding, and snow tubing.
  • East Stroudsburg (5–10 min) – Explore nearby town charm and visit East Stroudsburg University’s art and science centers.
  • Cherry Valley National Wildlife Refuge (20–25 min) – A haven for birdwatching, wildflowers, and peaceful hikes.
  • Pocono Snake & Animal Farm (15 min) – Family-friendly animal encounters and quirky roadside fun.

Frequently Asked Questions:

  • Question: What makes Stroudsburg, Pennsylvania unique?
  • Answer: The town of Stroudsburg, Pennsylvania, in the Poconos, boasts a striking mix of modern appeal and small-town charm.
  • Question: What can visitors find in downtown Stroudsburg?
  • Answer: Downtown Stroudsburg features a vibrant area with dining options, music venues, galleries, and museums. It also includes a theater bringing in national acts and an antique market.
  • Question: What activities can visitors enjoy outside of downtown Stroudsburg?
  • Answer: Venturing a little further out from downtown, the area offers unique activities such as visiting the Mountain View Vineyard or the Quiet Valley Living Historical Farm.

At a Glance:


Best Time to Visit Places to Stay Tips for Visiting
Spring (March-May) – Mild temperatures and beautiful blooming landscapes. Stroudsmoor Country Inn – A charming inn with scenic mountain views. Explore the Delaware Water Gap – Hike along breathtaking trails and enjoy waterfalls.
Summer (June-August) – Warm and perfect for outdoor adventures. Pocono Palace Resort – A romantic getaway with lakefront activities. Visit Shawnee Mountain – Enjoy summer festivals, concerts, and outdoor sports.
Fall (September-November) – Crisp air and stunning autumn foliage. The Penn Stroud Hotel – A modern stay in the heart of downtown Stroudsburg. Take a scenic drive through the Poconos – Witness breathtaking fall colors and mountain views.

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