Southwestern Region Morris County: A Perfect Day Itinerary
Exploration awaits in the picturesque southwestern region of Morris County, New Jersey. Quaint towns like Chester, Mendham, and Long Valley offer a rich blend of history, scenic beauty, and vibrant local culture. Whether you're savoring farm-fresh produce, dining at a historic inn, or hiking along peaceful trails, the region provides the perfect mix of relaxation and adventure. Ideal for a day trip or a weekend escape, Southwestern Morris County welcomes visitors with open arms and unforgettable experiences.

Morning: Chester

Breakfast at Marilyn’s Café

Start your day with a hearty breakfast at Marilyn’s Café, a gem nestled in the heart of Chester. This quaint small-town diner is infused with nostalgic charm inspired by Marilyn Monroe herself. Enjoy classics like fluffy pancakes, savory eggs Benedict, or a satisfying sausage, egg, and cheese on a roll, all served with a warm smile. It’s the perfect way to fuel up before a day of discovery.

Explore Historic Chester

After breakfast, enjoy a leisurely stroll through the charming, historic streets of Chester—where character and creativity await around every corner. Explore unique boutique shops like Comfortably Chic and Dainty Dandelion, each offering one-of-a-kind treasures, or stop by Midnight Owl for whimsical finds that spark the imagination. Whether you’re searching for artisanal gifts, stylish clothing, or mouthwatering confections, Chester offers a little something special for everyone.

Afternoon in Mendham

Lunch at The Black Horse Tavern & Pub

Step into history at The Black Horse Tavern & Pub, New Jersey’s oldest continually running restaurant since 1742. Recently renovated yet steeped in colonial-era charm, this elegant venue invites you to savor upscale American comfort food. Choose from their varied menu, with highlights like their signature BLT, Black Label Burger, or classic Reuben. It’s a meal with a side of rich history.

Hike Buttermilk Falls

After lunch, immerse yourself in Mendham’s natural beauty by hiking the Buttermilk Falls trail. This 2.3-mile loop leads you through a serene forest, offering glimpses of a cascading creek and the namesake waterfall. Along the trail, informative signage reveals intriguing historical details, from local mining roots to geological features. Cool down afterward with a rewarding scoop of ice cream at Mendham Creamery—a sweet treat to celebrate the day’s adventures.

Evening: Long Valley

Dinner at the Chesapeake Tavern

End your day with a culinary delight at the Chesapeake Tavern, situated in a beautifully restored historic building in Long Valley. This restaurant honors its roots with exceptional seafood offerings, like their famous Maryland Blue Claw Crab Cakes and King Crab Legs, alongside sensational land-to-table dishes. With creative daily specials and modern culinary techniques, every bite is bound to amaze.

Stay the Night at Neighbor House B&B

Extend your visit by staying at the charming Neighbor House B&B, a historic farmhouse dating back to the 1830s. Surrounded by the peaceful countryside, this cozy retreat features elegant rooms adorned with original heart-pine floors and vintage touches like folding shutters and pocket doors. Relax with tea on the brick veranda or unwind by one of the eight fireplaces scattered throughout the home. It’s the perfect way to recharge for another delightful day in Southwestern Morris County.

Plan Your Adventure Today

The southwestern region of Morris County blends scenic beauty with small-town warmth, creating the perfect backdrop for your next adventure. Whether you’re visiting for a day or looking to stay longer, there’s always something to explore. Start planning your trip now and immerse yourself in one of New Jersey’s most captivating destinations!

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The Morris County Economic Development Alliance & Tourism Bureau receives funding from the 
County of Morris and the New Jersey Department of State, Division of Travel & Tourism