Just a short trip from NYC, Somerset Hills, New Jersey, wraps you in the warmth of small-town charm while offering the luxuries of a winter retreat. Whether you’re planning a romantic weekend for two, a cozy getaway with close friends, or a festive girls’ trip, this destination is made for crisp-air adventures and fireside relaxation.
Imagine savoring dinner in a glowing igloo, unwinding with a spa treatment before an afternoon of boutique shopping, or toasting cocktails after a scenic winter stroll. This weekend itinerary is crafted to help you unwind, have fun, and make the most of winter with those who matter most!
Day 1: Arrival, Cocktails & Igloo Dinner
Check-in at a Cozy Boutique Hotel
Your winter getaway begins with checking into a boutique hotel that matches your travel style—whether you’re seeking historic elegance, a homey retreat, or countryside luxury.
The Bernards Inn
If your idea of a perfect weekend includes fine dining, vintage charm, and personalized service, The Bernards Inn is the place for you. This historic boutique hotel offers an intimate, refined atmosphere with just 20 beautifully appointed guest rooms. Rich wood accents, elegant furnishings, and cozy fireplaces set the scene for a romantic escape or a special anniversary trip. Plus, with an award-winning restaurant and a celebrated wine collection, you won’t have to go far for a world-class meal.
The Olde Mill Inn
For those who want a welcoming, peaceful retreat, The Olde Mill Inn provides the ultimate cozy stay. Set against a backdrop of rolling hills and charming gardens, this inn offers spacious, comfortable rooms with classic décor and a touch of rustic charm. It’s a favorite among couples and small groups of friends looking for a laid-back getaway with easy access to local wineries and trails. The inn’s Grain House Restaurant, housed in a Revolutionary-era mill, serves hearty, seasonal dishes perfect for warming up on a winter evening.
Pendry Natirar
If you’re in the mood for a high-end, nature-infused retreat, Pendry Natirar is the ultimate choice. Perched on a sprawling estate with breathtaking countryside views, this luxurious getaway blends modern elegance with rustic sophistication. Wellness lovers will appreciate the on-site spa and fitness center, while foodies will enjoy dining at the acclaimed Ninety Acres, which focuses on fresh, farm-to-table cuisine. This countryside retreat offers privacy, pampering, and plenty of space to unwind.
No matter where you choose to stay, your winter retreat in Somerset Hills starts with a warm welcome, a comfortable room, and the promise of a weekend filled with relaxation, exploration, and indulgence.
Afternoon: Sip & See Somerset Craft Beverage Trail
Once you’ve settled in, it’s time to explore Somerset Hills’ vibrant craft beverage scene. The Sip & See Somerset Craft Beverage Trail highlights local distilleries and breweries, each offering small-batch flavors and memorable tastings. Sip on bold spirits, sample award-winning craft brews, or warm up with a seasonal cocktail at a boutique distillery.
This self-guided experience lets you set your own pace, whether you want to hop between multiple stops or linger over a tasting flight in a cozy, fireside setting. Either way, it’s a delicious way to ease into your getaway and take in the rolling hills and winter landscapes that make this region so special.
Evening: Igloo Dining & Craft Spirits at Bellemara Distillery
As the sun sets, prepare for one of the most magical winter dining experiences in Somerset Hills—a private igloo dinner at Bellemara Distillery. Known for its small-batch gin, whiskey, and rum, Bellemara offers a cozy outdoor setting where you can enjoy a gourmet meal inside a heated, twinkling igloo. A Bluetooth speaker is available, so bring a playlist to set the mood.
Since alcohol is not permitted in the igloos, guests who want to enjoy Bellemara’s expertly crafted cocktails can dine inside the distillery before or after their meal. The igloo seats up to six people, making it perfect for a date night, group gathering, or a family-friendly experience.
Reservations open up to 30 days in advance, so plan ahead to secure your spot. Whether you’re dining under the glow of the igloo or raising a glass indoors, this charming experience sets the tone for a memorable winter getaway. With full bellies and happy hearts, head back to your boutique hotel to unwind, knowing your Somerset Hills retreat has only just begun.
Day 2: Wellness, Creativity & Evening Entertainment
Morning: Relax & Recharge
Nothing says “weekend getaway” like a morning dedicated to self-care. Choose a wellness experience that helps you recharge:
Quantum Floats – Let go of stress with float therapy at Quantum Wellness, an experience that creates a sensation of weightlessness as you drift in a high-salinity pod. This unique treatment is designed to relax the mind, ease muscle tension, and improve sleep, making it a great way to reset before another day of exploring.
The Spa at Pendry Natirar – If hands-on pampering is more your speed, head to The Spa at Pendry Natirar for a luxurious massage. With its countryside views and serene ambiance, the spa offers a peaceful escape, perfect for melting away any lingering tension.
Mid-Morning: Get Creative
Once you’re feeling refreshed, it’s time to tap into your creativity with a fun, hands-on workshop at Spotted Leaf Plant Company in Somerville, NJ. A plant-lover’s paradise, this shop offers workshops where you can create something green and beautiful. Try your hand at terrarium building, designing a tiny, thriving green world inside a glass container, or pot painting, where you can customize a planter to give your new leafy friend a stylish home.
Lunch: Cafe Picasso
After a morning of self-care and creativity, refuel at Café Picasso, a local favorite for Italian cuisine. This charming, family-owned restaurant serves up fresh pasta and hearty dishes made with high-quality ingredients. The cozy, welcoming atmosphere makes it an ideal spot to linger over lunch, whether you’re sharing a bottle of wine with friends or enjoying a relaxed meal before an afternoon of shopping.
Afternoon: Boutique Shopping & Coffee Break
With the rest of the afternoon ahead, explore Somerville’s charming boutiques, where you’ll find everything from antiques to quirky gifts and stylish fashion. Here are a few spots worth checking out:
Gallery on Main – A treasure trove of antiques and vintage finds, perfect for discovering one-of-a-kind décor, collectibles, and artwork.
Gimme Gimme Tees – A quirky, pop-culture-inspired shop stocked with fun graphic tees, nostalgic designs, and cool gifts. If you love unique statement pieces, this place is a must-visit.
Osprey Lane Boutique – A boho-chic fashion boutique with trendy women’s clothing, and accessories. Whether you’re looking for a stylish winter outfit or a thoughtful gift, you’ll find plenty of Instagram-worthy pieces here.
After some retail therapy, grab a latte or hot chocolate at Bliss Coffee Lounge, a cozy Somerville café known for its smooth espresso, seasonal drinks, and warm, inviting atmosphere. It’s a great way to recharge before an evening of dining and entertainment.
Evening: Dinner & Entertainment
As the sun sets, Somerset Hills offers both exceptional dining and lively activities to wrap up the day.
Dinner Options:
Char Steakhouse (Raritan, NJ) – If you’re craving a perfectly seared steak in a sleek, modern setting, Char Steakhouse delivers. Known for its premium cuts, fresh seafood, and expertly crafted cocktails, this spot is all about elevated flavors in a stylish ambiance. Whether you’re celebrating something special or just indulging in a night of good food, this is the place to do it.
Verve (Somerville, NJ) – For a French-inspired bistro with character, Verve is a must. The intimate, artsy atmosphere makes it feel like a hidden gem, while the creative cocktails and eclectic dishes keep things interesting. If you love a restaurant that’s equal parts charming and bold, this is where you’ll want to settle in for the evening.
Entertainment Options:
Keep the night going with an activity that matches your vibe—whether that’s testing your skills in an escape room or letting off some steam with axe throwing.
Escape Room Challenge – If you love a good mystery, Ultimate Xscape Rooms in Somerville is where you can put your problem-solving skills to the test. Crack codes, solve puzzles, and race against the clock to escape before time runs out. It’s a thrilling, bonding activity that’s equal parts fun and challenging.
Axe Throwing at Stumpy’s Hatchet House (Green Brook, NJ) – If you’re in the mood for something high-energy and out of the ordinary, axe throwing at Stumpy’s is a guaranteed good time. Grab an axe, take aim, and see who can land the best throw. Between the friendly competition and the satisfying thunk of hitting the target, it’s an adrenaline-packed way to wrap up the night with plenty of laughs.
Day 3: Scenic Strolls, Dessert & Farewell Brunch
Morning: Winter Walk or Horseback Riding
The final morning of your Somerset Hills winter getaway starts with choosing your favorite way to get outside and breathe in the crisp winter air.
Scherman Hoffman Wildlife Sanctuary – If you’re in the mood for a scenic, peaceful stroll, this quiet nature preserve offers wooded trails, birdwatching opportunities, and serene winter landscapes. It’s a picturesque place to reflect on the weekend, take a few last photos, and enjoy a slow start to the morning.
Lord Stirling Stable – For a more adventurous way to get outside, book a horseback ride through Lord Stirling Stable. Trot along picturesque trails surrounded by open fields and wooded paths, taking in the tranquil morning scenery from a whole new perspective. Whether you’re a first-time rider or more experienced, this is a special way to wrap up your trip with a little countryside charm.
Farewell Brunch by De Martino
End your trip with a brunch worth savoring at Brunch by De Martino, a modern café in Somerville known for its fresh ingredients, beautifully plated dishes, and expertly brewed coffee.
If you’re in the mood for something sweet, the Tres Leches French Toast is pure indulgence, soaked to perfection and topped with just the right amount of sweetness. The Dubai Chocolate Pancakes take things up a notch, with layers of rich, chocolatey goodness that make breakfast feel like a celebration. If you’re leaning towards savory, their fluffy omelets, packed with fresh ingredients, offer a satisfying and flavorful start to the day. No matter what you choose, this final meal is a scrumptious way to toast to an unforgettable weekend in Somerset Hills.
Sweet Treat Stop
Before heading home, treat yourself to one last bite of Somerset Hills’ best sweets—whether it’s a little something for later or a gift to share.
Cocoluxe (Peapack, NJ) – Step into this charming pastry shop and let the aroma of flaky croissants, rich chocolate creations, and elegant desserts tempt you. If you’re craving something European-inspired and expertly crafted, this is the place to pick up a treat for the road.
Blue Sheep Bake Shop – This spot is a dream for anyone with a sweet tooth. Beyond their beautifully decorated cupcakes and indulgent cookies, they serve up French macarons, fudgy brownies, and 12 flavors of homemade artisan ice cream, complete with specialty toppings. Their gourmet waffles, made to order and topped with their own ice cream, make it hard to leave without a little something extra.
The Fudge Shoppe – Chocolate lovers, this one’s for you. The Fudge Shoppe’s handcrafted chocolates, truffles, and old-fashioned fudge are impossible to resist. Grab a box to share, bring home as a gift, or enjoy on the ride back—just don’t expect it to last long!
Until Next Time, Somerset Hills
With three days of great food, cozy moments, and winter adventures, your Somerset Hills getaway comes to a close—but the memories last long after the trip ends. Whether you came
for relaxation, creative experiences, or indulgent meals, this charming destination proves that winter is made for slowing down, exploring, and enjoying something new.
Now that your itinerary is set, all that’s left to do is book your trip and experience it for yourself!
