The Perfect Fall Road Trip from New Jersey: 4 Days of Scenic Views, Charming Towns, and Cozy Stays

Why This Trip is Perfect for Fall

There's something magical about the Northeast in autumn—crisp air, vibrant foliage, and charming towns welcoming the season. Late September through mid-October offers peak foliage views, making it the ideal time for this scenic getaway. This 4-day itinerary from New Jersey through upstate New York to Montreal perfectly blends outdoor adventure, delicious local cuisine, quaint villages, and urban exploration. Whether traveling solo, as a couple, or with friends, you'll find this route provides a refreshing break from everyday life. Additionally, this road trip offers affordable yet luxurious accommodations and memorable experiences at every stop, ensuring a stress-free getaway.

Day 1 – New Jersey to Lake George (With a Stop in Woodstock, NY)

Morning – Depart NJ and Drive to Woodstock, NY

Start your journey bright and early to avoid heavy traffic, aiming for departure around 7–8 AM. Woodstock, located about 2.5 to 3.5 hours away, is an iconic stop perfect for your first break. Spend some leisurely time exploring local boutiques filled with artisan crafts and unique items, and stop by one of the many cozy cafés like Bread Alone or Oriole 9 for lunch. Outdoor enthusiasts can enjoy a quick hike or a fun ride on Rail Explorers, offering scenic rail bike tours. Woodstock's artsy vibe and quaint charm will provide a memorable start to your fall adventure.

Afternoon – Continue to Lake George, NY

After your Woodstock stop, continue another 2.5 hours to beautiful Lake George. Upon arrival, check into cozy lakefront accommodations like The Juliana Resort or The Villas on Lake George, known for their stunning lakeside views and comfortable amenities. After settling in, enjoy dinner at the popular Boardwalk Restaurant & Marina, known for its delicious meals and picturesque setting directly on the water. An evening stroll along the lake or a relaxed bonfire under the stars will perfectly cap off your first day.

Lake George Hotels

The Juliana Resort – Classic Lakefront Charm

Nestled on the shores of Lake George, The Juliana Resort offers a cozy, laid-back escape with a private beach, lakeside loungers, and plenty of outdoor fun. Guests can enjoy kayaking, fishing, basketball, and even a playground for families. With a mix of retro Adirondack charm and modern comforts, it’s the perfect base for a relaxing summer stay.

The Villas on Lake George – Adventure Meets Relaxation

Set right on the water, The Villas on Lake George combines laid-back luxury with fun-filled activities. From water skiing and volleyball to scenic lakefront lounging, it’s ideal for travelers who want both adventure and downtime. With its private beach, onsite massage offerings, and even a snack bar, this property is perfect for couples or families looking to soak up the best of lake life.

Day 2 – Drive to Montreal (with a Scenic Stop at Ausable Chasm)

Morning – Drive North with Nature Break

Day two starts with a scenic drive northward, where you'll stop at the spectacular Ausable Chasm, often called New York's "Little Grand Canyon." Explore gentle hiking trails offering stunning views of waterfalls, dramatic cliffs, and autumn colors. Entry fees are reasonable, typically around $20 per adult, and trails vary in difficulty, making them suitable for most fitness levels. After your hike, refuel with a quick slice at Giuseppe’s Pizza nearby before continuing your journey toward Montreal.

Afternoon – Arrive in Montreal

After crossing the border (remember your passport!), you'll find yourself in Montreal after about two hours on the road. Check into one of Old Montreal’s charming hotels, such as Hotel Nelligan, W Montreal, or Sonder by Marriott. Each offers a unique atmosphere, blending modern comforts with historic charm. Once settled, stroll through the cobblestone streets and begin soaking in the vibrant culture of this Canadian gem.

Montreal Hotels

W Montreal – Sleek & Stylish Downtown Stay

Located just steps from the Notre Dame Basilica and the buzzing Bell Centre, W Montreal blends luxury with bold design. This trendy boutique hotel offers a 24-hour gym, a lively bar, and a local cuisine restaurant with happy hour. It’s an ideal pick for travelers who want to stay in the heart of Montreal’s energy without sacrificing comfort or style.

Sonder Bonaventure – Modern Living in Old Montreal

For those seeking a more residential-style stay, Sonder by Marriott Bonvoy offers chic, apartment-style suites near the Old Port and Convention Centre. With sleek interiors, in-room kitchens, and smart technology, it’s a great option for longer stays or those craving a little more independence while exploring the charm of Old Montreal.

Hotel Nelligan – Historic Elegance in Old Montreal

Blending exposed brick walls with modern sophistication, Hotel Nelligan captures the essence of Old Montreal. This boutique gem offers rooftop views, an inviting ambiance, and easy access to nearby galleries, restaurants, and the scenic waterfront. It’s a romantic, walkable retreat that feels both timeless and intimate.

Day 3 – Exploring Montreal in Fall

Fall Activities & Must-Sees

Montreal shines during the fall, offering endless opportunities to explore and indulge. Visit Mount Royal Park for panoramic city views adorned with autumn leaves, or wander through the historic Old Port area for scenic riverside walks. Don’t miss iconic landmarks like Notre-Dame Basilica or charming boutique shopping along Rue Saint-Paul. For a tasty local experience, try the famous $5 gnocchi at Drogheria Fine—an absolute must-visit eatery. Finish your day with dinner at one of Montreal’s renowned restaurants or a relaxing spa session at Bota Bota Floating Spa, uniquely situated on a repurposed ferry.

Day 4 – Drive Back to New Jersey

Departure Tips

Your final day consists of an easy-going 6–7 hour drive back to New Jersey. Depart Montreal around mid-morning to avoid rush-hour traffic and ensure smooth border crossing and travel. Consider stopping along the way at scenic spots like Lake Champlain or Saratoga Springs, adding another memorable experience to your trip home. Your return journey allows for reflection on the incredible sights, tastes, and experiences you've enjoyed during your autumn road trip.

Road Trip Packing Checklist (Printable Option)

Travel Essentials

• Passport & ID

• Car chargers & cables

• Offline maps or downloaded Google Maps

• Snacks & water bottles

Fall Weather Essentials

• Layered clothing (sweaters, jackets)

• Comfortable shoes or boots

• Rain jacket or umbrella

• Reusable shopping tote

Activity Add-Ons

• Hiking shoes

• Small backpack

• Camera or phone with extra storage

Montreal Specifics

• Currency exchange card or app

• Parking app (e.g., P$ Mobile)

• Basic French phrases (optional but helpful)

Final Thoughts: Is This Road Trip Worth It?

This thoughtfully curated itinerary offers something special for every traveler—from nature lovers and foodies to history buffs and urban explorers. The perfect blend of relaxation, exploration, and stunning fall scenery makes this trip truly unforgettable. Save this itinerary, download the free checklist, and prepare for an autumn adventure you won't soon forget.

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