An Enchanting Fall Day at The Roxbury Hotel

Morning: Slow Start & A Walk Into Town

Begin the day with a relaxed morning in your suite—perhaps sipping coffee while admiring the eclectic details that make The Roxbury so unforgettable. Once you’re ready, take a gentle walk into the village of Roxbury. The streets are lined with historic buildings and local shops that feel especially inviting in the fall. Browse antiques, pick up locally made goods, or just soak in the charm of small-town life as the foliage frames every view.

Midday: Scenic Adventure at Plattekill Mountain

After exploring town, set out for a short drive to Plattekill Mountain, where the rolling Catskills are ablaze with color. In the fall, the mountain is a prime spot for scenic chairlift rides (on select weekends), hiking trails, or simply enjoying panoramic views that stretch for miles. The crisp mountain air and fiery foliage make this a must for any autumn itinerary.

Afternoon: Waterfall Hike on the Property

Back at The Roxbury Stratton Falls, one of the hotel’s hidden gems is right in its own backyard: the waterfall hike on the property. As you wander through the woods, the crunch of leaves underfoot and the sound of cascading water set the perfect soundtrack. At the trail’s end, a waterfall tumbles into a serene pool—a magical spot to pause, breathe, and savor the season.

Golden Hour: Cozy Return & Resort Magic

As the sun begins to sink, head back to your room or suite for some relaxation. Whether you’re soaking in a whimsical tub or lounging by a fireplace, the resort’s playful-meets-luxurious vibe makes downtime just as special as the day’s adventures. If you’re in the mood, enjoy a glass of wine outdoors while watching the light shift over the foliage-draped hills.

Evening: Dining & Dreamy Nighttime Atmosphere

Wrap up the day with dinner in town at Chappie's Restaurant, where you’ll find hearty comfort food and seasonal flavors located just steps from the motel location. Afterward, return to the hotel and let yourself be swept into its enchanting nighttime atmosphere—string lights twinkling, whimsical design details glowing, and the crisp Catskills night air promising sweet dreams.

Final Thoughts

Fall at The Roxbury Hotel feels like stepping into your own fairytale. With colorful mountain adventures, a private waterfall trail, and the cozy charm of a Catskills village, it’s the perfect blend of nature, small-town magic, and unforgettable design. One day here is enough to make you fall in love—but a weekend stay might just keep you enchanted forever.