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Spacious Rooms, Aveda Spa, and Fine-Dining Restaurant on Charming Grounds

In the early 1900s, Vermont governor Allen Miller Fletcher staked out a hill in the Green Mountains to build a castle-like resort. The area he picked is like something out of a winter fairy tale, tucked into the woods near Okemo Mountain. The area is called Castle Hill, and it’s where you’ll find The Pointe Hotel at Castle Hill Resort & Spa, a modern hotel that shares its property with some of Fletcher’s original Cotswolds-style buildings and gorgeous gardens, which earned the resort a spot on the National Register of Historic Places. Its location makes it a convenient spot to explore the region’s Okemo Valley, home to a ski resort, more than a dozen covered bridges, President Calvin Coolidge’s homestead, and Okemo State Forest.

The brick-accented Pointe Hotel is spacious and comfortable, with facilities that put the focus on fitness and wellness. Recently remodeled guest rooms emphasize plush comfort. At the Aveda Concept spa, you can relax with massages, facials, and body wraps. The resort’s sunlit pavilion, lined with windows on both the walls and ceiling, makes for a soothing setting to take a yoga or Pilates class. For breakfast and dinner, head to the opulent wood-paneled dining room, where executive chef Alphonsus Harris uses fresh local produce to craft French-influenced dishes.

Proctorsville, Vermont: Quaint New England Town near Skiing and Hiking on Okemo Mountain

Proctorsville lies near Vermont's Okemo Mountain. The family-owned mountain, which has more than 600 acres of slopes and beginner-friendly trails available in colder months, has maintained its natural beauty by resisting overdevelopment. In mild weather, visitors can fish in the area's lakes or bike or hike across its network of trails, including the Healdville Trail, which climbs to the mountain's 3,340-foot summit.

Nearby Ludlow has a diverse culinary landscape that includes classic Italian restaurants, Irish pubs, and steak houses. Window shoppers can stroll past boutiques and antique shops to feast their eyes on elegant gifts, collectors' items, and local art.

Read the Fine Print for important info on travel dates and other restrictions.