Winhall, Vermont Vacation Rentals

Explore 148 rental homes and villas in Winhall, Vermont for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Best Affordable Homes, Great for Groups and Homes with Parking. With a wide range of homes to offer, pricing can start as low as $61 per night with homes containing as many as 8 bedrooms and 5 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Winhall Overview
Immerse yourself in the enchanting allure of Winhall, Vermont, a gem nestled within the majestic Green Mountains. This idyllic destination is the epitome of New England charm, offering a serene retreat from the clamor of everyday life, with the added luxury of private home rentals that elevate your stay to new heights of comfort and exclusivity. In the heart of winter, Winhall transforms into a pristine snowy paradise, beckoning winter sports enthusiasts to the slopes of the renowned Stratton Mountain Resort. Here, you'll find some of the finest skiing in the Northeast, with impeccably maintained trails and state-of-the-art lifts. Beyond the thrill of downhill skiing, the area offers the enchantment of snowshoeing and cross-country skiing through tranquil, snow-draped forests. As the seasons turn, Winhall blooms with verdant forests and vibrant wildflower meadows, creating a perfect backdrop for outdoor adventures. Hike or bike the legendary Appalachian and Long Trails, where each turn reveals panoramic views and the chance to reconnect with nature. Anglers will delight in the tranquil fishing spots, where the waters are as clear as glass and teeming with local fish. Autumn in Winhall is a photographer's dream, with the landscape awash in a kaleidoscope of fiery foliage. It's a time for leisurely drives, hot apple cider, and the simple joy of watching the leaves fall. Nearby Manchester invites exploration with its quaint farmers' markets, antique treasures, and a vibrant arts scene that reflects Vermont's cultural richness. The true Winhall experience, however, is found in the privacy of a rented home, yours alone to enjoy. Many of these homes boast amenities such as swimming pools, offering a refreshing respite after a day of exploration, and are pet-friendly, so your furry companions can join in the fun. Imagine cozy evenings by the fireplace, mornings with a view of the mountains, and the unparalleled freedom that comes with your own space. For those with a penchant for history and the arts, the neighboring towns of Weston and Dorset are treasure troves of historical sites and cultural delights, including the Weston Playhouse, which lights up the summer with its theatrical productions. Winhall is not just a place to visit; it's a place to live, even if just for a short while. With its year-round natural beauty, wealth of activities, and the luxury of a private home away from home, Winhall, Vermont, promises an unforgettable escape that will linger in your heart long after you've returned to the rhythms of daily life.
Cultural Attractions in Winhall
Winhall, Vermont, may not be the first place that comes to mind when you think of a cultural hotspot, but this charming New England town offers a unique and intimate cultural experience for those who seek the arts, history, and local customs. While Winhall itself is a small community, it is nestled in the heart of the Green Mountains, making it a serene backdrop for a cultural retreat. The town is close to the Southern Vermont Arts Center in nearby Manchester, which is a hub for the visual arts. The center features rotating exhibitions, a sculpture park, and offers a variety of art classes and workshops for those looking to engage creatively during their visit. For history enthusiasts, the surrounding area of Bennington County is rich with historical sites and museums. The Hildene, the Lincoln Family Home, is just a short drive away in Manchester and provides a glimpse into the life of the Lincoln family with its preserved estate and gardens. The Bennington Museum, located in the town of Bennington, showcases the largest public collection of Grandma Moses paintings in the world and delves into the region's history with artifacts and exhibits. Live music can be found at local venues and seasonal festivals. The Manchester Music Festival, held annually, brings classical music performances to the area, featuring both established and emerging artists. Additionally, the Weston Playhouse Theatre Company offers a range of live theatrical performances, from Broadway musicals to contemporary dramas and comedies, enriching the cultural landscape of the region. Local customs and traditions can be experienced at the various farmers' markets and community events. The West River Farmers Market, for instance, provides a taste of Vermont's local produce, artisanal crafts, and a chance to mingle with the locals. Seasonal events, such as fall foliage tours and winter sports activities, also offer a glimpse into the Vermont way of life. While Winhall may offer a quieter cultural scene compared to larger cities, its proximity to a variety of arts institutions, historical sites, and community events makes it a delightful destination for those looking to immerse themselves in culture amidst the tranquility of nature. Here, you can enjoy the slower pace of life while still engaging with the arts, history, and the warm local customs of Vermont.
Kids IconFamily friendly activities in Winhall
Winhall, Vermont, is a picturesque destination that offers a delightful escape for families and a treasure trove of activities for children. Nestled in the Green Mountains, this charming town provides a serene backdrop for a variety of outdoor adventures and family-friendly experiences. During the winter months, Winhall becomes a snowy wonderland, perfect for introducing kids to the joys of skiing and snowboarding at the nearby Stratton Mountain Resort. With its gentle slopes for beginners and ski schools offering lessons, it's an ideal spot for children to learn and enjoy winter sports. The resort also features snow tubing, which is a hit with kids looking for a thrilling slide down the snowy hills. In the warmer seasons, the natural beauty of Winhall can be explored through its numerous hiking trails. Families can take a leisurely walk along the West River Trail, where children can spot local wildlife and enjoy the lush greenery. For a more educational experience, the Lye Brook Falls Trail leads to a stunning waterfall and provides an opportunity to teach kids about the local ecosystem. Winhall is also close to the Bromley Mountain Adventure Park, which offers a variety of activities that are sure to excite children of all ages. The park features an alpine slide, a climbing wall, mini-golf, and a zip line, providing a day full of fun and adventure. For a taste of local culture, families can visit the nearby Vermont Country Store in Weston, where children can watch fudge being made and sample some of the local treats. The store also has a toy section filled with classic and unique toys, giving kids a chance to pick out a special memento from their trip. When it's time to relax, Winhall's local parks and picnic areas offer the perfect setting for a family lunch surrounded by nature. Bondville Fair, held annually, is a delightful event for children, with carnival rides, games, and live entertainment that captures the small-town charm of Vermont. Winhall's combination of outdoor activities, educational experiences, and family-oriented attractions make it a wonderful destination for those traveling with children. It's a place where families can create lasting memories while enjoying the simplicity and beauty of Vermont's natural landscape.
Nature IconOutdoor activities in Winhall
Winhall, Vermont, is a picturesque destination that offers a treasure trove of outdoor activities and natural wonders for those who love to immerse themselves in nature. Nestled in the Green Mountains, Winhall is an ideal base for exploring the beauty of Vermont's landscapes. During the winter months, Winhall becomes a snowy wonderland, with Stratton Mountain providing some of the best skiing and snowboarding in the region. The mountain's well-groomed trails cater to all skill levels, and the resort offers lessons for beginners. For those who prefer a quieter pace, snowshoeing and cross-country skiing are popular activities that allow you to traverse the serene, snow-covered forests. As the snow melts and spring emerges, the landscape transforms into a lush green paradise. Hiking enthusiasts will find plenty of trails in the surrounding Green Mountain National Forest, which offers a variety of paths ranging from gentle walks to challenging climbs. The Appalachian Trail and Long Trail intersect nearby, offering a chance to hike sections of these iconic long-distance routes. Summer in Winhall is perfect for outdoor adventures. The area's rivers and lakes provide excellent opportunities for fishing, kayaking, and canoeing. The West River is particularly known for its trout fishing. For a more relaxed experience, the calm waters of Lowell Lake State Park are ideal for a leisurely paddle, and the park's trails offer peaceful walks through the woods. Cyclists will find Winhall and the surrounding areas to be a haven, with scenic country roads and challenging mountain bike trails. The rolling hills and beautiful vistas make for an unforgettable biking experience. As autumn arrives, Winhall becomes a focal point for leaf peepers. The fall foliage in Vermont is legendary, and the hills around Winhall explode with vibrant colors. Take a drive along the scenic byways, or hike up to a mountain summit for a panoramic view of the fiery reds, oranges, and yellows. For a unique outdoor experience, visit the nearby Jamaica State Park, where you can witness the natural beauty of the West River Valley and hike to Hamilton Falls, one of Vermont's most stunning waterfalls. Winhall is not just about the activities; it's about the connection to nature. The tranquility of the forests, the purity of the mountain air, and the beauty of the changing seasons make Winhall a special place for those who seek to escape the hustle and bustle and reconnect with the great outdoors. Whether you're looking for adventure or a peaceful retreat, Winhall, Vermont, offers an outdoor experience that is both rejuvenating and unforgettable.
Weather IconWeather in Winhall
Winhall, Vermont, nestled in the Green Mountains, offers a classic New England climate with distinct seasons, each bringing its own unique beauty and set of activities. The weather here can be a deciding factor for when to visit, depending on what you're looking to experience. Winter, from December to February, transforms Winhall into a snowy wonderland, with temperatures often ranging from 10°F to 30°F. This is prime time for skiing and snowboarding, as the area is known for its excellent ski resorts, such as Stratton Mountain. Snowfall is abundant, making for picturesque landscapes but also requiring warm clothing and snow-ready vehicles. Spring, from March to May, sees a gradual thaw with temperatures climbing from the 30s to the 60s°F. This season can be quite variable, with late snowfalls or early warm spells. The melting snow can lead to muddy conditions, especially on hiking trails, so it's a less popular time for tourists. Summer, from June to August, is the most popular season for visitors seeking outdoor adventures like hiking, mountain biking, and golfing. Temperatures are comfortable, ranging from the 50s to the 80s°F, and the humidity is generally moderate. While there can be occasional heatwaves, the mountain elevation keeps things cooler than in many other parts of the country. Autumn, from September to November, is a spectacular time in Winhall as the foliage turns to vibrant shades of red, orange, and yellow. Temperatures start to cool, ranging from the 30s to the 60s°F, and the air is crisp and invigorating. This is a favorite time for leaf-peepers and those looking to enjoy the fall harvests. Precipitation is fairly evenly distributed throughout the year, with each season having its share of rainy or snowy days. However, the area is not particularly known for extreme weather events, making it a reliable destination. The climate is especially pleasant during the late spring to early fall, when the weather is warm enough to enjoy all the outdoor activities that Winhall has to offer without the winter chill. The peak foliage season in early to mid-October is also a particularly beautiful and popular time to visit. Whether you're coming for the ski slopes or the hiking trails, Winhall's weather plays a central role in the quintessential Vermont experience.
Transportation in Winhall
Winhall, Vermont, is a picturesque destination nestled in the Green Mountains, offering a serene escape with a touch of rural charm. As a small town, it doesn't have the extensive transportation infrastructure of a major city, but there are still several ways to arrive and explore the area. Most travelers arrive in Winhall by car, as it allows for the flexibility to explore the scenic countryside at their own pace. The town is accessible via Route 30 or Route 11, which are the main thoroughfares connecting Winhall to other parts of Vermont. During the winter months, vehicles with four-wheel drive or snow tires are recommended due to the snowy conditions. For those flying in, the nearest major airport is Albany International Airport in New York, about a two-hour drive away. Rutland Southern Vermont Regional Airport is closer but offers limited service. From these airports, renting a car is the most convenient option for reaching Winhall and getting around. Public transportation options are limited in this rural area. However, during the ski season, there are shuttle services provided by local resorts that transport visitors from nearby towns and accommodations to the ski slopes. These shuttles are a convenient way to access the winter sports facilities without the need for a personal vehicle. Winhall itself is not particularly walkable due to its spread-out nature and lack of sidewalks in many areas. It's a destination that's best explored with a car, especially if you plan to visit surrounding attractions or go hiking in the Green Mountain National Forest. That said, the town center and residential areas can be pleasant for a leisurely stroll to enjoy the local ambiance and natural beauty. For those interested in cycling, the rural roads around Winhall offer a peaceful and scenic ride, though it's important to be cautious as these roads may not always have dedicated bike lanes. In summary, while Winhall does not boast a wide array of transportation options, its accessibility by car and proximity to regional airports make it a reachable destination for those looking to enjoy the tranquility of Vermont's countryside. Once there, having a car will provide the greatest freedom to explore the area's natural attractions and charming small towns.