It’s Time to Start Planning for Fall in Vermont

Jackson House Inn, Woodstock Vermont

It truly doesn’t matter all that much where you go during the fall months in Vermont – you’re bound to encounter stunning natural beauty. If you want to pair those fall getaways to Vermont with an exceptional place to stay and a storybook-worthy village, it’s time you learned about Jackson House Inn. Rated as one of the best Woodstock, Vermont hotels, the Jackson House Inn stands out from the rest as a historic yet modern and elegant yet casual place to stay that is exceedingly beautiful and remarkably quiet. 

You don’t need to do more than wander through our back acreage to enjoy the idyllic Vermont countryside in the fall, but step beyond our property, and the state’s scenic landscape, characterized by rolling hills and verdant valleys, is an utterly beautiful mosaic of reds, oranges, and yellows. This seasonal metamorphosis attracts nature enthusiasts and photographers alike, eager to capture the ephemeral beauty – a sensation only enhanced by the crisp autumn air and the rustle of leaves underfoot.

Though this beauty is seemingly everywhere, there is perhaps no village more alluring for fall getaways than Woodstock. Woodstock embodies New England charm with its historic architecture, quaint shops, friendly, small-town vibe, and dedication to all things local. Enjoy the timelessness of Woodstock’s historic wooden bridges, take scenic hikes to grand vistas, engage in quintessential fall activities like apple picking, and otherwise enjoy this transitional season in one of the most charming places on earth. 

There’s plenty to enjoy during fall getaways in Vermont, especially when you choose to stay at top-rated Woodstock, Vermont hotels like the Jackson House Inn. Our accommodations provide a perfect blend of comfort and luxury, ensuring your stay is as memorable as the scenery. Experience the best of fall in Vermont this year, and book your stay at our top-rated hotel in Woodstock, VT today! 

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Front of the Jackson House Inn, one of the best Woodstock Vermont hotels for fall getaways

Unwind at One of the Best Woodstock, Vermont Hotels

Summer in Vermont is delightful, and winter offers fantastic opportunities for skiing, but there’s no denying that fall is one of the most popular times of year for Vermont getaways. If you want to center your getaways at one of the best Woodstock, Vermont hotels, booking early is the only option. Our Inn is a welcome retreat for couples and solo travelers throughout the year. It has become a go-to destination for celebrating anniversaries, birthdays, babymoons, honeymoons, and other special occasions. It’s also a welcome retreat for those looking to slow down and escape their stressors for a few days. 

Whether you’re looking for that quiet, upscale getaway or a place to serve as a launchpad for all your fall adventures, our Inn is the best choice for your Vermont fall getaways. Unlike other Woodstock, Vermont hotels, our property has a long and enduring tradition of excellence. Over our many years in the hospitality industry, we’ve cultivated a reputation for excellence. At the very foundation of this excellence are our classic, elegant guest rooms and our sophisticated environment that places the overall guest experience above all else. 

We offer a select few guest rooms on the premises, ensuring all our guests enjoy an inviting and peaceful environment. Each room is decorated with a blend of classic and contemporary styles and equipped with high-end amenities like local bath products from Whisper Hill Bath & Body, luxurious Frette linens with Anichini coverlets and decorative pillows, plush robes, and more.

Unlike other hotels and Inns found in the heart of Woodstock’s busy downtown, the Jackson House Inn is located on the quiet outskirts, on a three-acre parcel of land that is perfect for escaping the hustle and bustling and saving the serene promise of a fall getaway. Here, you’ll be surrounded by the glow of Vermont’s fall foliage in our gardens and back acreage, with ample seating areas, a pond, and firepits. Inside, you’ll find museum-quality art pieces and timeless antique furnishings that are a subtle nod to the home’s historical significance. 

In the morning, you’ll find another area where we excel over other Woodstock, Vermont hotels. Breakfast is a true culinary delight, a simple act that profoundly impacts your overall enjoyment. We relish the opportunity to craft breakfast for our guests, taking pride in the array of local, freshly made dishes presented to you each morning. We’ll handle all the details while you sit back and enjoy the perfect Vermont getaway this fall.

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Covered Bridge in Woodstock in the Fall - one of the best things to do while staying at our Woodstock, Vermont hotel

The Best Things to Do in Woodstock This Fall

Apart from lounging in our upscale hotel’s guest rooms and common areas, you may be wondering how else to spend your days in Vermont this fall. There’s no shortage of things to do in Woodstock, especially in the fall. Stroll through the historic streets lined with vibrant foliage, meet local artisans and makers at boutiques, studios, and the Woodstock Farmers Market, or get outside and explore scenic trails. Enjoy bountiful cuisine at local restaurants in the evenings, followed by a relaxed evening under the stars at our Woodstock Hotel.

Woodstock is a magical place to spend some time this fall and a great home base for all your planned adventures around Vermont in the fall. We’ve curated a list of several wonderful ways to experience Vermont in the fall. 

  1. Few experiences rival the magic of scenic drives in Vermont during the fall. Route 100 is just one of the many scenic drives in Vermont worth taking, but there are plenty of others, too. 
  2. Hiking is perhaps the best way to witness Vermont’s fall foliage up close. Our favorite hike is the 4.2-mile Pogue/Mt. Tom Loop, but the scenic paths around Mount Peg are also solid choices. 
  3. Combine impressive fall views with adrenaline-pumping fun at our local ski hill, Saskadena Six. During the fall, there are also some great hiking and mountain biking trails to enjoy. 
  4. Walk among the treetops at the Vermont Institute of Natural Science, then visit the Grand Canyon of Vermont at the nearby Quechee Gorge. It’s one of our favorite things to do near Woodstock in the fall. 
  5. The historic covered bridges, draped in autumn hues, offer a picturesque glimpse into Vermont’s past.
  6. Don’t miss a visit to Sugarbush Farm, where you can savor local delicacies and admire the beautiful chapel in the woods.
  7. Plan early and enjoy an authentic farm-to-table meal at the picturesque Cloudland Farm.
  8. Take a walk through history and enjoy the stunning beauty of Vermont’s fall foliage at Marsh Billings Rockefeller National Historical Park. Make sure to follow this up with a trip to the Billings Farm and Museum

To complete your perfect fall getaway, stay at one of the finest Woodstock, Vermont hotels. These accommodations offer luxurious comfort and the best of Vermont’s seasonal delights. Enjoy a selection of local beers, wines, and cocktails on the scenic property, along with exquisite charcuterie boards. Since fall is our busiest season, planning well in advance is crucial. Book a room today!

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