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Woodstock, Vermont: The Best & Fun Things To Do + Places To Visit (That Aren’t Just Watching Trees Grow)

Welcome to Woodstock, Vermont, a charming town nestled in the heart of New England. Whether you’re a foodie, nature lover, history buff, or just looking for a relaxing getaway, Woodstock has something for everyone. With its picturesque covered bridges, rolling hills, and friendly community, it’s no wonder that Woodstock is a popular destination for tourists and locals alike.

One of the most iconic sights in Woodstock is its covered bridges. Take a stroll through the village and you’ll come across the Middle Covered Bridge, Taftsville Covered Bridge, and the Lincoln Covered Bridge. These bridges are not only functional, but also serve as a beautiful reminder of the town’s history. You can even take a guided tour to learn more about their significance.

When you’re not admiring the covered bridges, be sure to indulge in some of Woodstock’s famous cheese and maple syrup. Visit Sugarbush Farm to sample a variety of cheeses and learn about the process of making maple syrup. For a sweet treat, stop by the Woodstock Farmer’s Market for some maple candy or fudge. And if you’re feeling adventurous, take a hot air balloon ride for a bird’s eye view of the town and surrounding countryside.

Key Takeaways

• Woodstock, Vermont is a charming town with something for everyone.
• The covered bridges are a must-see sight in Woodstock.
• Don’t leave without trying the cheese and maple syrup!

Charming Woodstock, Vermont

Welcome to Woodstock, Vermont, the epitome of small-town charm. This picturesque village is nestled in the heart of the Green Mountains and is the perfect place to escape the hustle and bustle of the city.

As you walk along the quaint streets of Woodstock, you’ll feel like you’ve stepped back in time. The village is home to beautifully preserved 19th-century architecture, including the stunning Woodstock Inn & Resort.

But don’t let the historic buildings fool you – Woodstock is a vibrant town with plenty of modern amenities. You’ll find a variety of unique shops, art galleries, and restaurants, all with their own distinctive charm.

One of the best things about Woodstock is its walkability. You can easily spend an entire day strolling along the village streets, taking in the sights and sounds of this charming town. And if you need a break from walking, hop on the Woodstock Trolley for a leisurely tour of the area.

No visit to Woodstock is complete without a visit to the Woodstock Farmers’ Market. This local institution has been serving up fresh produce, baked goods, and other Vermont-made products since 1886. Be sure to try some of the famous Vermont cheddar cheese while you’re there!

Whether you’re looking for outdoor adventures or a relaxing getaway, Woodstock has something for everyone. From hiking the nearby trails to taking a leisurely stroll through the village, you’re sure to fall in love with the charm of this small town.

The Covered Bridges of Woodstock

If you’re in Woodstock, Vermont, you must visit the covered bridges. You can’t miss them, there are three of them! It’s like a three-for-one deal, except you don’t have to pay anything. You can just drive around and enjoy the rustic charm of these bridges.

Bridge Spotting Itinerary

Here’s a suggested itinerary for bridge spotting in Woodstock:

1. Start with the Middle Covered Bridge, the most famous one in Woodstock. It’s located right in the village, so you can’t miss it. Take a few photos and cross the bridge to the other side. If you’re lucky, you might see some ducks swimming in the river.
2. Next, head to Taftsville Covered Bridge, which is on the outskirts of Woodstock on the road back to Boston. This bridge has a red color and a unique design. It’s a great spot for a picnic or a romantic stroll.
3. After that, drive to Lincoln Covered Bridge, which is just a few minutes away from Taftsville. This bridge is not as famous as the other two, but it’s still worth a visit. It’s tucked away in the woods, so it’s a great spot for some peace and quiet.
4. Finally, head to Quechee Covered Bridge, which is a bit further west on Route 4. While not a covered bridge, the graceful green beauty of Quechee is still historically important — and breathtaking.

Don’t forget to take lots of photos and make memories. These bridges are not just structures, they’re a part of Woodstock’s history and charm. Enjoy!

Getting Cheesy and Syrupy

You can’t visit Vermont without indulging in some of the state’s famous maple syrup and local cheese. Luckily, Woodstock has plenty of opportunities for you to get cheesy and syrupy.

Start off by visiting Sugarbush Farm, where you can learn about the process of making maple syrup and even taste some of their delicious maple products. If you’re feeling adventurous, try the maple cream or maple mustard – they might just change your life.

But wait, there’s more! Sugarbush Farm also has a variety of local cheeses for you to sample. From cheddar to gouda, there’s something for every cheese lover. And if you can’t decide which one to take home, don’t worry – they offer cheese samplers so you can try them all.

If you want to take your cheese obsession to the next level, head over to Billings Farm & Museum. This historic farm not only offers a glimpse into Vermont’s agricultural past, but also has a cheese-making facility. You can watch as the cheese is made and even sample some of the fresh, local cheese.

And of course, you can’t forget about the maple syrup. Take a trip to a local maple farm and see how the syrup is made from start to finish. You can even bring home a bottle (or two) of the sweet stuff to drizzle on your pancakes back home.

In summary, getting cheesy and syrupy in Woodstock is a must-do activity. From learning about the process of making maple syrup to sampling local cheeses, there’s something for everyone. Just be prepared to leave with a full stomach and a newfound love for all things maple and cheese.

Exploring the Outdoors

Woodstock, Vermont is a haven for outdoor enthusiasts. There are plenty of trails, pastures, and conservation areas to explore. Whether you’re an experienced hiker or just looking for a leisurely stroll, there’s something for everyone.

One of the most popular destinations is the Ottauquechee River. This picturesque river is perfect for kayaking, fishing, and swimming. If you’re feeling adventurous, try hiking along the Ottauquechee River Trail. The trail follows the river for several miles and offers stunning views of the surrounding mountains.

For a more challenging hike, head to Mount Tom or Mount Peg. These two peaks offer panoramic views of the town and the surrounding countryside. The trails can be steep and rocky, so make sure you wear sturdy shoes and bring plenty of water.

If you’re looking for a more relaxed outdoor experience, head to one of Woodstock’s many pastures. These tranquil fields are perfect for a picnic or a game of frisbee. Plus, you might even spot some local wildlife, like deer or rabbits.

And of course, no visit to Woodstock is complete without a trip to the Quechee Gorge. This stunning natural wonder is over 165 feet deep and offers breathtaking views of the surrounding landscape. Take a leisurely stroll along the Quechee Gorge Trail or hike down to the bottom for an up-close view of the gorge.

So grab your hiking boots, pack a picnic, and get ready to explore the great outdoors in Woodstock, Vermont!

Historical Sites of Woodstock

Woodstock is a town steeped in history, and you can learn all about it by visiting its many historical sites. Here are some of the must-visit historical sites in Woodstock:

Marsh-Billings-Rockefeller National Historical Park

If you’re a history buff, the Marsh-Billings-Rockefeller National Historical Park is a must-visit. This park is the only national park in Vermont and is dedicated to preserving the history of conservation in America. You can take a guided tour of the mansion and learn about the three families who lived there and their impact on conservation in the USA. And if you’re lucky, you might even spot some wildlife on the park’s 20 miles of hiking trails.

Dana House

The Dana House is a beautiful example of the Federal style of architecture that was popular in the early 19th century. It was built in 1807 and has been preserved to look exactly as it did when it was first built. You can take a guided tour of the house and learn about the history of the Dana family, who were prominent members of the Woodstock community.

Woodstock Historic Sites

If you’re interested in learning about the history of Woodstock itself, there are plenty of historic sites to visit. The Billings Farm & Museum is a working farm that has been in operation since the 19th century and is now a museum dedicated to educating visitors about Vermont’s rural heritage. The Woodstock History Center is another must-visit, with exhibits on the town’s history and a research library with over 2,000 volumes.

Historic Homes

There are also several historic homes in Woodstock that are worth visiting. The Woodstock Inn & Resort is a beautiful example of Georgian architecture and has been welcoming guests since 1892. The Lincoln Inn & Restaurant at the Covered Bridge is another historic home that has been converted into a bed and breakfast. It was originally built in 1792 and has been lovingly restored to its former glory.

National Park Service

Overall, the historical sites in Woodstock offer a fascinating glimpse into the town’s past. Whether you’re interested in conservation, architecture, or local history, there’s something for everyone to enjoy. So why not plan a visit to Woodstock today and discover its rich history for yourself?

Shopping in Downtown Woodstock

You’ve come to Woodstock, Vermont, and you’re looking for some shopping therapy. Look no further than downtown Woodstock, where you’ll find a variety of shops to explore.

First stop, The Green. This charming park is surrounded by shops and restaurants, making it the perfect place to start your shopping adventure. Take a stroll and check out the local vendors selling handmade crafts, jewelry, and more.

Next, head to Simon Pearce’s flagship store, where you can browse through beautiful glassware and pottery made on-site. The gift shop is also worth a visit, where you can find unique items that make great souvenirs.

If you’re a bookworm, don’t miss the Yankee Bookshop, Vermont’s oldest continuously operated independent bookstore. Browse through their selection of books, including local authors and bestsellers.

For those looking for home decor, Farmhouse Pottery offers a selection of handmade ceramics and other rustic home goods. You’ll find everything from dinnerware to vases and even soap dishes.

Finally, don’t forget to check out the art galleries in downtown Woodstock. You’ll find a variety of styles and mediums, from traditional landscapes to modern abstracts.

With so many shops to choose from, you’re sure to find something that catches your eye in downtown Woodstock. Happy shopping!

Farm Life in Woodstock

Woodstock is a place where you can get a taste of farm life. You can visit Jenne Road Farm and see their farm animals up close. You can even pet them if you’re feeling brave enough. Just remember, they’re not as friendly as your neighbor’s cat.

If you want to learn more about farming, head over to Billings Farm and Museum. They have interactive exhibits that will teach you about dairy farming and the history of agriculture in Vermont. You can even try your hand at milking a cow. Don’t worry, they won’t judge you if you’re not a pro.

Speaking of dairy farms, Cloudland Farm is another great spot to visit. They specialize in grass-fed beef and organic vegetables. You can take a tour of the farm and see how they raise their animals. And if you’re feeling hungry, stop by their Dairy Bar for some delicious ice cream.

If you’re more of a fruit person, check out the orchards in Woodstock. You can pick your own apples, peaches, and berries. Just make sure to wash them before you eat them. We don’t want you getting sick.

Overall, farm life in Woodstock is a fun and educational experience. You’ll get to see how food is grown and raised, and maybe even try some fresh produce along the way.

Savoring Woodstock’s Cuisine

When it comes to food, Woodstock has something for everyone. From farm-to-table dining to local cheeses, you won’t be disappointed with the culinary offerings in this charming town.

Start your day with a cup of coffee at Mon Vert Cafe, a cozy spot with a great selection of pastries. If you’re feeling adventurous, try their lavender latte – it’s surprisingly delicious!

For lunch, head to Worthy Kitchen, a gastropub that specializes in craft beer and comfort food. You can’t go wrong with their famous fried chicken sandwich or their mac and cheese. And of course, don’t forget to wash it down with a local beer – they have over 20 on tap!

If you’re in the mood for something fancier, check out The Prince & The Pauper Restaurant. This long-running establishment serves refined global fare in an elegant yet relaxed atmosphere. Their wine list is impressive, so be sure to ask the sommelier for a recommendation.

For a taste of Vermont’s famous cheeses, stop by Sugarbush Farm. They offer free cheese tastings, so you can try before you buy. Their smoked cheddar is a must-try!

And if you’re interested in herbs, visit the Woodstock Farmers’ Market. They have a wide selection of fresh herbs, as well as other local produce. Pick up some ingredients for a picnic lunch and head to the nearby Billings Farm & Museum for a scenic lunch spot.

In conclusion, Woodstock’s cuisine is not to be missed. Whether you’re in the mood for beer, wine, farm-to-table dining, herbs, or local cheeses, you’ll find it all in this charming town.

Woodstock’s Community Vibe

Ah, Woodstock! The charming town in Vermont that’s known for its artistic vibes, quirky charm, and beautiful scenery. But what really sets Woodstock apart is its community vibe. From fall festivals to live music events, Woodstock has a way of bringing people together and making everyone feel like they’re part of one big family.

First off, let’s talk about fall. If you’re lucky enough to be in Woodstock during the autumn months, you’re in for a treat. The town comes alive with fall foliage, and there’s no shortage of community events to attend. From the annual Harvest Festival to the Woodstock Vermont Film Series, there’s always something going on. And let’s not forget about the pumpkin patches and apple orchards. Nothing says fall like picking your own apples and sipping on hot cider.

But the community vibe in Woodstock extends far beyond just the fall season. Throughout the year, you’ll find live music events happening all over town. Whether it’s at the local brewery or one of the many community centers, there’s always a band playing and people dancing. And if you’re lucky, you might even catch a performance by one of Woodstock’s many talented local musicians.

Of course, no community would be complete without its local businesses. And Woodstock has plenty of those. From the Woodstock Farmers’ Market to the Unicorn gift shop, there’s no shortage of unique shops and boutiques to explore. And let’s not forget about the restaurants. Whether you’re in the mood for a gourmet meal or a quick bite, Woodstock has something to satisfy every craving.

So, if you’re looking for a town with a strong sense of community, look no further than Woodstock. With its fall festivals, live music events, and local businesses, you’ll feel right at home in no time.

Where to Stay in Woodstock

So, you’ve decided to visit Woodstock, Vermont, and now you need a place to stay. Lucky for you, Woodstock has a variety of options to fit any budget and taste.

If you’re looking for a luxurious stay, look no further than the Woodstock Inn and Resort. This historic hotel is the epitome of New England charm, with cozy rooms, delicious dining options, and a full-service spa. Plus, you can’t beat the location – right in the heart of Woodstock.

But maybe you’re on a tighter budget. Fear not! Woodstock has plenty of affordable options, too. Check out the Shire Woodstock, a cozy motel with clean rooms and friendly staff. Or, if you’re feeling adventurous, try camping at the Woodstock KOA. Just make sure you bring bug spray – those Vermont mosquitoes can be fierce.

Of course, there are plenty of other options in between. The Lincoln Inn is a charming bed and breakfast with stunning views of the Ottauquechee River. And if you’re looking for something a bit more modern, the 506 On the River Inn is a sleek, contemporary hotel with all the amenities you could want.

No matter where you stay, you’re sure to fall in love with Woodstock’s charming streets, friendly locals, and stunning scenery.

Unconventional Woodstock

So you’ve already checked out the covered bridges and the Billings Farm and Museum. What’s next on your list of things to do in Woodstock, Vermont? How about something a little more unconventional?

First up, why not try your hand at falconry? That’s right, New England Falconry offers private falconry experiences where you can learn about the ancient sport of hunting with birds of prey. You’ll get to handle and fly a trained hawk or falcon, and even watch as it catches its prey. It’s a unique and thrilling experience that you won’t soon forget.

If you’re looking for some adventure, Suicide Six might be just the ticket. This ski resort offers not only skiing and snowboarding in the winter, but also mountain biking and hiking in the summer. And if you’re really feeling daring, you can try out their zipline canopy tour, where you’ll zip through the trees at high speeds.

But maybe you’re looking for something a little more relaxing. How about a dip in the local swimming hole? The Mill Pond Swimming Hole is a popular spot for locals and visitors alike, with crystal clear water and a picturesque waterfall. It’s the perfect place to cool off on a hot summer day.

And speaking of mountain biking, Woodstock has some great trails for all skill levels. Check out the Mt. Peg trails for some scenic views and challenging terrain, or head over to the Aqueduct Trails for some more mellow riding.

Finally, if you’re looking for a winter getaway that’s a little different, why not try out a yurt? The Woodstock Inn & Resort offers yurt rentals, complete with a wood-burning stove, comfortable furnishings, and stunning views of the surrounding mountains. It’s the perfect way to get away from it all and enjoy some peace and quiet in the great outdoors.

So there you have it, some unconventional things to do in Woodstock, Vermont. Whether you’re looking for adventure, relaxation, or just something a little different, Woodstock has something for everyone.

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