Woodstock Experiences

On the River Inn

506 On the River Inn is more than just your home as you experience Woodstock, Vermont – it is a destination unto itself. Our Country Breakfast, included with your stay, is a delicious way to start your day, with eggs, bacon, sausages, pastries, an oatmeal bar and Vermont classics like Cabot Cheddar and sweet maple cream. Enjoy your breakfast on the 506 Bistro veranda, with a view of our beautiful grounds, or – in colder weather – from the comfort of our 506 Bistro enjoying the warmth of the lounge fireplace.

During the day, you can explore our grounds, which are bordered on one side by the Ottaquechee River. Perfect for picnics, lawn games and relaxing walks, the calm surroundings of 506 On the River Inn set us apart from hotels in the village proper.

Families staying with us will love our Explorer’s Program, a set of activities tailored to the season that parents and children can enjoy together as they get a taste of Vermont living. In the spring and summer, wade in the river and look for animal tracks or collect interesting rocks and leaves to examine under the kid’s microscopes we have available for our little Explorers. In the winter, borrow a snow man kit from the front desk and roast s’mores in the evening. Shoot some pool or play fooseball in the Games Room, and younger children will love the toys in our Toddler Room.

You can also take advantage of our beautiful indoor pool, and unwind in our cedar sauna, which is particularly relaxing after a workout in our fitness centre.

506 On the River Inn doesn’t only offer a room for your trip to Woodstock, it is a place to stay, so be sure to book at least one extra day to enjoy everything we have to offer!

Explore Woodstock

Woodstock is the quintessential Vermont Village – the Boston Globe described it as “Ridiculously Pretty” and we have to agree!

Our charming home lies among breathtaking rolling hills and fields, and the classic architecture and lovely downtown area provide an unforgettable experience of small town life.

Take a stroll around the Village Green and stop in at one of our many locally-owned shops. Take photos at the Middle Covered Bridge in the heart of town and visit the nearby working farms to see how Vermont Cheddar and maple syrup are made.

Be sure to check with the concierge at 506 On the River Inn, as the town organizes frequent events and festivals that are a delightful way to appreciate Vermont living.

Woodstock for Food Lovers

Farming has a very present legacy in Vermont, which is clear in the local enthusiasm for the farm-to-table movement. Enjoy incredibly fresh dishes at many area restaurants, as well as a deliciously wide range of cuisines and dining options. See how Vermont’s finest food exports are made when you visit farms like Sugarbush, just on the outskirts of Woodstock, and learn how they create maple syrup and cheddar.Vermont is also home to King Arthur Flour, located in nearby Norwich, where you can attend baking classes for everything from fresh homemade bread to delicate pastries – we even offer a special accommodation package for those taking advantage of their baking program!

Enjoy signature Vermont ingredients and seasonal specialties at the 506 Bistro, with menus updated every few months to reflect the flavors available from the area’s farms. Our Country Breakfast always features Cabot cheese, maple cream and coffee from Vermont Coffee Co., as well as eggs, bacon, sausages, fresh pastries and a delicious oatmeal bar.

Romance in Woodstock

No matter your interests as a couple, there are plenty of fun and exciting ways to spend time together in Woodstock. Get to know the village by exploring the downtown area and all of its locally-owned shops and restaurants. Appreciate local craftsmanship with a visit to Simon Pearce in neighboring Quechee, where you can watch master glassblowers at work and enjoy a meal or a drink at their flagship shop. Also, be sure to stop by Farmhouse Pottery, where you can sign up for a private couple’s throwing workshop, with mimosas or wine and cheese to set the mood. Enjoy outdoor activities like skiing, snowshoeing, hiking and biking. You can rent all the equipment that you’ll need to explore the stunning countryside surrounding Woodstock, including Vermont’s only National Park, the Marsh-Billings-Rockefeller National Historic Park.

When it’s time to relax, unwind in front of the fire at 506 On the River Inn. Enjoy complimentary tea, coffee and cookies during the day, and sample some of our original cocktails or Vermont-made craft beers and ciders in the evening.

Craft Drinks in and Around Woodstock

Vermont is home to some of the best craft breweries in the region, including Longtrail Brewing Co., which is located just down the road from 506 On the River Inn. In nearby Windsor, you can visit Harpoon Brewery and take a tour to learn about their operations, as well as Silo Distillery, which crafts signature liquors inspired by ingredients available from Vermont’s farms.

The 506 Bistro offers a selection of Vermont-crafted beers and ciders, and cocktail lovers will delight in our house-made shrubs and syrups, which allow us to create custom drinks you won’t find anywhere else.

Bike Woodstock

Whether you’re an avid biker or simply enjoy the occasional ride, biking through Woodstock is an incredible way to experience the beauty of the area. We are bikers ourselves and have mapped out the best trails in the area for some of the most scenic rides in the world, and you can even sign up for multi-day bike tours of the surrounding countryside through partner organizations.

You can bring your own bike or rent one in town; get more details when you make your booking, or ask at reception.

Hike Woodstock

Vermont has some of the best hiking in the world, and Woodstock is home to some spectacular trails. The Appalachian Trail runs through Woodstock, and Mt. Tom offers an invigorating hike and stunning views of the town and its countryside.

Visit the Marsh-Billings-Rockefeller National Historic Park, Vermont’s only National park, and walk the old carriage trails for an unforgettable experience.

Ski Woodstock

We’re lucky enough to be located near several world-class ski destinations, including Killington, Suicide Six and private ski club Plymouth Notch. Killington is a renowned ski area that has hosted the FIS Women’s Ski World Cup and regularly puts on fun themed festivals throughout the ski season.

Suicide Six offers smaller crowds and a delightful sense of history, being one of the fist ski areas in the country and having been at the forefront of snowboarding in the 1980s. Those looking for a truly intimate ski experience can take advantage of our exclusive partnership with Plymouth Notch, which allows guests to be members for a day and access the club’s 28 private trails.

Historical Woodstock

Woodstock holds a special place in Vermont and American history. Stop by the Woodstock Historical Society to get an overview of the area’s past, and experience that history with a visit to the Calvin Coolidge Museum, the Rockefeller Mansion and Dartmouth Historical Museum.

Explore the Village of Woodstock for the perfect architectural details of 18th century New England homes, and be sure to visit Billings Farm and Museum, one of the area’s most popular attractions, for a look at 19th Century New England farming. They often host special events and festivals with hands-on activities and fascinating demonstrations.

Woodstock for Kids

With exciting natural landscapes and plenty of fun activities, Woodstock is the perfect family destination and a wonderful place to spend quality time together. Stop by Billings Farm and Museum to feed the animals and learn about historic farm life, get an amazing view of the area with a hike up Mt. Tom, take a kids’ baking class at King Arthur Flour and visit Montshire Museum of Science, which takes a hands-on approach to learning. At 506 On the River Inn, take advantage of our Explorer’s Program, which gives you fun ideas for family activities and all the equipment you’ll need to do them. Explore the Ottaquechee River in our backyard with binoculars, nets and books about the area wildlife and plants, and collect specimens to look at under our microscopes. Play in our Games Room and Toddlers Room, and roast s’mores in the evening over our bonfire while you explore the stars. Check with reception on seasonal activities available through the Explorer’s Program, like snow man building and holiday-themed crafts.

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