Top Things to do in Vermont in December

We have a variety of events going on in the month of December in the town of Woodstock.  This time of year is a special time for everyone in Woodstock and we like to share all that we have to offer to our visiting guests.  Many of our guests come to experience the wonderful shops to purchase great Christmas gifts.  They also experience all the decorations and sounds of the town that residents and businesses have.  Woodstock is a magical place at this time of year and we hope that you will be able to come and experience it.  If you have been here before at this time of year, we welcome you back and if this is your first time coming, we hope that you will have fun.

Vermont December Activities
We will also be decorating our beautiful inn for the holidays.  We do have some rooms available for the month of December.  Give us a call or check out our website to book.  We would love to share the spirit of Christmas with you along with the town of Woodstock. 


Dec 26 – Jan 1 10AM-4PM

Experience the traditions of a 19th century Vermont Christmas. Visit the authentically decorated farmhouse and the dairy farm for interactive programs; farm life exhibits, holiday programs and making historic ornaments. Don't miss a winter visit to the farm. Dec.26 -Jan 1. Horse-drawn sleigh or wagon rides (conditions permitting).


Dec 7 – 9 10AM-4PM

Tour the festively decorated 1890 Farm House and farm barns; make a historic ornament as a memento of your visit. Sunday: Horse-drawn sleigh or wagon rides (conditions permitting).  


Dec 7 – 9

Wassail Weekend Chamber 2018 Filled with twinkling lights, historic decorated homes, breakfast with Santa, and so much more, the town transforms into the holiday wonderland of your dreams, complete with sleigh bells during our Wassail Parade and holiday decorations at Billings Farm that harken back to historic 19th century charm. There's something for all ages throughout this festive holiday weekend.  


Dec 8 9:30am to 2:00pm

All tours begin at the Woodstock Town Hall Theatre. Join Pentangle Arts for the 17th annual Holiday House Tour. A Wassail Weekend favorite! Experience the warm hospitality of old New England, when Woodstock’s most charming houses deck their halls and open their doors for what has become a quintessential holiday tradition. Docents await at each location to provide historical information and answer questions. The last stop of the Tour is a lovely reception.


The best in trad music, in a non-traditional way!


Woodstock Town Hall Theatre 8 December 8:00pm to 10:00pm

Nova Scotia’s powerhouse Còig presents an evening of fiery Celtic holiday tunes from their 2015 album Carols. Còig is one of today’s most exciting new North American Celtic groups. The members of Còig all have traditional roots, but each brings something more. Fiddler Chrissy Crowley has touches of world and contemporary music. Pianist Jason Roach has a jazz degree, Darren McMullen (guitar, banjo, mandolin, etc.) has worked everywhere from Irish to rock groups, and fiddler Rachel Davis is the most Cape Breton trad, but with folk and roots infused flavors as well. Còig’s music is a unique combination of influences that could only come from these four players. It’s traditional, but it’s performed in non-traditional ways. With a combined total of over 30 group and solo awards and nominations, the four members of the band are already recognized as major stars of the Celtic world. The group’s debut album Five, released in June 2014, earned them the 2014 Canadian Folk Music Award for Traditional Album of the Year, the Music Nova Scotia Award for Traditional/Roots Recording of the Year, and the 2015 East Coast Music Award for Roots/Traditional Group Recording of the Year. That was followed by 2015’s Carols, already a yearly holiday favorite.   


Our Lady of the Snows Roman Catholic Church 9 December 4:00pm to 6:00pm

The annual conclusion to Wassail Weekend! A world-class ensemble and four featured soloists perform a stirring rendition of the Christmas portions of Handel’s Messiah. The audience joins in for the choruses, so bring your libretto! This year we celebrate 35 years of the annual Messiah Sing. Presented by Pentangle Arts. Suggested $10 donation graciously accepted.  

5 Reasons to Visit Woodstock, Vermont for the Holidays

Our Cozy Inn Decorated for the Season

Although there is no bad time to visit Vermont (all four seasons are beautiful), the holiday season is particularly fun and charming in our neck of the woods. The Christmas lights sparkle, the snow falls gently, and the fires in our Woodstock, VT inn are always roaring. Although we could name dozens, here are five reasons to visit Woodstock at Christmastime.

Vermont Snowy Weather is Simply Magical

The Weather is Magical

Wintertime in Vermont is just as beautiful as everyone says – it’s like a postcard. The snow falls gracefully creating a real life snow globe as powdery white flakes eventually blanket the entire town. You can enjoy leisurely walks around our property all bundled up or enjoy the sites inside from the comfort of the inn.

The Quaint Town of Woodstock Lit Up at Christmastime

The Town is Charming

Named one of the Best Christmas Towns in the USA by Country Living, our lovely town of Woodstock, VT is right out of a Christmas storybook during the most wonderful time of the year! Horses and buggies circle the Village green, carolers sing, and hearts are light! "You may have to pinch yourself to believe the charming New England spectacle." -Country Living

Wonderfully Cozy Vermont Rooms

The Rooms are Cozy

Choosing the room you would like to spend the holidays in will be the hardest part of your stay. Choose from our four fireplace rooms or four classic rooms – each and every one is comfortable, warm, and tastefully decorated.

Savor a Hot Breakfast Each Morning

The Food is Divine

In addition to the hot and hearty breakfasts we serve our guests at the inn, there are a lot of wonderful dining destinations to be discovered in Woodstock as well. From farm-to-table dining and fine eateries to casual foodie lover favorites, our little town has it all. View Our Top Recommendations

Get Some Christmas Shopping Done in a Beautiful Place

The Shops are Quaint

You won't find any run-of-the-mill shopping malls in our neck of the woods. Instead, you'll enjoy meandering in and out of charming and classic local shops. View Our Favorite Places to Shop

Give the Perfect Gift This Season

If you would like to gift a getaway this wonderful to someone you love, wrap up a Village Inn of Woodstock gift certificate and leave it under the tree! Your lucky recipient is sure to be delighted! Purchase a Gift Certificate

Enter to Win a FREE Night!

One of Our Romantic Rooms

Everyone should experience a charming and authentic stay at our Vermont bed and breakfast at least once. Now, you can get a chance to win a FREE night at our inn. Liking our Facebook page and sharing our contest post is required, but there are more ways to earn extra entries as well! This contest ends on September 15, 2017. We will announce the randomly chosen winner by the end of September 2017. Good luck! The winner must use their free night by December 31, 2018. Available for use Sunday-Thursday, based on availability, no holidays.

The Best Summer Things to Do in the Most Charming Vermont Town

The Terrace at our Bed and Breakfast

When you stay with us at our charming Vermont bed and breakfast, you will be staying just a 7 minute walk from downtown Woodstock – the cutest town in New England! Here's a taste of what you can look forward to enjoying this summer in our neck of the woods.
  • Glass Blowing at Simon Pearce – Located at the top of the falls of the Ottauquechee River, overlooking a quaint covered bridge in Quechee, Simon Pearce offers glassblowing demonstrations, an incredible restaurant, and bar, all with terrific views. See glassblowing up close for a unique experience.

The Mill at Simon Pearce

  • Lunch at Simon Pearce – After glassblowing, you can also enjoy delightful dining with impeccable service. Try the Filet Mignon, Crisp Roasted Duckling, or Spiced Lamb Short Rib. View the menu here.
  • Windsor Artisans Park – Artisans Park includes Harpoon Brewery, a distillery, cheese shop, sculpture garden, glass factory, pottery and river outfitter, and more. It has something for everyone and is the perfect way to enjoy a little bit of everything that Vermont has to offer.
  • Vermont Farmstead Cheese Company – Experience authentic local cheese at this company with a rich history and incredible products!

John from Deep Meadow Farm

  • Woodstock Market on the Green – Join us on the Village Green every Wednesday, 3:00-6:00pm through October 11th and walk around the green. Sample fresh and local foods, chat with farmers, growers, and food artisans, and purchase whatever you'd like. There is live music too!

Harpoon Brewery

  • Top Vermont Breweries – Love beer? So do we! And Vermont is a great place to enjoy it. Harpoon Brewery is one of our favorites. From IPA’s, Boston Irish Stout, craft cider, Saison, and more, they have something for everyone. Enjoy a full list of our favorite breweries in Vermont.
  • Canoe or Kayak Connecticut River – There is nothing more breathtaking and relaxing than gliding down the river and enjoying the views.
  • Dartmouth College & Downtown – Visit downtown Hanover and meander around, enjoying the lovely shops, parks, and restaurants around Dartmouth College.
  • Hike Mt. Tom – Get active the fun way with a hike! Mt. Tom is right in town. From the top, you will see breathtaking views of the village and the surrounding mountains.

Beautiful Silver Lake

  • Spend a Day at Silver Lake – Silver Lake is a beautiful spot to spend a day enjoying Vermont's natural beauty. Rent a paddle boat, they're very cute and it's an adorable way to enjoy the water with your love.
  • Rockefeller Mansion – Walk through one of Vermont's most pictureque places, with sugar maples and old hemlocks, covered bridges and stately stone walls. This mansion has a rich history and has been conserved beautifully.
  • Billings Farm – Are you interested in learning about the historical and cultural parts of Vermont? Visit this farm and museum to get a look into the past to see what life was like in the 1890s.
You will never be bored during your stay with us! Look forward to your trip to Vermont and all of these wonderful events.

Market on the Green in Woodstock

Woodstock Market on the Green

If you haven't yet come out to Market on the Green in Woodstock, Vermont, it's a summer must! Come and check out the highest-quality local foods and enjoy!

John from Deep Meadow Farm

Join us on the Village Green every Wednesday, 3:00-6:00pm through October 11th and meander around the green. Sample incredible fresh and local foods, chat with farmers, growers, and food artisans, and purchase whatever you'd like to take home with you. There is even live music to enjoy every week! It is an all-around lovely experience.

Plymouth Artisan Cheese

We purchase everything we can at the market each week – now you can join us! We are happy to keep your purchases refrigerated for you as well. Check out milk, yogurt and ricotta made from grass fed cows, rich and creamy deliciousness – unlike anything you've ever tasted before from Norwich Farm Creamery.

Homemade French Toast Made with Products from the Market

Sample and purchase local Vermont cheeses, so sharp and delicious and unique to Vermont. You will also find organic fruits and vegetables from Deep Meadow Farm and other local growers. You will find many of these fresh ingredients in the breakfasts you savor at our Woodstock, VT bed and breakfast each morning. The bread in this delicious French toast (pictured above) is soaked in milk and yogurt and topped with ricotta from Norwich Farm Creamery. It is topped with blueberry syrup, made by David. It's just a taste of the possibilities that these fresh ingredients hold. Come on out and experience all the goodness for yourself. We will see you there!

Top 5 Romantic Things to Do in New England

Everyone deserves a romantic getaway now and then to reconnect with their loved one and just be together! We've put together a list of the best of the best romantic things to do in Vermont and New England. Check it out – and plan the romantic retreat you and your other half both deserve.

Romantic Room at The Village Inn of Woodstock

Honeymoon at The Village Inn of Woodstock 

Our Vermont bed and breakfast is ideal for honeymooners looking to have an incredible time together after the big day... our years later with a second honeymoon! From cozy and intimate rooms and fine dining to outdoor adventure and a close proximity to fun things downtown, our inn is perfect for a lover's retreat.

The Mill at Simon Pearce

Dine at Simon Pearce

Overlooking the falls in Quechee, this gorgeous restaurant is the perfect location for a night out together. The menu features local ingredients from nearby community farms and there is something for everyone. If an intimate dinner out with a view from your table is what you're looking for, you've found it! Located at 1760 Quechee Main St., Quechee. Call (802) 295-1470 to make a reservation.
Horseback Riding in Vermont

Horseback Riding in Vermont

Go Horseback Riding

What better way to get out together and take in the views than on horseback? Horseback riding is relaxing and exciting at the same time – it's the perfect activity for any romantic getaway. If you're looking for a place to ride near our inn, horseback riding is available at Pond Hill Ranch in Castleton, VT and Open Acre Ranch in Fairlee, VT, both located near us.

Embark on a New England Driving Tour

Take a Driving Tour of New England

Foliage in the fall is stunning, weather in the summer is lovely, winters are magical and dreamy, and springs are full of new life. A road trip through the backroads and charming villages of New England is a fun thing to do any time of year. Let adventure guide you and just have fun exploring new places and seeing new things. You're sure to make many memories! New England Maps

The Bar at Simon Pearce

Enjoy Incredible Food

New England is a foodie's dream. From fresh seafood to fruit and vegetables right from the Farmer's Market, Vermont (and all of New England!) has a lot to offer by way of restaurants, breweries, and wineries. Sometimes it's fun to mix things up and try some casual, local places. Not every meal needs to be fancy! Check out some of the best places to eat in Vermont. You won't be disappointed.

Upcoming Summer Fun in Vermont

Before you know it, summer will be here! Do you have plans yet? How about a wonderful getaway to our Woodstock, VT bed and breakfast for a romantic and FUN time of making memories? We know how overwhelming it can be to plan your vacation when there are SO many activities to choose from. Here are our best recommendations – a good time is guaranteed!
hot air balloon rides in vermont

Quechee Balloon Festival

Enjoy the Quechee Balloon Festival

If your travels are bringing you to Vermont in June, you're in luck! Soar to new heights and view the gorgeous Vermont landscape from the best vantage point possible with a fabulous hot air balloon ride! The Quechee Balloon Festival will take place on June 16th, 17th, and 18th. (This is a terrific event for celebrating the special dad in your life on Father's Day!)

Explore Billings Farm

Are you interested in learning about the historical and cultural parts of Vermont? Visit Billings Farm and Museum, a modern working dairy farm and a museum of Vermont farm life in the 1890s. Discover a new found appreciation for life in Vermont. With special events, animals, a farm house, film, and a gift shop, you won't run out of interesting things to do and see here.
canoeing and kayaking in vermont

North Star Canoe Rentals

Embark on a Canoeing or Kayaking Adventure

There's no better place to spend summer in Vermont than outdoors! The Woodstock, Vermont area is full of fun things to do outside in the sunshine, but one of our favorites is kayaking and canoeing. Take a self-guided canoe or kayak trip along the pristine Connecticut River in Windsor, Vermont. Rentals are available through Great River Outfitters and North Star Canoe Rentals.

Visit the Only National Park in Vermont

Marsh Billings Rockefeller National Historic Park is the only National Park in Vermont and it is well worth your time! This unique Vermont attraction focuses on the history and evolution of conservation stewardship in America.
hiking in vermont

Fabulous Hiking in Vermont

Go for a Hike

Get in some exercise the fun way with a hike! Explore the many local trails we are lucky to be located by. We have an extensive trail system in the village. From the top of Mt. Tom, experience breathtaking views of the village and the surrounding mountains. Don't forget your camera!

Relax at Silver Lake

Silver Lake State Park is a beautiful spot to spend a sunny afternoon enjoying the fresh air and pretty views that surround us in Vermont. You can picnic, swim, and canoe at this location. It's a great place for families to spend quality time together and it can also be a quiet and romantic spot for couples to enjoy a peaceful excursion. The park features a nice beach with a diving pier, large playground, concession stand, clean bathrooms, and a large covered space, which can be reserved for group outings. Relax and enjoy!

Why Vermont Should Be Your Next Destination

The Windsor and Woodstock, Vermont areas are full of terrific places to relax, eat, be entertained, enjoy the outdoors, and just have fun. Although it's impossible to pick a favorite spot, Artisans Park and Harpoon Brewery is one of the best ways to spend a day in the wonderful state of Vermont. Book your perfect getaway today and stay with us at our romantic Woodstock, VT inn to be close to so many wonderful attractions. Located off of I-91, Artisans Park includes Harpoon Brewery, a distillery, cheese shop, sculpture garden, glass factory, pottery and river outfitter, and more. The Artisans Park has something for everyone and is the perfect way to get a true taste of Vermont. You can easily spend an entire day enjoying yourself at Artisans Park. Also, don't miss our free Cheese Tastings at the inn where you can savor authentic Vermont food and get a true taste of the local flavor. Here are just a few reasons why you should definitely stay with us and plan a perfect itinerary full of local goodness. Enjoy!

The Cheese Board

The Cheese Board

Stop by this retail store and shop for honey and maple products that are authentic to the area. Choose from the best cheese straight from Vermont dairy farms. Stop in and enjoy a sample as well! You won't be sorry. When you stay with us this winter and enjoy all of these fun activities, you will also get to enjoy free cheese tastings at the inn! Indulge in our free Cheese Tasting Happy Hour, Sunday through Thursday, January through March. Guests of Village Inn of Woodstock will receive 10% off any purchases made at the store! Open Sunday-Saturday: 10:30am to 6:00pm

Harpoon Brewery

Harpoon Brewery

Help yourself to a brew or two at Harpoon! Harpoon offers a full range of local beers with delicious food to pair with every pint. For a taste of the culture and an inside look, take a guided tour of the brewery on Friday, Saturday or Sunday. Open Monday-Wednesday 10:00am to 6:00pm Thursday-Sunday: 10:00am to 9:00pm

Simon Pearce

Simon Pearce 

If you have an appreciation for handmade products and art, come and watch glassblowers and potters work on the catwalk and then shop for finished products in the full store. Find a treasure to take home with you! Shop Open Daily 10:00am to 5:00pm Glassblowing Workshop Open Monday through Friday 10:00am to 5:00pm Pottery Workshop Open Monday through Friday 10:00am to 3:00pm

Silo Distillery

Silo Distillery

Visit this gorgeous distillery in an expertly designed barn. Tour the production floor, sample SILO, and take in the culture and the community feel of a great place like Artisans Park. Open weekly from Thursday- Monday, 11:00am to 5:00pm

Blake Hill Preserves

Blake Hill Preserves

Stop by and sample preserves, jams, and marmalades. And shop for these treats, made from local ingredients.

Path of Life Garden

Great River Outfitters and Path of Life Garden

Path of Life Garden is beautiful and is open to the public in Windsor, Vermont. The garden spans a 14-acre of field of trails, wildflowers and open land along the Connecticut River. Recently featured in Vermont Life and Pastoral Magazine, this gorgeous spot can be enjoyed by all! Feeling a little adventurous? Choose from kayaking, canoeing, rafting and tubing options. Take a self-guided day trip down the Connecticut River. Find all the gear you need at Great River Outfitters. Call 802-674-9933 for more information and a complete list of activities and costs.

Braeburn Siberians

For a true Vermont adventure this winter, a unique dog sledding ride through the gorgeous Vermont snow is the perfect way to spend an afternoon together as a couple. From 45 minute rides to 2 hour adventures, there are options for everyone. Learn more here.  

Why Foodies Must Come to Vermont

The Bar at Simon Pearce

Do you love tasting sweet, savory, and spicy flavors, and everything in between when it comes to cuisine? Are you a cooking enthusiast who is looking for inspiration? Do you use travel as an excuse to try new foods and experience new restaurants? Do you enjoy snapping photos of your beautifully plated dishes wherever you go? If you answered yes to any of these questions, you may be a foodie and you will definitely enjoy the delicious food to be found in Vermont. Read on to learn more about why foodies love to visit Vermont. There's a lot to love... We are located in the perfect spot to sample from Vermont's finest restaurants. From farm-to-table dining, to locally grown ingredients, fancy dining options and casual eaters, Vermont has it all. Here are a few of our favorite  restaurants and the best reasons to stay with us and enjoy great food wherever you go.

Worthy Kitchen

Worthy Kitchen

Farm to table cuisine and local brews are the name of the game at one of our favorite hangouts, Worthy Kitchen. Fabulous food, 18 local craft beers on tap, and a wide range of dishes are among Worthy Kitchen's bragging rights. The menu ranges from healthy salads and fish to the best comfort food around. You will be pleased with anything you order, but the fried chicken is not to be missed! Pull up a chair, take in the local color, enjoy the vibe, and whatever you do, save room for the doughnuts... they are worthy! Visit the Worthy Kitchen Facebook page here.

Delectable Fried Chicken at Worthy Kitchen

The Mill at Simon Pearce

Another one of our favorites, this local gem is only a 10 minute drive from the inn. The atmosphere is romantic and it's the perfect mix of upscale and comfortable. We recommend this one for the couple looking for an expertly cooked American meal with great service. View the menu here.

The Mill at Simon Pearce

The Prince and the Pauper

Try this traditional New England dining establishment for a delicious experience and wonderful service. Try the Carré d’Agneau Royale, boneless Rack of Lamb, Spinach and Puff Pastry, and Sauce Bordelaise. View the menu here.

Melaza Bistro

The freshest ingredients and a wonderful fusion of flavors await you at Melaza Bistro, where chef David Diaz works his magic. Stand out dishes include the Pan Seared Sea Scallops and the Signature Guava Glaze Roasted Pork Shank. All dinner entrees are gluten free but the wonderful flavors make this restaurant truly special. Melaza Bistro is just 2 blocks from the inn! 

Cloudland Farm

Farm to table dining at its finest is what you will find at Cloudland Farm. Their expert chef creates mouth-watering dishes with the freshest local ingredients. Described as a "feast for both eyes and palette," Cloudland Farm is a must try!

Long Trail Brewing Company

Enjoy a brew or two with your food in Vermont with local brews from Long Trail Brewing Company. It's the perfect way to not only enjoy a cold one but to also enjoy the craft beer culture in Vermont. Sample from a full family of ales and enjoy the taste of New England. Learn more here.

Keepers Cafe

Described as healthy AND delicious, this neighborhood gem will delight you with its friendly and quaint atmosphere.
Divine Breakfast at Village Inn of Woodstock

Divine Breakfast at Village Inn of Woodstock

Breakfast at the Inn

You don't even have to leave our cozy little property to enjoy a delicious dish. Wake up to a full, farm to table Vermont-style breakfast, served daily with piping hot coffee. All breads and pastries are made fresh by us on property and dishes are cooked to order! There's no better way to start each day of your foodie lover's dream vacation in Vermont than with a breakfast to top the charts. You'll be in heaven with our incredible breakfasts! Stay tuned for information about the wonderful Farmer's Market and fresh produce to be found in Vermont during the Spring and Summer!

Romantic Vermont Inn Recognized as Top Riverfront Getaway

Woodstock Vermont inn Our romantic Vermont inn was recently recognized as one of the top lake and riverfront getaways by the Huffington Post. We are honored to be featured on this wonderful list of inns that offer unmatched waterfront experiences. You will love the outdoor activities and unique things to do that the beautiful Woodstock area offers. If you're planning a trip north to stay with us soon, you will be especially delighted to find stunningly beautiful fall foliage that only a New England village like this could offer. There are fun outdoor activities to try year-round. Guests can take a self-guided canoe, kayak or raft trip along the Connecticut River, go fishing, go for a swim, enjoy a picnic on the riverbank, or simply enjoy the views.

Join Us in Woodstock, VT & Enjoy...

  • Days on the waterRomantic Woodstock VT inn
  • Beautiful hiking (take a foliage hike!)
  • Cross-country skiing and dog sledding in the winter
  • Swimming in the summer
  • Horseback riding
  • The best and most unique shopping around
  • A delicious daily breakfast
  • Comfortable rooms
  • And more!
All in the quaint town of Woodstock, Vermont, just an hour away from the state capital. Don't forget to check out 6 Lake And Riverfront Getaways.
Bed and Diamond Collection TripAdvisor PAII Best Weekends
Village Inn of Woodstock

The Village Inn of Woodstock, a Woodstock Vermont Bed and Breakfast, 41 Pleasant St., Woodstock, Vermont 05091

Phone: 802-457-1255 | Email:

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