Surrounded by rich Vermont farmland, Woodstock's restaurants benefit from fresh ingredients and long-standing food traditions. Charming, cozy interiors simply complete the picture. Many restaurants will be closed on Christmas Day itself, so be sure to call ahead. However, the restaurants at local inns tend to stay open for the afternoon.
Aptly named, this farm-to-table restaurant is known for its superb Christmastime comfort food, showcasing local ingredients. With 18 craft beers on tap, and divine doughnuts served hot, you'll won't need much excuse to indulge.
Chef David Diaz brings a symphony of Caribbean fusion flavors to the table. Enjoy a unique experience at this tapas spot.
Warm up at this traditional restaurant right in downtown Woodstock. Bentley's serves traditional Christmas fare in tastefully decorated, homespun surroundings.
In the neighboring town of Quechee, check out the restaurant at this charming inn for traditional Christmas Day fare.
New England attracts skiing aficionados thanks to its powdery slopes and crisp, clean air. America's first ski tow opened at Gilbert's Hill in Woodstock in 1934. Today, the town is a portal to the best skiing in the Northeast. Jay Peak, Sugarbush, Smuggler's Notch, and Okemo Mountain await when you choose Woodstock hotels for Christmas. Of course, there's also plenty to do right in town.
Woodstock vacation rentals for Christmas appeal to serious skiers and fans of snowball fights alike. Hike Mount Tom for a spectacular view of Woodstock's twinkling lights. Back country trails ribbon through the hills surrounding the town, including 555 acres of Mount Tom forest, part of the Marsh-Billings-Rockefeller National Historical Park.
Part of Wassail Weekend, visitors gather along with locals to stand around a fire on the village green, and listen to choral songs while roasting chestnuts and s'mores.
The independent boutiques that line Woodstock's Main Street are inviting and quaint. Cozy cafes make Woodstock's downtown district an even bigger draw. Visit F.H. Gillingham & Sons, open since 1886. It's a shopper's dream if you are looking for local maple syrup, jams, and other souvenirs.
Whether it's jazz performances and a reading of Dylan Thomas's "A Child's Christmas in Wales" during Wassail Weekend, or a chorus of traditional carols by candlelight, your family will be left rapt by Christmas in Woodstock. Here are some of the most engaging events for little ones:
A part of Wassail Weekend, local high school actors attired in imaginative medieval costumes entertain visitors at the celebrated Christmas medieval feast. Dine on period dishes while jesters cavort around you and kings preside over the proceedings. You'll even toast the season with a child-friendly version of the traditional mulled ale.
At the center of Woodstock's Wassail Weekend is the Christmas Parade. Riders attired in traditional costume and Christmas colors ride beneath the snow-laden boughs of trees. Hundreds flood this small town's streets to watch the spectacle, wave to Santa, and rally the marching bands as they pass joyfully through town.
Just outside town, in bucolic surrounding scenery, you'll find Billings Farm, where you can enjoy excellent seasonal farm-to-table fare. Signature Christmas at the Farm events throughout December offer an insight into 19th century living and feature baked treats from the kitchens. Enjoy a sleigh ride around the estate's heritage sites, and visit the farm museum. Bedecked in seasonal finery, the farm is an especially picturesque place, snuggled in the snowy hills of Vermont.
Take a horse drawn sleigh beneath pretty covered bridges hung with Christmas lights, to explore swathes of snow-kissed landscape. Kedron Valley Stables offers private sleigh rides you can arrange in advance.
| 💳 Highest rates | in September |
|---|---|
| 🥳 Busiest month | October |
| 🛏️ Popular home types | House rental and Bed and breakfast rental |
| 🌡️ Hottest months | 84 °F in July and August |
| ❄️ Coldest months | 12 °F in January and February |
| 🌧️ Rainiest months | 19 rainy days in December and January |
There is a lot of House rental and Bed and breakfast rental that are great for Woodstock Hotels & Vacation Rentals for Christmas.
The average rate for a rental in Woodstock is usually between $419 and $933 per night.
