Two people snowshoeing by a snow-covered cabin in a forest.
A season shaped by togetherness

Falling for February

February brings together everything we love about winter. Whether you’re planning a romantic retreat for your Valentine, or a family escape for February Vacation, the season invites outdoor adventure for all ages by day and comforting meals made with the best of Vermont by night. It’s the perfect time to savor winter at its best.

Brown cows stand in a snowy field under a clear sky.

Celebrating Winter

Woodstock comes alive in winter. View February’s lineup of local events that invite guests and locals alike to celebrate the season through music, gatherings, and time-honored traditions!

Winderlea Wine Dinner
February 12 | 6PM
Woodstock Inn's Garden Terrace

Torchlight Parade & Party
February 14 | 4-8 PM
Saskadena Six Ski Area

Slopeside Tunes at Saskadena Six
Every Saturday During Ski & Ride Season | 3:30-5 PM
Saskadena Six Ski Area Base Lodge 

Woodstock VT Film Series: Guacho, Guacho
February 14 & 15 | 3 PM
Billings Farm & Museum 

Magic of Maple
Daily from February 14 – February 22 | 10 AM–4 PM
Billings Farm & Museum

Winter Wine Dinner Series: The Pinots
February 25 | 6PM
Woodstock Inn's Garden Terrace

Explore Our Events

 

Escape to the Slopes

Snowy ski trails and a warm welcome to luxury are in store for you! This month is one of the best for an escape to winter in Vermont with alpine skiing at Saskadena Six, plus cross-country skiing and snowshoeing at the Woodstock Nordic Center.

Come Ski With Us

Wine dinner at the Woodstock Inn

Winter Evenings at the Table

Plan your winter evenings around something memorable. Our upcoming wine dinners offer an inviting way to gather, discover new wines, and enjoy menus created specifically for each featured vineyard.

Featured Wine Dinner:
Winderlea Vineyards, Willamette County, Oregon
February 12 | 6PM
A multi-course winter menu paired with wines from Oregon’s Winderlea Vineyards.

Reserve Your Seat

Save the Date for our upcoming Wine Dinners: 

Wednesday, February 25 - The Pinots 
Thursday, March 12 - Featuring wines from Pertinace Winery, Piedmont, Italy
Thursday, March 26 - TBA
 

Meet in Woodstock

Find a variety of event spaces, exceptional amenities, and fun activities for your group. Whether you're joining us for a business meeting, team retreat, or social gathering, you'll be excited to tell your group: “Meet you in Woodstock!” 

View our Meeting Spaces

The Rockefeller Ballroom
This beautiful and versatile space is a favorite spot for group dinners, corporate parties, or even a team yoga class. With a built-in bar, wood floor alcove, and large floor-to-ceiling windows with views of our south garden, it is one of the most iconic venues at the resort.
The Woodstock Country Club Ballroom
Located .5 miles from the Inn, the Country Club Ballroom offers a different experience for your guest during their stay at the Resort. The location and setting of our Club provides scenic views of our award winning Robert Trent Jones, Sr. designed golf course and Mt. Peg. Guests will enjoy the South Deck for lunches and receptions while the Ballroom features vaulted ceilings and an abundance of natural light. Perfect for banquet functions, the Club Ballroom is versatile for a variety of uses. Ideal for lunch, dinner and golf outing. Maximum capacity is 140 guests. 2,160 square feet.
Red Barns at Kelly Way Gardens
Impress your guests with this special space, available May - October. Two historic barns renovated and connected, the Red Barns event spaces include a Garden Studio and Culinary Studio with a full chef’s kitchen located within the resort’s own Organic Kelly Way Gardens. Host a flower arranging class for your group, book a private dinner, or imagine a full day of inspiration drawn from the flowers and produce growing in the garden and harnessed into teambuilding exercises.
1 /
Elegant room view with blue armchairs, lit chandelier, and checkerboard floor.

Share the Love

If your time with us left you smiling, relaxed, or already dreaming of a return, we’d be honored to have your vote in the 2026 World’s Best Travel Awards. Every vote is a meaningful show of support for our team and the care we put into creating memorable stays, season after season!

Vote until February 24!