Looking for the perfect Thanksgiving weekend getaway? Look no further than Wintergreen Resort, where we’ve prepared a lineup of festive activities and mouthwatering dining options for you and your loved ones to enjoy. From delicious Thanksgiving feasts to seasonal fun, there’s something for everyone to savor during this special weekend.

If you wish to enjoy a warm, delicious Thanksgiving feast at your cozy vacation home without the hassle of cooking, our Turkey Dinner To-Go is the perfect solution. Check it out and make your holiday meal as stress-free and memorable as possible. Click here to order your meal today!

Thursday, November 26 | Be sure to book your Thanksgiving dining early, we’d like to save a place for you and your family at our table.

12:00pm – 8:00pm Thanksgiving Buffet at Devils Grill: Join us at Devils Grill for a festive Thanksgiving Buffet with all your favorite holiday fixings. Click here to view the menu.
*Devils Grill is only available to Wintergreen Club Members and registered Wintergreen Resort Lodging Guests.  Reservations Required; 434-325-8100 

Friday, November 27

11:00am Turkey Trot Golf Tournament – Stoney Creek Golf:
The Turkey Trot Tournament is an 18-hole 11:00 AM shotgun event played on Friday, November 27th, 2026 at Stoney Creek Golf Course.
Call 434-325-8250 to register.

2:00pm – 4:00pm Paint + Sip: “Holiday Sparkles” The Edge Windsong Room:
Join us to learn how to paint this design in a step by step format, no experience necessary! Your ticket includes an 11×14 canvas and acrylic paint. Each class is taught by a professional artist that will guide you through various techniques at a comfortable pace.
*Advance purchase required, Secure your spot now!

5:00pm – 7:00pm Light the Night: – Blue Ridge Terrace:
Join us on the Blue Ridge Terrace as we kick off the holiday season with festive lights, complimentary hot chocolate, and holiday tunes! At 5:30 PM, enjoy the magical moment as we illuminate the terrace, accompanied by a live DJ.

5:00pm – 9:00pm Prime Rib Friday at Devils Grill:
Settle in at Devils Grill for a Friday night favorite featuring a 12 oz. cut of tender Prime Rib, served with steamed broccoli and loaded baked potato.
5 PM until sold out; $40 per person. For more information, call 434-325-8100
*Devils Grill is exclusive to Wintergreen Club Members and registered Wintergreen Resort Lodging Guests.

6:00pm – 8:00pm TGR Film – Actually…it is Rocket Science:
Across Bute Inlet, Haines, Japan, Finland, Andorra, Montana, Jay Peak, and Jackson Hole, the world’s best skiers continue TGR’s study of the fall line. Every mountain is a laboratory. Every descent is an experiment. Is it rocket science—or is it not? Join us in the Crawford Room for a complimentary showing, no RSVP required.

Saturday, November 28

8:00am – 11:00pm: Breakfast with Santa at Devils Grill Indulge in all your favorite breakfast items at Devils Grill, featuring Santa to make your holiday weekend extra festive. *Devils Grill is only available to Wintergreen Club Members and registered Wintergreen Resort Lodging Guests. Reservation required, click here to make reservations; call 434-325-8100 for more information.

10:00am – 12:00pm Living with Nature at Wintergreen Hike – The Nature Foundation:
Join a Foundation Naturalist for an interpretive hike and explore Wintergreen’s natural environment! These hikes are rated moderate to strenuous. Meet at Trillium House. Payment due before event.
Venue: The Nature Foundation at Wintergreen
Click here to Purchase Now

12:00pm – 2:00pm DIY Mini Tote Bag Painting – Upper Crust Banquet Hall:
Enjoy creamy hot cocoa as you get creative with the whole family! Paint your own festive mini tote bag, stay inside the lines (or don’t!), and let your imagination run wild. A fun holiday activity for ages 5 and up! *Advance Purchase required, click here for tickets.

4:00pm – 5:00pm Complimentary Cookie Decorating – Upper Crust Banquet Hall:
Bring your creativity and holiday spirit to our complimentary cookie decorating event—fun for all ages!
Guardian assistance for children required, one cookie per participant, available while supplies last, ages 12 and under please.

5:00pm – 6:00pm Pictures with Santa: Join us for pictures with Santa in the Mountain Inn! *Complimentary*

5:00pm – 6:30pm Light the Night: Join us on the Blue Ridge Terrace as we kick off the holiday season with festive lights, complimentary hot chocolate, and holiday tunes! At 5:30 PM, enjoy the magical moment as we illuminate the terrace, accompanied by a live DJ. 

6:30pm – 7:00pm Story Time with Santa: Enjoy classic holiday stories from Santa himself in the Mountain Inn Hearthside Room! *Complimentary*

 

Click here for the Wintergreen Weekly for current hours of operation.