Ice Skating at Kelsey Hutchinson Founders Park
2025-12-06 13:00 - 22:00, 2025-12-07 13:00 - 17:00, 2025-12-11 15:30 - 20:00, 2025-12-12 15:30 - 22:00, 2025-12-13 13:00 - 22:00, 2025-12-14 13:00 - 17:00 (America/New_York) | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Price: $8.00 (with or without skates)
Rental skates available, youth size 8 to adult size 14.
Coffee and Hot Chocolate will also be available.
For any additional information, please call the Highlands Parks & Recreation Dept. at 828-526-3556.
Hours are Thursday 3:30 to 8 P.M., Friday 3:30 to 10 P.M., Saturday 1:00 to 10:00 P.M., and Sunday 1:00 to 5:00 P.M.

Paint and Sip | Winter Scene at The Bascom
2025-12-06 14:00 | The Bascom, 323 Franklin Rd, Highlands, NC, 28741, United States
Bring your friends along to this paint-along experience with Caryn Raming where you will paint a winter scene step-by-step!
Wine, supplies, and good times included.
This workshop is part of The Bascom’s Holiday Market Workshop Series, celebrating the season through the joy of making.

51st Annual Cashiers Christmas Parade
2025-12-06 15:00 - 17:00 | NC
Catch Us If You Can…
We’re sweet on this year’s 51st Annual Cashiers Christmas Parade, marching your way on Saturday, December 6 with another whimsical theme.
We’re busy baking up all the fun, so mark your calendar and check back soon for parade details—float info, route updates, and all the festive magic you know and love.
Click HERE to view the extended parade route map! This year’s start remains the same, beginning at Frank Allen Road & Hwy 64 W, to the crossroads, then down 107 S to Cashiers School Road.

Saturday Sound Bath at Unfurl Wellness Spa
2025-12-06 16:00 | Unfurl Wellness Spa, 454 Dillard Rd, Highlands, NC, 28741, United States
Join us each Saturday at 4:00 pm for Unfurl Wellness Spa’s Sound Bath, a serene experience designed to help you reset and reconnect. Through the soothing vibrations of crystal singing bowls and gentle percussion, sound baths encourage deep relaxation and promote mental clarity. These harmonic tones help slow brain waves, reduce stress, and foster a meditative state, allowing your body and mind to unwind from the pressures of daily life.
Take this time to nurture your well-being in a calm, supportive environment.

SEC Championship Party: Georgia vs. Alabama at High Country Wine and Provisions
2025-12-06 16:00 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
Join us Saturday, Dec 6th at 4 pm for Alabama vs Georgia on our massive 90-inch screen—the best seat in town! Fuel your fandom with wine, craft beer, and delicious game-day eats. Gather your crew and settle in for great football and even better company. See you there!

Holidays at Cashiers Historical Society
2025-12-06 18:00 - 21:00 | Cashiers Historical Society, 1940 NC-107, Cashiers, NC, 28741, United States
Back by popular demand, Holidays at the Historical Society invites guests to step into the warmth and wonder of Southern Appalachian traditions.
Enjoy a candlelight tour of the historic Zachary-Tolbert House, festive music, and beautifully decorated spaces. Families can craft together in the Zachary Cabin, savor seasonal treats, and gather around the fire for s’mores and holiday cheer.

Football Weekend at High Country Wine & Provisions
2025-12-07 12:00, 2025-12-13 12:00, 2025-12-14 12:00 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
College Football Saturday and NFL Sunday is ON at High Country!
We’re going BIG with the games ALL DAY on our massive 90-inch screen—the best seat in town! Fuel your fandom with special features on wine, craft beer, and delicious game-day eats.
Gather your crew and settle in for great football and even better company. See you there!

Mahjong Basics for Beginners at Center for Life Enrichment
2025-12-10 13:00 - 16:00 | Center For Life Enrichment, 348 S 5th St, Highlands, NC, 28741, United States
Interested in learning how to play the Chinese, tile-based game of Mahjong? Now is your chance! Join us for this intimate beginners class (limited to 8 participants) to learn the basics.
No experience needed and all materials provided – just show up ready to learn and have fun!

Cashiers Quilters at St Jude's Catholic Church
2025-12-11 11:30 | NC
Come join us for lunch each Thursday at 11:30 at a local restaurant and then quilting at the church.
Held at St Jude’s Catholic Church in Cashiers.

Bear Shadow Music Festival TICKET DROP
2025-12-11 12:00 | NC
Tickets go on Sale Thursday, December 11 | 12pm https://bearshadownc.com/
Bear Shadow music festival made its debut in April 2021 at Winfield Farm in Scaly Mountain, just outside the city limits of Highlands, North Carolina.
A sister festival to the highly esteemed Highlands Food & Wine, Bear Shadow music festival is now a phenomenon all to itself, bringing celebrated artists to The Highlands-Cashiers Plateau for a weekend of music, mountains, and revelry each spring.

Dementia Caregivers Support Group at Albert-Carlton Community Library
2025-12-11 15:00 - 16:30 | Albert-Carlton Community Library, 249 Frank Allen Rd, Cashiers, NC, 28741, United States
Join a welcoming group of people that understand what you are going through. We come together to offer each other support, resources, and a listening ear.
The group is a safe place for judgement free discussion.
2nd and 4th Thursday of the month.

Holiday Hits: Festive Cheeses and Board Making Tips at One Wicker Cheese Co
2025-12-11 17:30 | One Wicker Cheese Co., 539 Main St, Highlands, NC, 28741, United States
Perfect for all cheese and wine enthusiasts!
Join us for the evening as we explore a selection of amazing cheeses paired with fun festive wines. We’ll talk through the basics of tasting, pairing and chat holiday board building tips!

Carolina Concert Series at Trailborn Highlands
2025-12-11 18:00 - 21:00 | Trailborn Highlands, 96 Log Cabin Ln, Highlands, NC, 28741, United States
Join us in the Trailborn Highlands backyard for live music and drinks during our Carolina Concert Series!

Mountain Voices Community Chorus presents “A Very Merry Christmas” at First United Methodist Church - Franklin
2025-12-11 19:00 | First United Methodist Church, 66 Harrison Avenue, Franklin, NC, 28734, United States
Mountain Voices Community Chorus will perform their annual winter concert on Thursday, December 11 beginning at 7 pm at First United Methodist Church located at 66 Harrison Avenue in Franklin NC.
Please join Mountain Voices for an evening of familiar carols – a mountain tradition you don’t want to miss; this year’s “A Very Merry Christmas” concert is sure to bring holiday cheer!! The performance includes jazzy arrangements, big band orchestral scores, twists on holiday favorites and traditional anthems.
The concert is FREE (donations are appreciated)

The Church of the Good Shepherd Bazaar Barn
2025-12-12 10:00 - 14:00, 2025-12-13 10:00 - 14:00 | Bazaar Barn, 118 US Hwy 64 W, Cashiers, 28717, United States
The Bazaar Barn is an “upscale resale” shopping experience, offering gently used home furnishings.
Owned and operated by the Church of the Good Shepherd, the 10,000 square foot shopping center sells furniture, art and household items in styles ranging from antique to vintage to modern.
All of our items are donated, and all proceeds go directly back to the Cashiers community in the form of Outreach Grants.

Winter Market at Highlands Rec Center
2025-12-13 10:00 - 15:00 | Highlands Recreation and Civic Center, 600 N 4th St, Highlands, NC, 28741
Your favorite vendors from the Saturday Farmer’s Market (plus a few extras) will be warm and cozy indoors at the Highlands Rec Center with fresh produce, locally made bakery treats, specialty foods, handcrafted gifts, unique products, artful jewelry, Haitian metal art, and a FREE cup of Haitian Coffee we all know and love.

Come say hello, and shop for one-of-a-kind gifts and other things you need for the holidays.

See you there!

Wreaths Across America at Highlands Community Building
2025-12-13 12:00 | Highlands Community Building, 869 North 4th Street, Highlands, NC, 28741, United States
Remember and Honor our veterans through the laying of Remembrance Wreaths on the graves of our country’s fallen heroes and the act of saying the name of each and every veteran aloud.
Ceremony will take place at the Highlands Community Bldg. 869 North 4th Street at 12:00PM.
Following the ceremony at the community bldg., shuttles will take volunteers to and from the cemetery to lay veteran wreaths.
For more information, please contact Phil Potts at 828-200-9753 or ppotts63@frontier.com

Community Jam Sessions at Albert Carlton Community Library
2025-12-14 14:00 - 16:00 | Albert-Carlton Community Library, 249 Frank Allen Rd, Cashiers, NC, 28741, United States
Bring your guitar, banjo, harmonica, mandolin, fiddle or rhythm instrument and join the fun at an informal jam session at the public library in Cashiers!
All skill levels welcome. Piano on site.
Folk, country, acoustic rock, Americana and traditional music.
2nd and 4th Sundays

Lighting of the Menorah at Kelsey Hutchinson Founders Park
2025-12-14 17:30 | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Hanukkah is an eight-day winter festival of lights, celebrated to mark the triumph of light over darkness. One candle of the giant menorah will be lit on the first night of Hanukkah and an additional candle each successive night. This will be done until the eighth night when the Menorah is fully illuminated.

Mr. Pickles Christmas Sweater Contest with The Park on Main
2025-12-16 08:00 - 2025-12-22 23:30 | Park on Main
The Mr. Pickles Christmas Sweater Contest starts NOW!
Have a perfect sweater for your adorable pup? Now’s your chance to show it off! And guess what? You could WIN a FREE Night at The Park on Main in Highlands, NC! The runner up will win a $100 gift certificate to The Park on Main.
Here’s how (all rules must be followed):
1. Post a picture of your dog(s) in their Christmas sweater on your Facebook or Instagram account- no professional photos
2. Include the hashtag #POMSweaterSquad and tag The Park on Main.
3. Tell us in your caption why your dog(s) deserve to win.
4. Get your friends to like your post.
5. Post your photo by 11:59pm on December 22 (EDST).
The winners will be announced on The Park on Main Facebook and Instagram pages Christmas morning.

Holiday Cookie Exchange! at Center for Life Enrichment
2025-12-17 10:00 - 12:00 | Center For Life Enrichment, 348 S 5th St, Highlands, NC, 28741, United States
Do you love holiday baking? If so, we invite you to participate in CLE’s FREE cookie exchange on Wednesday, December 17th from 10am to noon!
How it works: Sign up by December 10th, and our team will reach out to notify you how many cookies to bring for sharing. Each participant will leave with a variety of delicious treats made by the other participants to take home and enjoy! CLE will provide coffee and hot coco, and holiday attire is strongly encouraged!
Things to bring:

Cookies (CLE staff will notify you on December 10th how many to bake)
A large cookie tin/container to transport all your new delicious treats home in
If you would like to share your recipe, please bring copies or email it to office@clehighlands.com and we can make copies to share!

Wine Tasting | Plumpjack, Odette, Cade 'Atelier' Tasting at Highlands Wine Shoppe
2025-12-17 17:00 | Highlands Wine Shoppe, 269 Oak St, Highlands, 28741, United States
Get ready for a stellar night as we welcome our dear friend and Advanced Sommelier Nick Demos back to Highlands Wine Shoppe on Wednesday, December 17th for an exclusive Atelier Tasting featuring the powerhouse trio of Napa Valley royalty: PlumpJack, Odette and CADE.
