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Highland County Chamber of Commerce Calendar

Highland County Chamber of Commerce Calendar

5/18/2026 - 5/18/2027
TUE
May
19
10:30 AM - 12:00 PM
WED
May
20
7:00 PM - 9:00 PM

Get ready to move, laugh, and connect this summer at the Summer Wednesday Dance Series at The Highland Center in Monterey, Virginia. From lively square dances to elegant waltzes, each evening offers a welcoming, family-friendly opportunity to enjoy ...

THU
May
21
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

THU
May
21
4:00 PM - 7:00 PM

Join hosts Mike and Ben for Open Mic Night at Big Fish Cider. Doors open at 4PM, music starts by 5 PM For more info: (540) 468-2322; info@bigfishcider.com; bigfishcider.com

FRI
May
22
3:30 PM - 6:00 PM

Get your garden growing at our Plant & Seedling Sale under The Highland Center's pavilion on May 22! Browse a wide variety of healthy plants and starts, perfect for everything from backyard veggies to colorful flower beds. For more information please ...

SAT
May
23
12:00 PM - 7:00 PM

Start your 2026 summer on May 23rd among friends in the Big Fish Backyard, featuring the new tap trailer. Enjoy cider, food, and music in the sunshine (fingers crossed!) and take in the beautiful mountain views. Backyard is open from 12-7. Tasting ...

THU
May
28
4:00 PM - 7:00 PM

Board Game Night is the 4th Thursday of the month! Bring a game and some friends or make some new ones on May 28th for an evening of board games. Cidery opens at 4, games start when you're ready. For more info: (540) 468-2322; ...

FRI
May
29
10:00 AM - 6:00 PM

The Highland Historical Society's Annual Community Yard Sale will be held at the Highland County Museum in McDowell on Friday, May 29th from 10 am - 6 pm and Saturday, May 30th from 8 am until noon. Come on out for furniture, glassware, antiques, ...

SAT
May
30
8:00 AM - 12:00 PM

The Highland Historical Society's Annual Community Yard Sale will be held at the Highland County Museum in McDowell on Friday, May 29th from 10 am - 6 pm and Saturday, May 30th from 8 am until noon. Come on out for furniture, glassware, antiques, ...

THU
June
4
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
June
5
3:30 PM - 6:00 PM

Celebrate the start of the farmers’ market season on June 5 from 3:30–6pm! Shop fresh, local produce, handmade goods, and more while connecting with the growers and makers in your community. Kick off the season with us and enjoy the best of what local ...

SAT
June
6
9:00 AM - 10:00 AM

Yoga class with Raven Townsend. Gentle and no experience required. Bring a yoga mat (limited number of mats will be available for purchase). Saturday, May 2, 9am-10am Advance registration to attend is NOT required. $11 per person.

SAT
June
6
11:00 AM - 1:00 PM

🧵 CALLING ALL QUILTERS! 🧵 Help us celebrate "75 years of Memories in the Mountains" by being part of a Community Quilt Project for the 75th Annual Highland County Fair! We’re inviting quilters of all experience levels to create a quilt square ...

MON
June
8
7:00 PM - 9:00 PM

Special speaker for Monday, June 8 – Sergio Harding: The Second Virginia Breeding Bird Atlas More details to come about this program. For more information about programs and membership contact: Polly Newlon, Treasurer Highlands Bird and Nature ...

SAT
June
13
9:00 AM - 7:00 PM

CONSIGNMENT AUCTION!

SAT
June
13
9:00 AM - 12:00 PM

The Historical Society will be hosting a genealogical workshop that builds off the 32 land grants in that are on display at the museum from 9 AM to 12 noon on June 13. This workshop will help individuals better understand how to find their ancestors ...

SAT
June
13
12:00 PM - 6:00 PM

Highland County Recreation Commission invites you to start your summer off right at the Summer Kick-off Party! Join in the fun on Saturday, June 13, 2026. For more information: Director@highlandcountyrecreation.org (540)468-2978 office

MON
June
15 19
10:00 AM - 5:00 PM

Students learn behind the scenes of theatre acting, culminating in a performance on Friday, June 19, 2026. Camp will be held Monday-Thursday from 10am-2pm, with Friday's class time TBD, and a performance is tentatively scheduled for Friday, June 20th ...

WED
June
17
6:00 PM - 8:00 PM

Get ready to move, laugh, and connect this summer at the Summer Wednesday Dance Series at The Highland Center in Monterey, Virginia. From lively square dances to elegant waltzes, each evening offers a welcoming, family-friendly opportunity to enjoy ...

THU
June
18 21

The Highland County Arts Council invites you to join other artists for a weekend of plein-air painting that culminates in a Wet Paint Show and sale. The event occurs county wide on the weekend of June 18-21, 2026 Registration form will be added at a ...

THU
June
18
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
June
19 20
9:00 AM - 5:00 PM

Helping you and your horse find calm, clarity, and connection. Two days of real-world horsemanship designed to help horses and humans fell better together. Clinic will rover between Warn Springs and Monterey, VA Contact: Jaime@HopeHorsemanship.com

SAT
June
20
4:00 PM - 9:00 PM
SUN
June
21
2:00 PM - 4:00 PM

Sunday, June 21, 2026, artists set up for the highly anticipated “Wet Paint Show” and sale at the conclusion of the Artists' Weekend. The Wet Paint Show & Sale open to the public at the Highland Center from 2pm-4pm. For more information: ...

SUN
June
21
3:00 PM - 5:00 PM

The Monterey Inn is delighted to introduce Irish/Celtic Music Sessions at The Inn, starting Sunday, May 17th. We invite all musicians to join in and bring their instruments, or simply drop by to listen and socialize. Want to explore the ...

THU
July
2
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
July
3
12:00 PM - 6:00 PM

Blue Grass Resource Center will host an open house on July 3rd at the Highland Inn from noon – 6 p.m. During this event, visitors will be able to share a piece of their history through a fun activity that lets them write a memory or piece of history. ...

SAT
July
4
5:00 PM - 7:00 PM

Happy 4th of July! You are invited to celebrate Independence Day in Highland County, Virginia! The Blue Grass Ruritans will present their annual Parade and Lawn Party today at the Blue Grass Ruritan Building at 2724 Blue Grass Valley Road. Parade ...

SAT
July
11
11:00 AM - 6:00 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Everyone is invited to bring their rockets and fly them. The range will be open from 11:00am to 6:00pm but is subject to ...

SAT
July
11
6:00 PM - 8:00 PM

Darci will be doing a program on the Women of the Revolutionary Era.

SUN
July
12
10:00 AM - 3:00 PM

VAST will be holding a Tripoli Research Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Range will be open from 10:00am to 3:00pm but is subject to participation and the weather. Typically more flights ...

THU
July
16
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
July
17
6:00 PM - 9:00 PM

Savor the flavors of Italy on a culinary journey, complete with dinner and live entertainment “Swingin’ with Sinatra” alongside delicious unlimited buffet of our favorite Italian dishes. ITALIAN NIGHT: https://square.link/u/yNlXr4o8

SAT
July
18
6:00 PM - 8:00 PM
SUN
July
19
3:00 PM - 5:00 PM

The Monterey Inn is delighted to introduce Irish/Celtic Music Sessions at The Inn, starting Sunday, May 17th. We invite all musicians to join in and bring their instruments, or simply drop by to listen and socialize. Want to explore the ...

WED
July
22
6:00 PM - 8:00 PM

Get ready to move, laugh, and connect this summer at the Summer Wednesday Dance Series at The Highland Center in Monterey, Virginia. From lively square dances to elegant waltzes, each evening offers a welcoming, family-friendly opportunity to enjoy ...

SAT
July
25
8:00 AM - 8:00 PM

A full-day retreat to the mountains of Highland County, VA to immerse yourself in the knowledge of world renowned health & wellness experts at the Monterey Inn, 32 West Main Street, Monterey, VA 24465. Join Positive Momentum for this AMAZING DAY that ...

THU
July
30
7:00 PM - 8:00 PM

Thursday, July 30, 2026 The Highland Center, 7 pm ​Free admission, donations accepted

FRI
July
31
5:00 PM - 8:00 PM
SAT
August
1

The Mountain Mama Road Bike Challenge is scheduled to take place on the first Saturday in August in beautiful Highland County, Virginia. The yearly event features 2 States, 3 Counties, 9 mountains, 105 miles, and over 10,000 feet of climb. The ...

SAT
August
1
6:00 PM - 9:00 PM

Get ready to dust off those shoulder pads and join us at the 80s Music Party at The Barn on August 1st, 6-9pm. With all the Girls' Nights at The Barn, boys have been missing out. Gentlemen, this is your chance to bust a move! Join us for a fun night of ...

THU
August
6
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

SAT
August
8
10:00 AM - 4:00 PM
SAT
August
8
11:00 AM - 4:30 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Everyone is invited to bring their rockets and fly them. The range will be open from 11:00am to 4:30pm but is subject to ...

SAT
August
8
6:00 PM - 8:00 PM

Saturday, August 8, 2026, 6 pm ​Free admission, donations accepted

SUN
August
9
10:00 AM - 3:00 PM

VAST will be holding a Tripoli Research Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Range will be open from 10:00am to 3:00pm but is subject to participation and the weather. Typically more flights ...

MON
August
10
7:00 PM - 9:00 PM

Special speaker for Monday, August 10 – Georgann Eubanks: Finding the Fabulous Ordinary More details to come about this program. For more information about programs and membership contact: Polly Newlon Treasurer Highlands Bird and Nature Club ...

WED
August
12
6:00 PM - 8:00 PM

Get ready to move, laugh, and connect this summer at the Summer Wednesday Dance Series at The Highland Center in Monterey, Virginia. From lively square dances to elegant waltzes, each evening offers a welcoming, family-friendly opportunity to enjoy ...

SUN
August
16
3:00 PM - 5:00 PM

The Monterey Inn is delighted to introduce Irish/Celtic Music Sessions at The Inn, starting Sunday, May 17th. We invite all musicians to join in and bring their instruments, or simply drop by to listen and socialize. Want to explore the ...

THU
August
20
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

WED
September
2 5
12:00 AM

Horse show, August 29, 2026 Fair, September 2-5, 2026

THU
September
3
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
September
4 6
3:00 PM - 12:00 PM

On Labor Day weekend Fair Lawn Farm will be hosting it’s Eighteenth Century Tradesmen Fair. Come see and experience nationally recognized artisans plying their trade on the beautiful grounds of the family farm in beautiful Highland County Virginia. ...

FRI
September
11
7:30 PM - 11:59 PM

Plan to attend the September 2026 Highland County Star Party on Friday, September 11th. The “rain date” is Saturday, September 12th. The public is invited, at no charge, to celebrate Highland County’s unique dark sky resource. The event will be held ...

SAT
September
12
11:00 AM - 4:00 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Everyone is invited to bring their rockets and fly them. The range will be open from 11:00am to 4:00pm but is subject to ...

SAT
September
12
3:00 PM - 4:00 PM

Saturday, September 12, 2026 The Highland Center, 3 pm Garth Newel Music Center, 7 pm​Free admission, donations accepted

SUN
September
13
10:00 AM - 3:00 PM

VAST will be holding a Tripoli Research Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Range will be open from 10:00am to 3:00pm but is subject to participation and the weather. Typically more flights ...

THU
September
17
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

SUN
September
20
3:00 PM - 5:00 PM

The Monterey Inn is delighted to introduce Irish/Celtic Music Sessions at The Inn, starting Sunday, May 17th. We invite all musicians to join in and bring their instruments, or simply drop by to listen and socialize. Want to explore the ...

THU
October
1
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

FRI
October
9 11
12:00 PM - 2:00 PM

Highland County, Virginia's Hands & Harvest Festival returns October 9 - 11, 2026! The Highland County Chamber of Commerce invites you as we welcome back our annual celebration of the beauty and bounty of fall in our rural mountain community!

FRI
October
9
7:30 PM - 11:59 PM

Plan to attend the October 2026 Highland County Star Party on Friday, October 9th. The “rain date” is Saturday, October 10th. The public is invited, at no charge, to celebrate Highland County’s unique dark sky resource. The event will be held at the ...

SAT
October
10
10:00 AM - 12:00 PM

Color yourself through out this five-kilometer, untimed event, October 10, 2026 at 10:00am. Color Runners are covered from head to toe in fall colored powder. Participants wear white at the starting line and finish the race plastered in fall color ...

SAT
October
10
10:00 AM - 4:00 PM

A Guided Walk through the gardens, meadows and woodlands at Emerald Mountain Sanctuary, Highland County, Virginia on October 10, 2026. Discover the abundance of edible and medicinal plants that grow in the lush bio-diverse region of the Virginia ...

SAT
October
10
11:00 AM - 5:00 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia in celebration of Highland County's Hands & Harvest Festival. Everyone is invited to bring their rockets and fly them. The ...

SAT
October
10
2:00 PM - 3:00 PM

Saturday, October 10, 2026 The Highland Center, TBD

SUN
October
11
10:00 AM - 3:00 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia in celebration of Highland County's Hands & Harvest Festival. Everyone is invited to bring their rockets and fly them. The ...

THU
October
15
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

THU
November
5
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

SAT
November
7
11:00 AM - 5:00 PM

VAST will be holding a Rocket Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Everyone is invited to bring their rockets and fly them. The range will be open from 11:00am to 5:00pm but is subject to ...

SUN
November
8
10:00 AM - 3:00 PM

VAST will be holding a Tripoli Research Launch at the Jack Mountain Village site off of Route 220, 3 miles south of Monterey, Virginia. Range will be open from 10:00am to 3:00pm but is subject to participation and the weather. Typically more flights ...

SAT
November
14
12:00 PM - 2:00 PM

Highland County Arts Council Membership Meeting Saturday, November 14, 2026 TBD

THU
November
19
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

THU
December
3
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

SAT
December
5
9:00 AM - 8:00 PM

Join Highland County, Virginia during the holiday season each year on the first Saturday in December. Slow your pace, and enjoy the sights, sounds, and tastes of this very special time!

SAT
December
5
5:00 PM - 6:00 PM

The Highland County Christmas Parade in Monterey, brought you by the Highland County Recreation Commission. is held on Saturday, December 5, 2026 starting at 5 pm during Wintertide! Beginning at the VDOT Parking lot at 1005 Fleisher Avenue in Monterey, ...

SUN
December
6
3:00 PM - 4:00 PM

Highlands Community Orchestra Holiday Concert Sunday, December 6, 2026 The Highland Center, 3 pm TBD, 7 pm ​Free admission, donations accepted

THU
December
17
10:00 AM - 11:30 AM

LOCAL Caregivers Support Group 10:00am – 11:30am 1st and 3rd Thursdays each month The Mountain View Room at the Highland County Public Library 31 N Water Street, Monterey, VA 24465 FREE AND OPEN TO ALL, NOT JUST HIGHLAND RESIDENTS Need a respite ...

SAT
March
13 14

Get the full details at www.highlandcounty.org/maple-festival/! Take a step back in time to Highland County to enjoy Virginia's sweetest event of the year!

SAT
March
20 21

Get the full details at www.highlandcounty.org/maple-festival/! Take a step back in time to Highland County to enjoy Virginia's sweetest event of the year!

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