We try to enter events as we know them and we try to keep them as current as possible. However, sometimes events change and we miss that. So please check with the contact person to confirm the event is still scheduled.
April 2024
April 2, 2024 Spring Election
Highland Village Hall, 530 Main St, Highland, WI
Polls open from 7:00 a.m. to 8:00 p.m.
Contact Becky Fredericks for more information at 608.929.7781
Register or request an absentee ballot at https://myvote.wi.gov/en-us/
Type E Notice ~ Absentee Voting
Type D Notice ~ Polling Place Location & Hours
April 25-27, 2024 Village Wide Garage Sales
Please check the Highland, WI Garage Sale Facebook page for further information
https://www.facebook.com/groups/246843571225627
April 27, 2024 Prescription Drug Take-Back Day
Village of Highland Police Department
530 Main St, Highland WI 53543
10:00 a.m. to 2:00 p.m.
For more information call Officer Swinehart at 608.574.4615
or email him at [email protected]
MAY 2024
May 1, 2024 Open Book 2:30 p.m. to 4:30 p.m.
Highland Village Hall
530 Main St, Highland WI 53543
2024 OPEN BOOK
Contact the Village Office if you have any questions at 608.929.7781
May 4, 2024 Highland School Prom
Highland School, 1030 Cardinal Drive, Highland
Dance from 8:00 p.m. to 11:30 p.m.
Contact the School Office for more info at 608.929.4525
May 8, 2024 Board of Review at 6:00 p.m.
Highland Village Hall
530 Main St, Highland WI 53543
2024 NOTICE OF BOARD OF REVIEW
Contact the Village Office if you have any questions at 608.929.7781
May 9-10, 2024 Highland Community Schools Creativity Expo & K-12 Art Fair
Highland School District, 1030 Cardinal Dr
For more information contact Highland School at 608.929.4525
May 13, 2024 Middle School and High School Spring Concert
Highland Elementary Gym, 1030 Cardinal Drive
Concert at 7:00 p.m.
Contact Highland Schools for more information 608.929.4525
May 20, 2024 Highland Elementary Spring Concert
Highland Elementary School Gym, 1030 Cardinal Drive, Highland
Concert at 7:00 p.m.
Contact the School Office for more info at 608.929.4525
May 25, 2024 High School Graduation
Highland School Distrcit, 1030 Cardinal Drive
Commencement starts at 11:00 a.m.
Contact Highland Schools for more information 608.929.4525
May 2024 The Great Wine & Chocolate Trail ~ Spurgeon Vineyards & Winery
Pairing luscious chocolates with our Fine Wine
10:00 a.m. to 5:00 p.m.
$20 per person ~ includes live music
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
May 31, 2024 8th Grade Graduation
Highland School Distrcit, 1030 Cardinal Drive
Contact Highland Schools for more information 608.929.4525
June 2024
June 2024 Highland Tractor Pullers Spring Farm Pull
Highland Rodeo Grounds, 4907 Lagoon Rd, Highland WI
Starts at 5:00 p.m.
For more information call 608.732.6953 or email [email protected]
June 2024 Live Music @ Spurgeon Vineyards & Winery
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
June 8-9, 2024 Highland Rodeo Club
Little Britches Rodeo
Highland Rodeo Grounds, 4907 Lagoon Rd
Start time is 10:00 a.m. both days
For more information ~ [email protected]
June 9, 2024 American Legion & VFW Chix BBQ
Highland Village Park, 755 Park St
Serving Chicken BBQ Dinner
Refreshment Stand
Come out and support your local veterans!!!
June 2024 Bring on the Bacon & Cheese Days ~ Spurgeon Vineyards & Winery
Pairing Prime bacon treats and Artisan Cheese with our Fine Wine
10:00 a.m. to 5:00 p.m.
$20 per person ~ includes live music
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
July 2024
July 2024 Live Music @ Spurgeon Vineyards & Winery
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
July 18-20, 2024 Our Town Celebration
Sponsored by the Highland Lion's Club ~ All activities subject to change
Contact Mike Spink @ 608.574.4258 or Sheri Esser @ 608.553.1340 with questions or concerns
July 2024 Way Cool Wine Days ~ Spurgeon Vineyards & Winery
Making Mixers and Slushies with our Fine Wine and served with food
10:00 a.m. to 5:00 p.m.
$20 per person ~ includes live music
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
August 2024
August 2024 Christ Lutheran Church Outdoor Christian Concert
Highland Village Park, 755 Park St, Highland
Freewill Offering starting at 6:30p.m.
Sponsored by Christ Lutheran Church/Ladies Aid
In case of rain, concert will be held at the church ~ 303 Main St, Highland
August 2024 Live Music @ Spurgeon Vineyards & Winery
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
August 2024 Wurst Wine Weekend EVER ~ Spurgeon Vineyards & Winery
Pairing Bratwurst and German Food with our Fine Wine
10:00 a.m. to 5:00 p.m.
$20 per person ~ includes live music
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information @ 608.929.7692
August 2024 Highland Lion's Club Movie Night & Stuff the Bus
Highland Village Park, 755 Park St, Highland WI
Free showing of _________________ at dusk ~ free concessions will be provided
Will be collecting items for Stuff the Bus for the Highland School District
Bring items to donate and be entered into door prize drawing
Items needed ~ markers, 24ct crayons, colored pencils, pencil boxes, highlighters, scotch tape,
black sharpies, dry erase markers, kleenex, glue, 1' & 1 1/2" binders, notebooks
August 2024 Highland Nationals by Highland Tractor Pullers & Badger State Tractor Pullers
Highland Rodeo Grounds, 4907 Lagoon Rd, Highland WI
Starts at 6:00 p.m.
Admission $10.00 (8 and under free) ~ No carry-ins
For more information call 608.732.6953 or email [email protected]
September 2024
September 2024 Highland Firemen's Labor Day Picnic
Highland Village Park, 755 Park St
Chicken BBQ on Sunday serving starts at 11:00 a.m.
September 2024 Live Music @ Spurgeon Vineyards & Winery
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
October 2024
October 2024 Ss. Anthony & Philip Oktoberfest Celebration
Drive Thru or Dine In - 10:00 a.m. to 1:00 p.m.
SSAP Famous German Meal
Contact Ss. Anthony & Philip Church for more information at 608.929.7490
October 2024 Highland Schools Homecoming
Friday - Spirit Night (skits, coronation & yell) at 7:00 p.m.
Saturday - Parade at 11:00 a.m.
Saturday - Football game at 2:00 p.m. vs. Hillsboro
Saturday - Homecoming Dance from 8:00 p.m. to 11:00 p.m. with Grand March at 8:30 p.m.
Contact Highland School District for more information at 608.929.4525
October 2024 Harvest Festival ~ Spurgeon Vineyards & Winery
FREE live music ~ bring your own lawn chairs
Hot food available for purchase
FREE wine tasting ~ FREE winery tours
10:00 a.m. to 5:00 p.m.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
October 18, 19, 25 & 26, 2024 Highland Community Haunted Hayride
5718 Hines Rd, Highland WI ~ 608.929.7650
First wagon will leave at dark, last tickets sold at 10:00 p.m.
Cancellations will be posted on Facebook & local radio, including 99.3 (WDMP) and 97.7 (WGLR).
Find us on Facebook for last minute updates - Highland Haunted Hayride: Haunting for a Cause
Trick or Treating on Sunday afternoon
November 2024
November 2024 Veterans Day Program
Highland Elementary Gym
Starts at 2:00 p.m.
November 2024 Christmas Open House ~ Spurgeon Vineyards & Winery
Super Sale on Select Wines ~ Free Wine Tasting ~ Free Local Product Tasting
10:00 a.m. to 5:00 p.m.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
November 2024 Highland Lions Club Free Community Thanksgiving Dinner
Highland Volunteer Fire Department
11:00 a.m. to 2:00 p.m.
709 Dodgeville St, Highland WI 53543
RSVP appreciated but not required ~ call 608.929.7413 and leave message
December 2024
December 2024 Holidays in Highland
8th Annual Craft & Vendor Fair 8:30 a.m. to 1:00 p.m.
Highland Community Schools
1030 Cardinal Drive, Highland, WI
Light Parade at 6:00 p.m.
Parade Entry Form ~ holidayslightparadeentry23
Follow their Facebook page at Holidays in Highland for more information
December 2024 Highland School Holiday Concert
Middle & High School Band & Choir
Highland Elementary School Gym
1030 Cardinal Drive, Highland
7:00 p.m.
Contact the School office for more info at 608.929.4525
December 2024 Highland Elementary School Holiday Concert
Highland Elementary School Gym
1030 Cardinal Drive, Highland
Dress Rehearsal at 2:00 p.m. or Evening Performance at 7:00 p.m.
Contact the School Office for more info at 608.929.4525
January 2025
January 2025 Highland Lion's Club Fisheree
Blackhawk Lake Recreation Area, 2025 County Road BH
Gates open at 5:00 a.m. ~ FREE PARK ADMISSION
Contact Sheri Esser 608.553.1340 or Mike Spink 608.574.4258 for more info
February 2025
February 2025 Highland Ambulance Service Valentine's Breakfast
Highland School District Commons, 1030 Cardinal Drive
February 2025 Highland Community Blood Drive
St. Anthony & Philip Parish Center, 723 Main Street
12:00 p.m. to 5:00 p.m.
For an appointment call 1-800-RED CROSS (1-800-733-2767) or visit redcrossblood.org
Bring a friend and help save lives together.
By donating at this blood drive, you are helping one or more graduating seniors earn a scholarship.
February 2025 Spring Primary
Highland Village Hall, 530 Main St, Highland, WI
Polls open from 7:00 a.m. to 8:00 p.m.
Contact Becky Fredericks for more information at 608.929.7781
February 2025 Highland Summer Rec Taste of Summer
Highland Park Concessions, 755 Park St, Highland, WI
Serving from 5:00 p.m. to 7:00 p.m. or until sold out
Famous Park Burger with bag of chips, cookie and water - $10
For in town delivery call 608.553.0599
All proceeds will go towards the purchase of needed equipment.
March 2025
March 2025 Highland School Pop's Concert and Pasta Supper
Supper ~ 4:00 p.m. to 6:45 p.m.
Concert ~ 7:00 p.m.
Contact Highland Schools for more information 608.929.4525
March 2025 Ss. Anthony & Philip's St. Pat's Dinner
Ss. Anthony & Philip Church, 726 Main St
Serving from 10:00 a.m. to 1:00 p.m.
Dine in or carry out
Call 608.929.7490 for more information