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.
October 2022
September 30-October 1, 2022 Highland School Homecoming
Friday Skit Night
Saturday Parade at 11:00 a.m.
Saturday Football Game vs. Iowa-Grant at 2:00 p.m.
Saturday Homecoming Dance
Contact Highland School for more info at 608.929.4525
October 21, 22, 28 & 29, 2022 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.
Cost is $5.00/person
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
October 22-23, 2022 Halloween Party - Spurgeon Vineyards & Winery
Pairing Halloween candy with our Fine Wines
Ghoulish recipes and more!
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 29, 2022 Prescription Drug Take-Back Day
Village of Highland Police Department
530 Main St, Highland WI
10:00 a.m. to 2:00 p.m.
Contact Daniel Swinehart for more information at (608) 574-4615
October 2022 Ss. Anthony & Philip Pancake Breakfast
Ss. Anthony & Philip Parish ~ 726 Main St, Highland WI
Serving from
October 2022 Halloween Trick-or Treating
3:30 p.m. to 6:30 p.m. - please turn on your porch light if you want to participate
November 2022
November 11, 2022 Veterans Day Program
Highland Elementary Gym
Starts at 2:00 p.m.
November 19-20, 2022 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
December 2022
December 3, 2022 Holidays in Highland
Activity List, Details and Schedule can be found on their Facebook page at Holidays in Highland
December 12, 2022 Highland School Holiday Concert
Middle School & 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 20, 2022 Highland Elementary School Holiday Concert
Highland Elementary School Gym
1030 Cardinal Drive, Highland
7:00 p.m.
Contact the School Office for more info at (608) 929-4525
January 2023
January 2023 Highland Lion's Club Fisheree
Blackhawk Lake Recreation Area, 2025 County Road BH
Gates Open at 5:00 a.m. FREE PARK ADMISSION
For more infomration please contact
Sheri Esser (608) 553-1340 or Mike Spink (608) 574-4258
February 2023
February 2023 Ss. Anthony & Philip's Church Super Bowl Pre-Game Party
Ss. Anthony & Philip Church Lower Level, 726 Main St
Call (608) 929-7490 for more information
February 2023 Highland Ambulance Service Valentine's Breakfast
Highland School District Commons, 1030 Cardinal Drive
February 2023 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 2023 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.orgBring a friend and help save lives together.
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.
March 2023
March 2023 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 929-4525
March 2023 Ss. Anthony & Philip's St. Pat's Dinner
Ss. Anthony & Philip Church, 726 Main St
Call (608) 929-7490 for more information
April 2023
April 4, 2023 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
2022-4-5 SPRING ELECTION SAMPLE BALLOT
April 2023 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
April 2023 Open Book 3:00 p.m. to 5:00 p.m.
Highland Village Hall
530 Main St, Highland WI 53543
Contact the Village Office if you have any questions at (608) 929-7781
April 2023 Highland Community Schools Creativity Expo & K-12 Art Fair
Highland School District, 1030 Cardinal Dr
For more information contact Josh Tarrell or Mary Kay McCarthy or call (608) 929-4525
April 2023 Village Wide Garage Sales
Starting at 8 a.m. both days
April 2023 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 check out the Law Enforcement Section
or call Officer Swinehart at (608) 574-4615
or email him at [email protected]
MAY 2023
May 2023 Board of Review at 6:00 p.m.
Highland Village Hall
530 Main St, Highland WI 53543
Contact the Village Office if you have any questions at (608) 929-7781
2022 NOTICE OF BOARD OF REVIEW
May 2023 Highland Elementary Spring Concert
Highland Elementary School Gym - Concerts at 2:00 p.m. and 7:00 p.m.
1030 Cardinal Drive, Highland
Contact the School Office for more info at (608) 929-4525
May 2023 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 27, 2023 High School Graduation
Highland School Distrcit, 1030 Cardinal Drive
Commencement starts at 1:30p.m.
Contact Highland Schools for more information (608) 929-4525
May 2023 The Great Wine & Chocolate Trail - Spurgeon Vineyards & Winery
Pairing luscious chocolates with our Fine Wine
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
May 2023 Highland Rodeo Club Fun Show
Highland Rodeo Grounds, 4907 Lagoon Rd
Show at 10:00 a.m.
Contact Sarah Winkler for more information (608) 341-7183 or
[email protected]
May 2023 St Philip Preservation Association
Mass In Honor of The Feast of St. Philip
St. Philip Church - 1011 Dodgeville St, Highland
Mass starts at 1:00 p.m. with a light luncheon after the Mass Snacks, beverages and desserts welcome to be brought in & shared in the lower level.
If you have any questions, you may call (608) 341-7665 or (608) 929-7490
or email [email protected]
May 2023 Highland Fire Department Steak Feed
Highland Fire Station, 709 Dodgeville St, Highland WI
Serving from 5:00 p.m to 9:00 p.m. ~ $15 per meal
For local home delivery please call 929.4856 or 574.3030
Proceeds benefit the Fire Department Equipment & Training
For more information contact Bob Michek at (608) 574-3030
June 2023
June 2023 8th Grade Graduation
Highland School Distrcit, 1030 Cardinal Drive
Contact Highland Schools for more information (608) 929-4525
June 2023 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 2023 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.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at (608) 929-7692
June 2023 4th Annual Old School Block Party - Raising the Roof
Highland Area Historical Society, 526 Isabell St, Highland WI ~ FREE ADMISSION
All proceeds will benefit the Highland Area Historical Society
Contact Luke Drury at [email protected] with any questions etc...
July 2023
July 2023 Highland Rodeo Club
Little Britches Rodeo
Highland Rodeo Grounds, 4907 Lagoon Rd
Start time is 10:00 a.m. both days
Contact Sarah Winkler for more information @ 608.341.7183 or
[email protected]
July 2023 Our Town Celebration
Highland Lion's Club
Contact Mike Spink @ 608.574.4258 or Sheri Esser @ 608.553.1340 with questions or concerns.
July 2023 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.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information at 608.929.7692
July 2023 Christ Lutheran Church
Annual Outdoor Christian Concert
Featuring music by...
Highland Village Park, 755 Park Street at 7:00 p.m.
In case of rain, the concert will be held at the Highland Historical Society Gym
Contact Julie Koss for more information at 608.623.2495
August 2023
August 19, 2023 Iowa County Cancer Coalition Fundraiser Event
MARK YOUR CALENDARS
Event will be held in Highland WI
More information to follow at a later date
August 2023 Highland Lion's Club Movie Night & Stuff the Bus
Highland Village Park, 755 Park St, Highland WI
Free showing of "Turning Red" 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 2023 10th Annual Highland Truck and Tractor Pull
Highland Rodeo Grounds, 4907 Lagoon Rd, Highland WI
Starts at 2:00 p.m.
For more information contact Dave Gates @ 608.732.6953
August 2023 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.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information @ 608.929.7692
September 2023
September 2023 Highland Firemen's Labor Day Picnic
Highland Village Park, 755 Park St
Chicken BBQ on Sunday serving starts at 11:00 a.m.
September 2023 Harvest Festival - Spurgeon Vineyards & Winery
Live Music - Bring your own lawn chair
Food available and wine tasting
10:00 a.m. to 5:00 p.m.
16008 Pine Tree Rd, Highland WI 53543
Contact Spurgeon Vineyards & Winery for more information @ 608.929.7692
September 2023 Ss Anthony & Philip Church Oktoberfest
Ss Anthony & Philip Church, 726 Main St, Highland
BBQ Pork, German potato salad, sauerkraut, mashed potatoes and gravy, carrots, roll and dessert
Call 608.929.7490 for more information
September 2023 Highland School Athletic Hall of Fame Banquet
Ss. Anthony & Philip Church, 726 Main St, Highland
Starts at 7:00 p.m.
Contact Highland School for more info at 608.929.4525
September 2023 Highland School Homecoming
Friday Skit Night
Saturday Parade at 11:00 a.m.
Saturday Football Game vs. _____________ at 2:00 p.m.
Saturday Homecoming Dance
Contact Highland School for more info at 608.929.4525