Last Updated on October 19, 2022
The City of Winter Garden has launched a “Living Local” campaign to encourage local participation and support of one’s hometown. The intent of the campaign is to build awareness of the community’s attributes, special events, and the importance of supporting small, local businesses. The campaign encourages the public to explore the area’s cultural and recreational facilities, patronize locally owned and operated businesses, buy locally produced goods, support local charitable organizations, volunteer within the community, and enjoy the many special events and programs available.
Winter Garden Living Local Campaign
The Living Local campaign will run from fall 2021-spring 2022 and will include a number of events and initiatives. “Living Local” opportunities starting this month through the end of this year include the following:
Hispanic Heritage Month
September 15 – October 15, Citywide
A variety of cultural and entertainment options to honor the cultures and contributions of Hispanic and Latino Americans. Events include live flamenco and mariachi music, Hispanic-inspired art classes and local art exhibits, Man of La Mancha showings at the Garden Theatre, virtual events hosted by the Winter Garden Library, and more. In addition, a visit to the area’s Hispanic- and Latino-owned restaurants provides a fun way to celebrate the national holiday while supporting local businesses. For the Hispanic Heritage Month event schedule, visit http://www.cwgdn.com/318/Special-Events.
October Declared Outdoor Dining Month
The City of Winter Garden proclaims October as Outdoor Dining Month to encourage dining at local restaurants! The refreshing weather is ideal for dining al fresco at the multitude of restaurant patios available in all corridors of the city. In addition, the expansive dining patios in Downtown Winter Garden not only provide a close-up view of the historic charm but also of the festive Halloween Experience (October 22-31). Fall is also the perfect time for an outdoor picnic so make it easy by ordering take-out from your favorite local restaurant as you head to one of the city’s nature parks.
Winter Garden Farmers Market Expansion Launches October 9th
Every Saturday, 8:00 am – 1:00 pm, Downtown Pavilion, 104 S. Lakeview Avenue
On Saturday, October 9, the Farmers Market will expand to more than 100 vendors offering a diverse variety of foods and merchandise in addition to weekly family games on the lawn, a designated kids’ zone with child-oriented food and goods, as well as an art market showcasing local artists. The date also marks the return of weekly live music. For 13 years, the nationally award-winning Winter Garden Farmers Market has served as a communal meeting place to enjoy the harvests of local farmers and the crafts of local artisans. A visit to the community Farmer’s Market exemplifies Living Local.
Winter Garden Halloween Experience
October 22 – October 31, All Day with Special Programming on Friday/Saturday/Sunday Evenings, Downtown Winter Garden
Why celebrate Halloween on one day when the fun can last 10 days! The Winter Garden Halloween Experience, October 22-31, provides family-friendly festivities throughout downtown. Activities include outdoor animated Halloween Light Shows on City Hall as well as live music, shows, and pop-up street performers on Friday/Saturday/Sunday evenings; a hay maze; holiday-themed photo locations; decorations and light displays; merchant-themed decorations and food items; a Harvest Sidewalk Sale & Stroll (Oct. 23), fall-themed Farmers Market, and more! Details at http://www.cwgdn.com/318/Special-Events
Harvest Sidewalk Sale & Stroll
October 23, All Day, Downtown Winter Garden
Shop the outdoor racks of sale and fall merchandise while enjoying the Halloween Experience festivities and events. It is a great time to purchase for the new season while getting a head start on holiday shopping. The unique shops of downtown feature apparel, jewelry, home décor, and greenery, cycling/running/sporting equipment and accessories, gourmet foods, health and beauty products, pet supplies, furniture, and much more. In addition, a number of downtown restaurants will feature seasonal menus and promotions to enjoy while dining at the outdoor patios surrounded by Halloween nirvana. Details at www.cwgdn.com/519/HarvestSidewalk-Sale-Stroll.
November Declared Living Local Month
Citywide
The City declares the month of November as Living Local Month to promote the importance of shopping, dining, and supporting independently-owned local businesses as they continue to recover from financial losses due to the pandemic. In fact, shopping local bolsters the local economy since for every $100 spent at locally owned businesses, $68 will stay in the community, whereas, only $43 remains in the community when shopping at a national chain, according to the Independent We Stand organization. In addition, a robust holiday event season launches this month providing Living Local opportunities.
Winter Garden Fall Heritage & Music Festival
Saturday, November 6, 8:00 am – 10:00 pm, Downtown Winter Garden & Surrounding Parks
In celebration of Winter Garden’s founding this month 118 years ago, the City of Winter Garden and the Winter Garden Heritage Foundation will host a daylong celebration of the community’s historic roots with old-fashioned family fun. Exhibits and activities will provide an opportunity to learn about the City’s history, play family-friendly games, listen to live music (five stages), enjoy special treats, and watch some baseball. Learn how agriculture along with the railroad, Lake Apopka, and baseball was a big part of Winter Garden’s history. Take a trip back in time and learn about a community that came together to be known as Winter Garden. Details and event schedule at www.downtownwg.com/sneak-preview-of-the-winter-garden-heritage-music-festival.
Health & Harvest Festival at the Winter Garden Farmers Market
Saturday, November 6, 8:00 am – 1:00 pm, Downtown Winter Garden
Enjoy family fun games, fitness, and cooking classes, and much more at the annual Health & Harvest Festival as an expansion of the Winter Garden Farmers Market. Hosted by Healthy West Orange, activities are complimentary and include health screenings, CPR classes, bike safety checks; nutrition, health and fitness classes, giant-sized yard games, hay maze, live DJ, and other seasonal-related fun. For an event schedule and more information, visit www.healthywestorange.org.
Shop Small Business Saturday
Citywide & Sidewalk Sale in Downtown Winter Garden, Saturday, November 27, All Day
Seasonal shopping kick-off in celebration of nationally celebrated Small Business Saturday. Besides special sales at retail stores throughout Winter Garden, Downtown Winter Garden will host a Sidewalk Sale with special offers and promotions amidst the backdrop of historic charm and festive winter wonderland decorations. Details at www.cwgdn.com/517/Shop-Small-Business-Saturday-2021.
Tis the Season – Downtown is Merry All Month Long
December 1-31, Downtown Winter Garden
Downtown Winter Garden transforms into a winter wonderland with all the holiday trimmings for family fun all month long! Highlights include an animated “A Very Merry Winer Garden Light Show” projected onto Winter Garden City Hall, variety shows on select Friday and Saturday evenings, horse-drawn holiday carriage tours, live holiday music at select Fridays on the Plaza, carolers, outdoor holiday movie for the community, holiday movie showings at the Garden Theatre, holiday-themed Farmers Market, festive decorations and light displays, holiday-themed photo locations, and more! For an event schedule, visit www.cwgdn.com/479/Tis-the-SeasonSchedule-2021.
Holiday Boutique Stroll
Thursday, December 9, 5:00 pm – 8:00 pm, Downtown Winter Garden
Holiday shopping at its finest with a stroll of the boutiques of Downtown Winter Garden to find unique presents while enjoying outdoor and indoor specials, promotions, and light refreshments. The festive-decorated stores, downtown’s enchanting decorations, and lights displays, and holiday music in the air make it a perfect evening for gift buying. Details at www.cwgdn.com/518/Holiday-Boutique-Stroll.
More About Winter Garden’s Living Local Campaign
Besides coming out to the special events, the Living Local campaign encourages the public to explore the variety of classes, sports leagues, and programs offered by the City’s Parks & Recreation Department; attend city government meetings and serve on its committees and boards; volunteer or donate to local causes and charitable organizations, and enjoy all that the local community in which one’s lives or works provides. For up-to-date event schedules, classes, programs, and Living Local opportunities visit the City of Winter Garden website, www.cwgdn.com, and/or the Official Downtown Winter Garden website, www.downtownwg.com, and follow the City’s official social media platforms, www.facebook.com/officialdowntownwintergarden and www.instagram.com/officialdowntownwintergarden.
Incorporated in 1908, Winter Garden spans 12.1 miles and is home to nearly 48,000 residents and over 2,000 businesses. Located on the southern shore of Lake Apopka, 20 minutes west of Orlando in Orange County, this former citrus town embodies a wealth of historical, cultural, and natural assets including a historic downtown and an award-winning bike trail. Winter Garden’s unique combination of small-town appeal coupled with contemporary amenities has been recognized nationally, including a 2019 ranking by Money magazine as one of the best places to live in America.
Don’t miss our favorite things to do in Winter Garden: Winter Garden: A Charming City with a Juicy Past.
The City of Winter Garden will continue to monitor the COVID-19 outbreak within the community and reserves
the right to cancel any activities that are not in the best interest of the public health, safety, and welfare of its
citizens.