Downtown Winter Garden, Florida














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When you purchase a Shop Downtown Discount Card, you help support your neighbors, local economy and the American Cancer Society's mission to save lives, celebrate lives and lead the fight for a world without cancer. You also can get great savings on a variety of products and services every time you patronize a participating member. It's a win/win situation.

The American Cancer Society does not endorse any product or service.

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Things to do in Winter Garden, Florida

Main Street of old Downtown Winter Garden speaks to once what was and what could be once again. As Winter Garden the community gathers, it leaves a pocket of opportunity for small business owners to come in and set up shop.Take a few minutes to explore what each downtown has to offer by viewing our directory below.

Downtown Winter Garden makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Downtown Winter Garden gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Downtown Winter Garden brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Downtown Winter Garden brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Why do you love downtown?

Catherine Payne
Great vibe! Low key. Feels like old time Hawaii.

Jackie Avery
I love supporting locals, the view, and atmosphere!

Kathleen Townsend
It's so quaint and cute!

Debbie Kimpel
We are coming in August to visit . My husband is related to Esther, the town was named after. We would like to visit some Historial areas there and also visit the downtown area as well.

Valentina Eagar
Fun and unique shopping and eats

Restaurants in Winter Garden, Florida


At Siam
1047 South Dillard St
Downtown Winter Garden



Barbeque Plus
35 South Dillard St
Downtown Winter Garden



4r Smokehouse Of Winter Park
1047 South Dillard St
Downtown Winter Garden



4 Rivers Smokehouse
1047 S Dillard Street
Downtown Winter Garden



Benchwarmer's Sports Bar
14195 West Colonial Drive
Downtown Winter Garden



Arts Bbq
15502 Stoneybrook West Parkway
Downtown Winter Garden



4 Rivers Smokehouse
1047 South Dillard St
Downtown Winter Garden



Antawn Fine Jamaican Dining
1101 South Park Avenue
Downtown Winter Garden



All About Taste
520 Lake Cove Pointe Circle
Downtown Winter Garden



Downtown Winter Garden Hotels

Finding the best hotel in Downtown Winter Garden can make or break the experience of your entire trip. Take a few minutes to explore what each hotel has to offer by viewing our directory below. Here are some tips to consider:

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.


Liki Tiki Village
 17777 Bali Blvd


Palisades Resort
 14200 Avalon Road


Edgewater Hotel
 99 W Plant St


Budget Inn & Suites Orlando West
 13603 W Colonial Dr