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Wine Stroll returns this Friday, May 20, 6:30-9 p.m.

A chance to win a $25 gift card every week? Sign me up.

The Street of Dreams Gift Card Giveaway is 22 weeks of promoting Downtown businesses.

We knew this was going to be a very big year for Downtown Clermont. Two major happenings – the upcoming Montrose Street reconstruction and Downtown’s designation as a new Florida Main Street community – promised to be game changers in 2022.

The Street of Dreams Gift Card Giveaway is an opportunity for Clermont Main Street to feature 22 unique retail and restaurant businesses in Downtown Clermont and to give away a $25 gift card each week. The idea behind the promotion is to support our Downtown businesses and provide some additional marketing exposure as they head into the construction period. And while the beautiful red brick street will be worth a year of road barricades, we know it may be a challenging time. We want to encourage your support of Downtown businesses more than ever this year.

So let’s get shopping, dining and exploring Downtown!

Here’s how the Street of Dreams Gift Card Giveaway works:  Each Monday, watch for the post of the week’s featured business. Watch the short video hosted by Regina Cruz Morales to meet the business owners and take a peak inside their shop. Fill out the form using the link to be entered in the weekly drawing. Cut-off for entries will be every Friday at 11 a.m. and winners will be announced at noon. Promotion ends June 10.

Learn more about all the new events and happenings Downtown by signing up for our e-newsletter at

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