Downtown WINTER PARK, Florida

Discover shopping, dining, and accommodation in downtown WINTER PARK.

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ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

The Alfond Inn

300 East New England Avenue

Winter Park, Florida

BEST WESTERN MT VERNON INN

110 South Orlando Avenue

Winter Park, Florida

WINTER PARK INN

901 NORTH ORLANDO AVENUE

WINTER PARK, Florida

Hotel Tips

Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.

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.

Other sources of noise can be opening and closing trash dumpsters and also during collection by garbage trucks. Another great question is if they have any renovation plans, or underway that could affect your ability to relax. Pack earplugs and eyeshades!

Things To Do

WINTER PARK has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.

WINTER PARK is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

WINTER PARK has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.

Why Do You Love Downtown?

Dawnmarie Hatfield

We love supporting local businesses wherever we visit.

Laura

Very charming.

Tracy Hart

Just purchased a home nearby and am looking forward to shopping in the area

Jackie Avery

I love supporting locals, the view, and atmosphere!

Harriet Rapista

Never been but planning to go in August

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