Guide to Historic Downtown Kissimmee
Food Scene
Historic Downtown Kissimmee is home to over 20 independently operated restaurants and bars. You will not find any franchises in HDK, but if that is your style, look for restaurants at the Loop which is a 20 minute drive
Great pizza bar with live music many weekends. They have a lot of varieties of pizza and make an excellent crispy crust pizza. Happy hour is from 4pm - 7pm. Wing specials on Monday nights. - walking distance
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Broadway Pizza Bar
403 BroadwayGreat pizza bar with live music many weekends. They have a lot of varieties of pizza and make an excellent crispy crust pizza. Happy hour is from 4pm - 7pm. Wing specials on Monday nights. - walking distance
Nadia's Cafe
127 BroadwayGreat choices for Vegan or Vegetarians - walking distance
Willy's Wieners
103A E Dakin AveAuthentic Chicago Hot Dogs - walking distance
Delicious, cute, quiet restaurant located near the Courthouse in Historic Downtown Kissimmee - walking distance
Susan's Courtside Cafe
18 S Orlando AveDelicious, cute, quiet restaurant located near the Courthouse in Historic Downtown Kissimmee - walking distance
Diane's Creations & Tea Room
114 BroadwayHome-style cooking and tea - walking distance
Every Wednesday is craft beer night at Vintage Vino- and Thursday night is flight night. Check out their website for special wine tastings too!
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Vintage Vino
14 E Dakin AveEvery Wednesday is craft beer night at Vintage Vino- and Thursday night is flight night. Check out their website for special wine tastings too!
The ice-cream making experience is a blast - they quick freeze ice to make some amazingly good ice cream. Dairy free options are also available
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Abracadabra Ice Cream Factory
520 N Main StThe ice-cream making experience is a blast - they quick freeze ice to make some amazingly good ice cream. Dairy free options are also available
Located in the historic Rivers building, Buchito has great cuban coffee as well as good hot and cold sandwiches and salads. Beer & wine is also served
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Buchito
131 BroadwayLocated in the historic Rivers building, Buchito has great cuban coffee as well as good hot and cold sandwiches and salads. Beer & wine is also served
Drinks & Nightlife
Cozy, but comfortable wine bar offering Craft Beer night on Wednesdays, wine flights on Thursdays. You can order food from Savion's Place next door and eat it in Vintage Vino also.
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Vintage Vino
14 E Dakin AveCozy, but comfortable wine bar offering Craft Beer night on Wednesdays, wine flights on Thursdays. You can order food from Savion's Place next door and eat it in Vintage Vino also.
Arts & Culture
Osceola Arts
2411 E Irlo Bronson Memorial HwyLocal community theater
Shopping
Lanier's Historic Downtown Marketplace
108 BroadwayExcellent antique mall
Lewis Music Store
117 BroadwayEchoes of Yesterday Antique Mall
109 BroadwayAntique Mall - walking distance
Kissimmee Jewelers can create custom one-of-a-kind Jewelry using some special software that they have
Kissimmee Jewelers
106 BroadwayKissimmee Jewelers can create custom one-of-a-kind Jewelry using some special software that they have
Essentials
ALDI
4425 W Vine StWalmart Supercenter
3250 Vineland RdAviles Hair studio and The Spa at Aviles
23 BroadwayGreat locally owned hair salon - walking distance
Entertainment & Activities
Regal The Loop & RPX
3232 N John Young PkwyAMF Kissimmee Lanes
4140 W Vine StThere are many concerts, rodeos, fairs, car shows and other events throughout the year
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Osceola Heritage Park
1875 Silver Spur LnThere are many concerts, rodeos, fairs, car shows and other events throughout the year
Getting Around
Enterprise Rent-A-Car
2793 N Orange Blossom TrailThe Amtrack / Sunrail station is walking distance from our B&B. Or Uber/Lyft are another option if you are carrying luggage.
Kissimmee
The Amtrack / Sunrail station is walking distance from our B&B. Or Uber/Lyft are another option if you are carrying luggage.