The air’s getting warmer, the days are getting longer, and the opportunities for summer fun are just beginning!
When planning an unforgettable summer getaway, Regal Oaks offers resort-style amenities and close proximity to all the excitement Kissimmee and Orlando has to offer.
If you’re planning a break in between your theme park visits, or you’re in the mood for a more laid-back, local staycation, here are a few events in June that we think you would enjoy during your stay at Regal Oaks Resort.
Photo Courtesy of Painting With a Twist, AllEvents
Put a fun twist on your Father’s Day plans this year – by creating a masterpiece at Painting with a Twist! The studio located in Hunter’s Creek is hosting a memorable, family-friendly way to celebrate Dad’s special day. Unleash your inner artist and bring home a Cali Lighthouse to commemorate your visit.
Children ages 10+ are welcome. Learn more and secure your spot – click here.

Photo Courtesy of Dreams Come True Entertainment, Eventbrite
If you are looking for an event with a little extra magic, you might enjoy a visit to Diane’s Tea Room! Located in the heart of Kissimmee, this family-owned tea room presents a charming backdrop for your sipping and dining pleasure.
Diane’s Tea Room & Restaurant is complete with Victorian tea experience, lunch, high tea, and dinner events.
On Saturday, June 10, Cinderella herself is making an appearance for a special tea party meet and greet! All royal guests will get to meet Cinderella, enjoy a magical sing-along, and sweet treats in the tea room. Tickets are available now and seats are limited, so don’t let the clock strike twelve on this event!
View ticket details on Eventbrite – click here.
Photo Courtesy of Sunset Walk, Eventbrite
Every Saturday evening at 6 PM, you can explore The STREET Market along the Promenade at Sunset Walk.
This artisan market features local craft and specialty vendors. What could be better than discovering new vendors and supporting local businesses each week, all while strolling along the Promenade during sunset?
This is a free community event; RSVPs are requested – click here.
Photo Courtesy of Old Town Kissimmee
Are you a vintage car lover, muscle car fan, or just an all-around automobile enthusiast? Then you should probably add the Old Town Kissimmee entertainment district to your travel agenda! This area has charming streets, unique shops, and local attractions to explore. Beyond that, one of Old Town’s biggest draws is offering multiple themed car shows each week – these events are perfect to pop in and enjoy during your Kissimmee stay.
Rev your engine for weekly and special events – click here.
Ready to come make memories with us? Book your stay today.
When planning an unforgettable summer getaway, Regal Oaks offers resort-style amenities and close proximity to all the excitement Kissimmee and Orlando has to offer.
If you’re planning a break in between your theme park visits, or you’re in the mood for a more laid-back, local staycation, here are a few events in June that we think you would enjoy during your stay at Regal Oaks Resort.
Father’s Day Paint with Dad! | June 18, 2023

Photo Courtesy of Painting With a Twist, AllEvents
Put a fun twist on your Father’s Day plans this year – by creating a masterpiece at Painting with a Twist! The studio located in Hunter’s Creek is hosting a memorable, family-friendly way to celebrate Dad’s special day. Unleash your inner artist and bring home a Cali Lighthouse to commemorate your visit.
Children ages 10+ are welcome. Learn more and secure your spot – click here.
Cinderella Tea Party at Diane’s Tea Room | June 10, 2023

Photo Courtesy of Dreams Come True Entertainment, Eventbrite
If you are looking for an event with a little extra magic, you might enjoy a visit to Diane’s Tea Room! Located in the heart of Kissimmee, this family-owned tea room presents a charming backdrop for your sipping and dining pleasure.
Diane’s Tea Room & Restaurant is complete with Victorian tea experience, lunch, high tea, and dinner events.
On Saturday, June 10, Cinderella herself is making an appearance for a special tea party meet and greet! All royal guests will get to meet Cinderella, enjoy a magical sing-along, and sweet treats in the tea room. Tickets are available now and seats are limited, so don’t let the clock strike twelve on this event!
View ticket details on Eventbrite – click here.
The STREET Market | Every Saturday

Photo Courtesy of Sunset Walk, Eventbrite
Every Saturday evening at 6 PM, you can explore The STREET Market along the Promenade at Sunset Walk.
This artisan market features local craft and specialty vendors. What could be better than discovering new vendors and supporting local businesses each week, all while strolling along the Promenade during sunset?
This is a free community event; RSVPs are requested – click here.
Old Town Kissimmee | Weekly Car Shows & Special Summer Events

Photo Courtesy of Old Town Kissimmee
Are you a vintage car lover, muscle car fan, or just an all-around automobile enthusiast? Then you should probably add the Old Town Kissimmee entertainment district to your travel agenda! This area has charming streets, unique shops, and local attractions to explore. Beyond that, one of Old Town’s biggest draws is offering multiple themed car shows each week – these events are perfect to pop in and enjoy during your Kissimmee stay.
Rev your engine for weekly and special events – click here.
Ready to come make memories with us? Book your stay today.