The Playful Parent



Close your eyes and imagine this… You and your sweetheart get to spend the night together on a date, free from the kids to relax and enjoy a romantic candle lit dinner for two!

(Adorable photos above are of winners from 2017 & 2018)

I know what you’re thinking…This is just a fantasy, we don’t have someone to watch the kids or a reservation for dinner to celebrate Valentine’s Day. Don’t worry the Dream Date team has put together the perfect package for you. One lucky family will win the ultimate dream date on Friday February 15, 2019 to include:  A romantic dinner for two at The Charles and reserved spots for up to two little ones at Pump It Ups Parents’ Night Out while you are on your dream date. We hope to shower you with treats from Heritage Chocolates and Gateway Florists!

The Playful Parent and Southern Maryland Restaurants are excited to put this package together. Here’s a little about the Dream Date Team Sponsors and a tutorial on planning the perfect Valentine’s Day this year:

Parents Night Out at Pump It Up

Take a break for date night this Friday February 15, 2019 from 6:00 PM – 10:00 PM! Kids will eat pizza, enjoy activities like jumping on inflatables, making a special craft, watching a movie, and generally having a BLAST! The event is for potty trained kids ages 4-12. Space is limited and pre-registration is highly recommended.

Admission: $20 Per Kid/ $15 Sibling Rate

Pump It Up
Post Office Rd. Waldorf, MD 20602


Heritage Chocolates was established in 2015 and has brought handmade chocolates and confections to Southern Maryland. Initially, the Heritage menu offered classic chocolates and candies including caramels, brittles and toffees. The line quickly expanded to include enrobed Oreos, graham crackers, caramel apples and cream-filled chocolates. Heritage Chocolates aims to provide quality products that customers know and love, while continuing to develop exciting, new flavors. Today, the kitchen produces over 75 unique recipes. We can’t wait for you to try them all!

Heritage Chocolates

22699 Washington St. Leonardtown, MD 20650

florist.jpgGateway Florist, owned by Kent and Tina Cooksey is located on the families 130 acre farm in La Plata, MD. Gateway Florist is a full service florist offering delivery for all occasions birthdays, get well, sympathy, weddings and for no occasion at all. We offer delivery throughout La Plata as well as Waldorf, White Plains, Mechanicsville, Hughesville and many other areas within Charles and St. Mary’s Counties.

Gateway Florists

La Plata, MD

Southern Maryland Restaurants is a place for food lovers to discover the latest and greatest about restaurants, wineries’ and entertainment in Charles, Calvert and St. Mary’s County. This reputable site delivers food enthusiasts information, resources and reviews needed to enjoy the flavor, culture and culinary delight available in Southern Maryland area and beyond. Southern Maryland Restaurants is excited about connecting the community to local businesses that have so much to offer.


bus-card-photoThe Playful Parent is a non-profitting community based resource page that advocates learning through play and promotes family bonding. The website provides information on events, activities, giveaways & more for Southern Maryland families and beyond.  The Playful parent is excited about setting up this give-a-way; it is important for parents to get out and spend time together in order to strengthen their marital relationship and keep a strong bond. Play, Learn, Grow!


3rd annual vday

Update: Congratulations Tina Harper of Waldorf, Maryland. Hope you enjoy your night out. Happy Valentines Day everyone.

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