Dolly’s Rhinestone Roundup

Participant FAQ (our Dollys)

When is the event?

Saturday, April 25, 2026

3:30 PM – 7:30 PM, but enjoy all-day Dolly-deals and perks at participating Rhinestone Stop boutiques on Saturday, April 25.

The VIP Dolly Trolley will run from approximately 4:30pm until approximately 8:00 PM.

What is Dolly’s Rhinestone Roundup?

Dolly’s Rhinestone Roundup is a sparkly afternoon and evening takeover of downtown Ocean Springs where Dolly-loving participants roam between participating bars, restaurants, and boutiques enjoying Dolly-themed drinks, shopping specials, photo prompts, music, and Dolly- themed activities.

We will meet up at the fabulous OS1515 Courtyard for fun pics, music, and what’s sure to be a hilarious costume contest for any of our Dollys who want to participate.  Winners will be rewarded with some great prizes!

After the costume contest, you will have some time to create your own adventure during the “Roundup Sips, Shops, and Selfies Stroll.” Our event map and schedule will show you all the places that your wristband will unlock special Dolly-deals, specials, perks, and photo spots, as well as where Dolly-themed games and activities are happening.

We will meet up again for the big finale at Neon Moon where we will have prize giveaways and be treated to a line dance lesson.

Wristbands

When can I pick up my wristband?

Picking up your wristband early allows you to enjoy all-day Dolly-deals and perks at participating Rhinestone Stop boutiques on Saturday, April 25.

Participants may pick up their event wristbands at OS1515 Downtown + CRAVE Food Hall during the following times:

  • Friday, April 24 (evening before the event) 5:00 PM – 7:00 PM
  • Saturday (event day):
    • 9:30 AM – 11:00 AM
    • 3.00 PM

Do I need to wear my wristband?

Yes. Wristbands must be worn and visible to receive Dolly Deals, Specials, and Perks at participating Rhinestone Stops.

Wristbands allow participating businesses to quickly identify Roundup participants and ensure the event runs smoothly.

Where does the event start?

Everyone will begin at Home Base: OS1515 Downtown + CRAVE Food Hall outside in their beautiful courtyard.

If you picked up your wristband early, plan to arrive by 3:30 PM for the kickoff.

What happens at Home Base?

Home Base is where the Roundup officially begins. Activities include:

  • Music
  • Fun Photos
  • Costume contest
  • “I Beg Your Parton Photo Challenge” kickoff

After the costume contest, the “Roundup Sips, Shops, and Selfies Stroll” begins as participants head out to explore downtown.

What if I arrive late?

If you arrive after the “Roundup Sips, Shops, and Selfies Stroll” begins, simply find a Duchess wearing a white sash to find out how to receive your wristband. 

Map & Schedule

Will there be a map and schedule?

Yes. All participants will receive a Digital Rhinestone Map and Event Schedule before the event.

The map will show:

  • Home Base
  • All participating Rhinestone Stops
  • Photo Challenge locations
  • VIP Dolly Trolley information

The schedule will include:

  • Wristband pickup
  • Costume contest time
  • Group photo time
  • Roundup Sips, Shops, and Selfies Stroll kickoff
  • Time and location of Dolly-themed pop-up events
  • Giveaways
  • Line dance lesson

Rhinestone Stops

What is a Rhinestone Stop?

A Rhinestone Stop is a participating bar, restaurant, or boutique offering a Dolly-themed deal, special, or perk during the event.

A full list of Dolly Deals will be released closer to the event date.

Do I have to visit every stop?

No. The event is designed so participants can explore downtown at their own pace.

Visit as many or as few Rhinestone Stops as you’d like.

Do I have to buy something at each stop?

No. Purchases are not required to participate in the event activities.

However, you will more than likely choose to purchase and enjoy some Dolly Deals!

Downtown Ocean Springs Entertainment District

Ocean Springs has a designated Downtown Arts & Entertainment District, which allows alcoholic beverages to be carried between locations under certain conditions.

Within the district:

  • Drinks must be in plastic cups
  • Drinks must be 16 oz or smaller
  • Drinks must be purchased from a licensed establishment within the district

Glass containers are not permitted in public spaces.

Always follow the policies of the business where the drink was purchased.

Activities

What is the “I Beg Your Parton” Photo Challenge?

Have you ever sadly said after an event, “I can’t believe we didn’t take any pictures!”  This time, we’ve got you covered if you participate in the “I Beg Your Parton Photo Challenge.” You’ll be going home with a bunch of silly photos to remember your ridiculously fun day out with friends AND entering to win some envy-inducing prizes that will make you say, “OMG, I really want that!”

The Photo Challenge is a Dolly-inspired photo scavenger hunt happening at select Rhinestone Stops and scenic locations throughout downtown during the Roundup. Photo Challenge locations will be marked on your Rhinestone Map and listed in the Photo Challenge information you will receive closer to the event.

When you arrive at each Photo Challenge location, look for the photo prompt sign with specific instructions, strike a pose by yourself or with your friends, share your photo on social media as instructed, and continue on to the next stop to discover the next challenge.

Participants who complete the Photo Challenge will have a chance to win a prize during the Neon Moon finale. The more stops you visit, the more fun moments you’ll capture along the way. ✨

Is there a costume contest?

Yes! The costume contest takes place at Home Base at the beginning of the event.

Participants are encouraged to embrace their inner Dolly with:

  • Big hair
  • Rhinestones
  • Cowgirl glam
  • Dolly costumes
  • Sparkle

Neon Moon Finale

What happens at Neon Moon?

Participants should plan to be inside Neon Moon by 6:10 PM.

The evening schedule:

6:15 PM — Giveaways and Prizes awarded

6:30 PM — Line dance lesson

7:00 PM — Line Dancing

VIP Dolly Trolley

What is the VIP Dolly Trolley?

The VIP Dolly Trolley is available for Rockstar VIP ticket holders. It is a complimentary shuttle service between Rhinestone Stops.

The trolley will begin running at approximately 4:30 PM and circulate between Rhinestone Stops during the Roundup.

The trolley will stop running around 8:00 PM.

Food, Drinks & Facilities

Where are the bathrooms?

Restrooms are available inside participating restaurants and bars for their customers.

Please be courteous to businesses and staff.

Where do I park?

Although there is free street parking in Ocean Springs, the new parking garage behind our Home Base of OS1515 may be your best bet. Public parking is available on the upper floors only. The parking garage adjoins the OS1515 courtyard–our Home Base.

Tickets

Can I transfer my ticket?

Because wristbands are issued on the day prior to and the day of the event, the original purchaser must authorize a transfer if they will not be present.

To transfer, the original purchaser must email:

duchessclubofos@gmail.com

from the email address given at the time of ticket purchase to authorize the transfer.

Do I need to print confirmation of my ticket?

No. Digital is fine. 

Weather

What happens if it rains?

The event will take place rain or shine.

Most stops are indoors.

Tips for the Best Roundup Experience

  • Wear comfortable shoes or boots — downtown is walkable.
  • “Sparkle Responsibly” a/k/a pace yourself and alternate any alcoholic drinks with water
  • Pick up your wristband early so you can take advantage of all day Dolly-deals at participating boutiques.
  • Be patient during busy moments at popular stops.
  • Post your photos using the event hashtags.

Hosted By

Dolly’s Rhinestone Roundup is a charitable fundraiser for the Duchess Club of Ocean Springs, which has been supporting needy children and families in Ocean Springs for 77 years.

In 2025, in cooperation with the Ocean Springs School District and with financial assistance from our generous community, we provided a full Christmas for nearly 200 needy children, awarded $9,000 in scholarships to graduating seniors, awarded 12 elementary school students with sponsorships to a local summer camp of their choice, maintained school pantries at all OSSD schools with snacks, hygiene items, and emergency clothing, provided assistance to Backpack Buddies, Sue’s House, Sleep in Heavenly Peace, and other charitable initiatives in the community.

Every dollar raised helps support needy local children and families.